#jess mariano imagine smut

[thegettingbyp2]

Reader works at the diner and sees how hung up on Rory Jess is. She decides to distract him from his infatuation (smut more than welcome, also this can be when they are adults if you prefer.)

Taking Your Mind Off of Her

Buy me a coffee :)

Gilmore Girls Rewatch

You and Jess had a friend with benefits situation going on between the two of you, but you were quickly regretting it as you felt feelings develop for him. And what made it worse was that you had to see him every day due to the both of you working at Luke’s Diner. And what made it even worse was the fact that you had to watch him pine for Rory.

This day in particular was driving you up the wall. Lorelai had just left, leaving Rory sitting on her own at the table; something that Jess rectified as quick as he could, sliding into the seat next to her and leaning in close. You could hear them talking quietly and Rory’s giggle every now and then, a sound that had your eyes rolling. You felt bad for Jess as you saw his face light up after he made her laugh and you knew that any second, that expression was going to be wiped off of his face.

Just like clockwork, you heard Rory harshly reminding Jess that she was with Dean before she stormed out of the Diner, leaving Jess sitting on his own at the table, trying his best not to look dejected. You made your way over to the table and picked up the abandoned coffee up. ‘Jess, you know that she has a boyfriend,’ you reminded him, ‘do you really think she’s going to break up with him? Everyone loves him in this town.’

‘Don’t remind me,’ Jess said quickly, still looking down at the table, his jaw set as he tried not to let any emotion show on his face. Sighing heavily, you reached down and grabbed the sleeve of his t-shirt, yanking him up and dragging him towards the stairs that led to his and Luke’s apartment. ‘What are you doing?’ he protested, but not trying to get out of your grip as he followed you.

‘Taking your mind off of her,’ her you replied as you opened the apartment door and pushing him against it when it closed. ‘I’m fed up of watching you mope around after her, you need to deal with the fact that she’s chosen someone else.’ You spat out before crashing your lips onto his.

The second your lips were on his, Jess’ arms wrapped around you, pulling you tightly against him and spinning the both of you around until you were the one who was pressed against the door. His hands moved to grip both of your wrists and he pulled them up until he was pinning them above your head. His hips pressed against yours and you whined against his lips when you felt his cock pressing against your groin. ‘You going to distract me?’ he asked lowly, moving both of your wrists into one hand and using his now-free hand to trail down your body, slipping underneath your t-shirt to graze his fingers against your bare skin.

‘Yes,’ you gasped, nodding your head, quickly falling into a headspace that would let Jess do pretty much anything he wanted to you. His pressed his hips impossibly closer to yours, lowering his mouth until it grazed your ear.

‘Jump,’ he said, letting go of your wrists and letting you jump into his arms, wrapping your legs around his waist as he carried you through the apartment, throwing you down onto his bed. He reached down to push his jeans and boxers down his legs and quickly getting rid of his top before he crawled back over your body. Whilst he was undressing, you took the time to undress yourself so by the time he was hovering over you, the two of you were naked. He lowered his hand to gently push two fingers into you, causing your back to arch and your chest to press against his.

‘Jess,’ you whimpered as soon as his thumb joined to rub circles against your clit.

‘That’s it, good girl,’ he murmured as he lowered his head to your neck, pressing kisses to your skin, making your eyes roll to the back of your head as your fingers tangled in his hair, wanting to hold him as close to you as you could. ‘You thought you’d distract me? Don’t want me thinking about Rory?’ he asked, smirking when he felt your body tense slightly at the sound of her name. Jess chuckled lowly as he felt you still underneath him and he lowered his head to take one of your nipples between his teeth, nipping your skin slightly and causing your back to arch up into him.

‘Jess, please,’ you begged, tears pricking in your eyes when you felt him take his fingers away.

‘So Rory’s a touchy subject?’ he teased, pulling away.

‘Stop,’ you whined, writhing on the bed as Jess watched with amusement playing in his eyes when he saw just how much the thought of him with Rory was irritating you. When you realised that Jess was content with watching you for a moment, you huffed and sat up, reaching down to the floor to pick up your discarded clothes, trying desperately to hide the smirk on your lips, knowing that this was a sure-fire way to stop his teasing.

‘What are you doing?’ Jess asked, all trace of amusement disappearing from his voice when he clocked the moment your fingers wrapped around the blouse that you’d been wearing, slipping it over your shoulders until it hung off of your body.

‘Well, you’re clearly not going to do anything so I might as well just go home,’ you said, swinging your legs over the side of the bed.

All of a sudden, you found yourself pressed back into the mattress with Jess pinning you down as a low growl came from his chest. ‘You’re not going anywhere,’ he murmured as his lips latched onto your neck, a satisfied smile appearing on your lips as your plan worked. ‘You told me you were going to distract me, so you’re going to distract me.’

You gasped at his words and at the feeling of him suddenly pressing into you. Jess held himself still above you while he let you adjust to him and your fingernails dug into his arms slightly. ‘Or maybe it was you distracting me just then?’ you managed to breath out sarcastically, causing Jess to let out a dark chuckle before he pulled out only to push back into you, starting up a rhythm that had you being pushed up the bed with every thrust.

‘You’re always so good to me,’ Jess groaned as his arm wrapped around your waist, keeping you pinned where you were, not letting you move any further up the bed. His hips were hitting against yours harshly and you knew that you were going to have bruises in no time but you couldn’t bring yourself to worry about that at the moment; you were too busy chasing the high that you know only Jess would be able to give you.

‘Jess,’ you whined, seemingly unable to utter another word.

‘Yeah, sweet girl?’ he asked condescendingly. ‘You got anything else to say or have I fucked all of the other words out of that pretty little head of yours?’

You could only nod in reply as he lowered his hand to rub tight circles against your clit and your arms wrapped around his neck, pulling him down into a bruising kiss that had you both moaning into each others mouths. As soon as Jess heard your whimpers and whines growing louder, he pulled back to look at you, marvelling at how someone so beautiful actually liked him.

‘You’re close, aren’t you? Go on, cum for me, (Y/N),’ he encouraged as his own pace started to falter as he was falling over the edge but wanting you to cum first. You left yourself tip over the edge as your legs tightened around Jess’s waist as you felt him still against you.

The two of you slowly came down and Jess lowered his body until his weight was comfortably resting against you. His hands gently threaded through your hair and he kissed you gently, the action causing butterflies to erupt in your stomach.

‘Thank you,’ he whispered softly against your lips, your eyes fluttering open in confusion.

‘For what?’

‘For distracting me for a while.’

It was then that you felt everything come to a screeching halt. You’d forgotten that that was all this was. You and Jess weren’t together and he was hung up still on Rory Gilmore.

All you was to him was a distraction from what he really wanted.

#jess mariano #jess mariano imagine #jess mariano smut #jess mariano x reader #gilmore girls

[oh-thats-what-it-is]

Jess Mariano SMUT: The best friend and the boyfriend.

POV: Your best friend Rory always gets what she wants as the town’s golden girl. Well, you have had enough and its time you get what you want.

WARNINGS: 18+ (minors dni); cheating; rory slander; lorelai slander; p in v intercourse; dirty talk; unprotected sex; light choking - i think that is it

AUTHOR’S NOTE: wasn’t enough jess smut for me on here. Wanna fix that! first time writing anything so please be gentle. 2k+ words

You’re at Luke’s diner trying to get some work done before your exam tomorrow. The wetness inbetween your legs was proving a great distraction to the task at hand. You had to muster every ounce of concentration to listen to what Lane and Rory were saying. The three of you were finishing up your group project for school. You had all been friends for years, but recently you had found it hard to be yourself around them.

The reason for that, was standing behind the counter, serving customers with a surly look and a quippy comment if he spoke at all. Jess.

The whole town knew about him and Rory. How could they not? Stars’ Hollows’ golden girl drew attention wherever she went. Her and Dean’s romance had been the talk of the town - the stuff of young love! And she could do no wrong. Even after she dragged Dean through hell and back with her indecisiveness before ultimately bringing him to breaking point - people still loved her.

And hey - you did too. She was your best friend. But you couldn't help but roll your eyes at the way the town fawned over her. Even though it had been happening your whole lives. Rory and her busybody, try-hard mother were the apple of the town’s eyes. And you were used to it.

But you had been surprised that Jess had fallen for it. When he arrived in town, a sullen and brooding figure, you had immediately felt drawn to him. You could sense his angst. You could feel it vibrating off of him. And lets not pretend like he wasn’t a total smokeshow. He looked like a man.

If only Lorelai and Luke weren’t so close. Then you might have gotten your chance. But as fate had it, and as it always seemed to, Rory got in there first. Lorelai invited Luke and Jess over for a welcome dinner, and he instantly became smitten with Rory’s mild manner. It only took a matter of months - and a breaking of one Dean Forrestor’s heart - until they became an item.

At first it was all rosy. Rory wouldn’t shut up about it. But you could tell. Something wasn’t quite right. Two months passed and Rory would go red every time Jess was brought up, or came to sit with your group at lunch. You asked Rory - genuinely as a friend. She would just mumble and divert the subject. Lane also pressed, but there was no budging Miss Gilmore.

It was only a month ago when you cottoned on to what the problem was. You had been wearing jeans that hugged your ass, and a top that teased just enough of your cleavage to make anyone blush. You bumped into Jess in the hallway at school. As in, physically bumped into him, as he came around the corner. He grabbed onto you out of instinct to apologise.

“Oh hi Y/N. What are you….” His eyes trailed down to your chest. You didn’t notice at first. You thought he was dazed by the surprise interaction.

“Just on my way to Spanish. Señora Castilla is making us do a book report - I’m doing 100 years of Solitude.”

“Hmm” he responded. “That’s one of my favourites. Magical realism, love, scandal - “

And then you clock. His eyes are on your tits. His hand is still on you. On the small of your back.

This man is hungry. He hasn’t been laid or anything of the sort in a while. Or at least since he has been with Rory. Jess wants you. You avert your gaze.

“Jess. I have to go.”

He moved his hand lower, testing the waters. You don’t remove it. You inhaled, trying to retain your morals. You remind yourself: We’re in the middle of the hallway. At school. He is Rory’s boyfriend. Rory is my best friend.

You repeated these over and over to yourself like a mantra, willing yourself to move. After what seems like an eternity, he whispers in your ear: “My car. 10 minutes,” and sauntered away.

And that was how it began. A whole month of some of the steamiest makeout sessions, hottest sex, and best orgasms of your life. Did the secrecy turn you on? Maybe. Did you feel bad for Rory? Perhaps. But were those moments with Jess worth it? Absolutely.

You had to be careful. Not just to avoid Rory and Lane. But Luke couldn’t know either. If he did, he would have gone straight to Lorelai and it would have been a whole thing. It wasn’t worth it. So the two of you would sneak in quickies in his car, behind Miss Patty’s studio, in the AV room at school etc.

But Luke was out tonight. Doing something for Lorelai probably. Who knows. Jess had suggested the two of you take advantage of the situation. He had recently acquired his own room at Luke’s, ever since his uncle had knocked a hole in the wall for him. It wasn’t much, but you couldn’t wait to share a bed with him, and take your sweet time worshipping his body.

“Okay Y/N, we’re off. You coming?” Asked Lane.

“Nah, I have a bunch more work to do for my college application. I will see you both tomorrow?”

Rory went over to give Jess a kiss goodbye. You couldn’t help but smirk as you saw him looking at you as she kissed his cheek. The two girls waved goodbye and left the cafe.

The minute they left, Jess pounced on your table. He summoned Cesar to take over his shift and close up.

“Cmon baby” he whispered, taking care not make it look obvious to the other customers what was going on.

You and Jess went up the stairs silently but quickly. The minute you reached the top flight and opened the door into the living quarters, Jess slammed the door shut and pressed you against it.

“Do you know how bad you are? Sitting right next to my girlfriend and giving me those ‘fuck me’ eyes all night? It was all i could do not to take you on the table right there.”

His forehead was against yours, his hands cradling your face. All you could see was him. All you could feel was him.

“Such a good boy for restraining yourself,” you cooed, trying lure him into making the first move. Each time you were together, it still felt like new. A game of chicken. Who would break first? Fresh and dangerous, yet familiar and comforting all at once. “It must have been so hard for you” you said, moving your hand towards his crotch. “Show me how much you want me” you dared.

It was too much for him. He growled and leant in to kiss you with everything he had. He was messy and sloppy with need. His teeth clashed against yours. You moaned with need. Your hands wandered to your waist, dipping under your trousers, then your panties. You started playing with your clit and panting his name back into his mouth.

You were still against the door. Jess moved his hands under your shirt, finding the valley of your chest easily as you hadn’t worn a bra today.

“Fuck” he said, breaking the kiss. “You had your tits out all day baby girl? You are such a slut, wanting everyone to notice.”

Before you could begin to formulate a reply, his mouth was on your left nipple. You sighed as he sucking with such fervour. Just as you got used to the sensation enough to say something witty to him, he bit down hard. You yelped - this was a new move from him. He obviously felt emboldened by the new setting, being in his own territory and out of a car.

Jess went to your right nipple, sucking and making the most obscene slurping noise and his hand went to your other tit. It was too much. It felt too good. You started playing with your clit with even more until he finally noticed.

“That’s my job Y/N. Its not like you to be so selfish!“ he scolded. He grabbed both your wrists and pressed himself into you, letting you feel his bulge. You whimpered at the loss of your fingers inside your wet cunt and pouted at him. He brought your fingers to your mouth.

“Suck” he said, with a devious glint in his eyes. Like a fucking wet wipe, you did as he said. You were embarrassed at first, but didn’t care. You would do anything he said at this point.

When he was satisfied you had fully cleaned your fingers, he took them out your mouth and kissed you hard and hungrily on the lips.

You saw you opportunity to the turn the tables, to take power. “Jess?” You asked innocently.

“Hmm?” He responded, trailing kisses down your neck.

“The whole point of tonight is that we have a bed for once. Let’s make the most of it.” You pushed him off you and took his hand. You walked past the door to his bedroom. He stopped you and looked at you confused.

“Oh Jess. I don’t wanna be fucked in your single bed. I want to feel all of you” you whispered in his ear, guiding him to Luke’s room and king-sized bed.

His eyes widened with realisation and need. Was this a bad idea? Almost certainly. Did he care? At this point, not even wild horses could stop him from having you. He would do anything you said. And he had to admit, there was something hot about doing it somewhere he shouldn’t.

You pushed Jess onto Luke’s bed, unzipped his jeans and pulled down his boxers. His cock sprung up immediately. It was red, throbbing and angry. You couldn’t help but drool. Jess saw this and smirked. He knew what he did to you. He pulled off his shirt, knowing it would drive you crazy.

You dived onto his cock, unable to wait any longer. You took all of him in his mouth, as he held your head there. His pubic hair tickled your nose. You stayed there for as long as possible, until your eyes watered. You took your head off, wiped your mouth, and then began bobbing up and down slowly.

Jess propped himself up on his elbows, watching you like a hawk. His tongue was sticking out as he concentrated his breathing to stop himself from blowing his load. His dark curls were pressed wet against his forehead as beads of sweat started to roll down his face.

You moved to his balls, gently sucking them into your mouth while your hand moved up and down on his rock hard member. He started moaning and rocked his hips into your hands, desperate for more.

You had him right where you wanted him. You removed yourself from him completely and clambered to sit on top of him. His cock was nestled in your folds. So close to where he wanted to be. So close to where you wanted him to be. But you decided the chase was more fun. You lowered yourself down, so that your tits were pressed against his chest.

You whispered “Can Rory make you feel this way, Jess? Does she drive you wild like I do? Can she make you moan like a bitch the way I can? Has she ever made your cock this hard?” You punctuated each sentence with a nip on his ear.

“Fuck you,” he replied, grabbing your ass and turning you onto your back so that he was on top. He pushed himself into you and started fucking you with no mercy.

Your tits were bouncing with every thrust and you were whimpering with need every time he pulled out. You snaked your arms around his back, pulling him deeper into you. You didn’t want any space between you.

“You’re such a whore Y/N. Fucking your best friend’s boyfriend. I can’t believe it turns you on so much.”

You moaned at this words, unable to deny the appeal of the whole situation.

“Fuck baby, I can feel your cunt clenching around me as i say that! You are a fucking whore Y/N, squeezing me with your greedy pussy. Such a bad fucking girl.” Jess yelps, spanking your ass.

“I am a whore Jessy, your whore, only for you” you cried, embarrassed by your pathetic display. He grinned as you used the nickname you only brought out for him when you were cock drunk beyond belief. You groaned inwardly as you couldn’t believe you had given him the satisfaction of that ego boost.

You were lost completely in Jess. He moved his hand down to your core, adding a finger into your weeping pussy, and using his thumb to toy with your clit. It was bliss.

“Jessy?” You called out.

“Hmm?” He groaned in response.

“I want you to cum inside me” you begged.

His eyes widened as a wild look came over him. Without missing a beat, he swung your legs over his shoulders and bent you in two as he fucked into you harder than before. His hand moved to your throat, gently choking you. You stuck your tongue out like a dog in heat - animalistic and beyond a care as to what was normal.

The bed’s headboard was hitting the wall with every thrust from Jess’ pelvis, sure to cause a suspect dent tomorrow. But neither of you could have given a single fuck as the you both chased your highs. The sound of skin slapping, moans and gasps were obscene.

“Jess, have you seen Luke’s toolbox? We need it and he said it might be - Oh my god!”

You both froze and turned to the door. Lorelai was face to face with you and Jess butt naked on Luke’s bed. Sorry - lets rephrase that. Lorelai walked in on her daughter’s boyfriend and best friend fucking raw on Luke’s bed.

She narrowed her eyes and hissed: “Get the fuck out.”

#jess mariano #gilmore girls #milo ventimiglia #gilmore girls smut #jess mariano smut #literati #lorelai gilmore #jess x reader #jess mariano x reader #jess mariano x y/n #jess mariano imagine #jess imagine #gilmore girls imagine

[imaslutforwritingshit]

Okay so I’m team Jess but I’m forever in my heart in love with Tristan. Because what the fuck

#tristan dugray #rory gilmore #happy gilmore #gilmore girls #lorelai gilmore #emily gilmore #jess gilmore girls #jess mariano smut #smut imagine #fanficion #fanfiction

[amongemeraldclouds]

no take backs

As the earth collapsed around you, your sworn enemy decides to confess his feelings for you with a kiss. So when the world doesn’t end, what happens next?

Jess Mariano x f!Reader

Warning: 18+ only MDNI, fluff, slight angst, unprotected sex, piv, v!fingering, reader has anxiety (only plays a small part in the story), earthquake (no injuries)

Author’s note: Based on this request then I expanded on the concept. This fic is set after he left Stars Hollow.

✿ Masterlist | ✿ Jess Mariano Masterlist | 2.4k words

“Just because I’m letting you drive me home, does not mean we’re friends,” you huffed as you climbed into the passenger seat of Jess Mariano’s beat up car. Vintage, he called it. You’d never admit it, but you found it cute how he was proud of it. To him, it was his key to freedom, going anywhere he wanted whenever he wanted. Except for when nature had other plans.

“Well, a coworker could take his other coworker home, okay?” He said, closing the car door as he slid his keys into the ignition and started up the car. You relent and gave him your address.

It was just your luck that the Earth’s tectonic plates decided to shift in ways that damaged your car, but not your mortal enemy’s. Perhaps it was karma and you were being encouraged to make amends with him in the name of world peace. Try as you might however, the word “peace” and Jess Mariano just did not fit.

It certainly did not feel peaceful being trapped in a car with him. Your cheeks blushed as you remembered how soft his lips felt against yours and the eager way they moved as if it was the final thing he would ever do in his life. And for a few moments back at the publishing house, tucked safely beneath a table while the world shook violently around you, you were both convinced it was your last moments.

It was confusing. The way your heart hammered and you didn’t know if it was from fear of dy*ng or the way his kiss invaded your entire being. From the moans it elicited from your throat, to the air it stole from your lungs, and the butterflies that rushed in your stomach. It was hard to tell if it really was just an earthquake or the mind-shattering truth that your enemy might not actually hate you at all.

Then it was over too soon. The air felt cold without him close to you and he was pulling you up from under the table.

“So we’re just not going to talk about it?” You asked, piercing the awkward silence.

Jess just shrugged and spoke casually, “talk about what?”

You narrowed your eyes at him, of course he wasn’t going to make this easy for you. But he had no right confusing you with a kiss after constantly making your life a living nightmare.

“Jess, you kissed me,” you deadpan, addressing the elephant in the room. “Coworkers don’t kiss other coworkers.”

“A lapse of judgment in a life-threatening situation,” he dismissed, keeping his eyes straight on the road.

Your mouth curled, the sweet aftertaste of his kisses turning sour. You fumed in silence as you looked outside the window with unfocused eyes. You weren’t sure what you were more upset about: his denial or your disappointment - having to face the horrid fact that you also didn’t hate your enemy.

“Shit, the road’s blocked,” Jess drew you out from the thunder of your thoughts as you looked at the cars lined up ahead. It was like a scene from one of those post-apocalyptic films you’ve seen and dread sank in your chest. Perhaps you should stick to watching cheesy rom coms because this pessimism was not helpful at all.

“Can we go somewhere else?” You whispered softly, anxiety bearing down your chest.

Jess looked at you with concern. “Sure, let’s find somewhere we can park until things get better,” he replied with an equally soft tone and you hated it because he knew all about your anxiety and penchant for panic attacks. You didn’t like being weak around him, not if he could be sweet and caring only to take it all back when you’re fine.

He parked the car in between buildings, sheltered from the wails of emergency response vehicles and the rush of people trying to go home. You exhaled after going through rounds of breathing exercises to calm your anxiety.

“My my, a secluded alley. Jess Mariano, whatever do you plan to do with me?” You quipped, mildly accusing him or m*rder when the other meaning dawned on you, something that made you blush. Well, it was too late to back out now.

He smirked, “whose to say you’re not the one who wants to do things with me with that line of questioning, huh?”

“I wouldn’t do anything if I was the only one who liked it,” you hedged. Perhaps life was too short to keep denying your feelings. If there was ever a better time to learn that lesson, it was now. You just needed him to admit he felt it too.

“I don’t like the idea of being k*lled, thanks,” he scoffed as he plastered on a smug smile.

“You know that’s not what I meant,” you looked outside the window, an idea forming in your head.

“It sure is getting hot,” you comment innocently as you undid the top buttons of your blouse. Jess’ eyes followed your movement and you don’t miss the way his breath hitches.

“Better get comfortable, right?” You said, adjusting the car seat to lean back and you felt your blouse open slightly to reveal your cleavage. You were not going to make it easy for him to deny his feelings.

“Stop that,” Jess demanded while his eyes told a different tale of desire and longing.

“I don’t know what you mean,” you replied lazily. Two can play that game.

That’s right Jess, you thought, here’s a dose of your medicine. You continued, “this is much better.” You leaned your head back and stretched on the seat, aware of how your skirt inched up your legs.

You let out a satisfied moan, sighing in pleasure at thoughts of getting comfortable. If by comfort, you meant the satisfaction of derailing Jess’ denial and stubbornness. His eyes traced your legs then followed your chest when they rose and fell with your sigh. 

Jess grunted and you bit back a smile. “Okay, fine. So I kissed you,” he admitted.

You shrugged, feigning nonchalance. “You said it meant nothing, so why would it matter?”

“I never said it meant nothing, I said it was a it was a lapse of judgment.”

“There’s a difference?” You raised your eyebrow, challenging him to continue.

He sighed, pinching the bridge of his nose as he steeled himself. To Jess Mariano, telling the truth meant peeling back the layers of his sarcasm, which was as painful as stripping off his skin.

“You know when they say the world is about to end, you’d think your life flashes before your eyes. But all I could see was you. And it wasn’t just because you were in front of me. God, I closed my eyes, and all I could see was still you. Laughing at your own jokes, greeting everyone with a smile, typing away on your computer. It would be such a shame if I didn’t get to kiss you if that was the last thing I’d ever do, damn it. But then the earthquake stopped and we were fine.”

Your eyebrows creased as you let his words sink in. “Is it really so bad that we survived?”

He narrowed his eyes at you, “I don’t think I could ever survive you. You frustrate me because you’re just so…you! You’re not someone I could just kiss once and get out of my system. I’d always want more and then I’d inevitably screw it up. It was better that you hated me from the start.”

His eyes burned with untold stories of heartbreak and self destruction. Despite all the ways he infuriated you, you wanted nothing more than to hold him. You had a feeling you were just seeing who he truly was beneath his smug smiles and his devil-may-care attitude.

“Jess, I don’t hate you,” you confess. “Don’t just make it one kiss,” you continue, allowing yourself to be just as honest as him. “Have another one, and another, and heck - have all of me!”

He looked at you in disbelief, as if he wished for the stars and he was told he could have the whole damn galaxy. A spark of joy and hope ignited something wild in him that he no longer let himself think of past regrets and mistakes.

He inched towards you, looking into your eyes for permission and you bridged the distance in response, kissing him. It was fiercer than when you both thought you were on the brink of de*th, because this time, it was a celebration of life and the possibilities that lay ahead.

You felt it when he sucked on your bottom lip and you moaned in pleasure, a small sound for all the words you couldn’t say. How all those time spent hating him was just a shield from your admiration of the man who took destiny in his own hands and never let the world define him.

The man who wrote stories and downplayed them through luck and how ink fumes must have altered his publisher’s minds to pick him. He never once acknowledged his talent, but secretly you did with the way you underlined your favorite sentences and re-read his book as if his words could wrap you in a sweet embrace.

He always kept you at an arm’s length and made your life hell, but it was heaven just being beside him. And you never dared to admit it. Until now, when he’s unbuttoning your blouse as he unravels your secrets. His mouth moves to your neck, setting your body on fire.

“Wait, what if someone sees us?” You ask, a wave of sobriety washing over you.

Jess just smirked, his lips pink and swollen, hungry for more of your kisses. “That’s half the fun.”

You rolled your eyes but god - you needed him. “And the other half?” You asked, mirroring his smirk.

“This,” he just says as he resumes your kiss.

It’s agony when you pull away again just to alleviate your anxiety, “can we at least go to the back?” It’s not much, but it’s better than being right by the windshield.

“Spacious,” he nods, moving away so you could climb over to the backseat. You felt the heat of his stare behind you as you settled in. 

He promptly followed suit until your bodies are tangled again with him laying you down the seat, careful so you don’t hit your head. You bring your hand to his stupid hair and run your fingers through it. His hands return to your blouse and your back arches on instinct when he unclasps your bra and he takes a moment to look at you. “God, you’re so beautiful,” he breathes as he squeezes your breast while he licks the other, planting soft tender kisses.

In his car, the sirens and chaos faded. You were consumed by Jess’ touch, both curious and possessive at the same time. His free hand traveling down your leg as he caressed it, slowly making his way to your inner thigh. You can’t help the way you squirmed beneath him as you held your breath in anticipation. In response, you palm his erection beneath his uncomfortably tight jeans and you’re rewarded with a grunt.

He teased you through your panties and you open your legs for him as he moves the thin fabric aside to feel your soft folds. You bite your lip and try to stifle your moan, but Jess brings his mouth to your ear, “I need to hear you, you have no idea how long I’ve wanted this.” You cursed in response, your mind swimming in a haze of euphoria.

His fingers send shockwaves of pleasure as he spreads your liquid heat, exploring your folds and paying attention to which sensations left you whimpering. He exploited them skillfully, rubbing and teasing, eager to make you a moaning mess for him. You gasped when he plunged his fingers inside you and you arched your back, needing him deeper.

“Fuck, you’re so wet for me,” he admires as he pumped his fingers in and out. You moved your hips against his hand, needing more of him. He was finally here, doing things you used to just dream about, secrets stashed beneath soft covers in your moonlit bedroom.

“Jess, please. I need to feel all of you,” you begged and his eyes darkened.

“I’m all yours,” he replied as he removed his fingers and cleaned them off with his tongue. “Fuck you taste so good.” 

You helped him free his hard length and you don’t stifle the needy moan that escapes you this time when he fills you up. He takes a few slow movements before building up to a steady pace, the delicious friction making your toes curl. “You feel amazing, Jess,” you tell him.

He kissed you as he rocked his hips into you, a clash of teeth and tongue. There was nothing gentle in the way you moved against each other, it was pure want and longing crashing into each other. It was months of fantasies finally coming true and desires unleashed building in your core.

The car moved along with you, giving you extra leverage to find your rhythm. The irony was not lost on you that as the world shook around you once again, things were falling into place this time.

Filthy, desperate whimpers escaped his lips and you spread your legs wider, needing him deeper inside you. He squeezed your breast in response and teased your taut nipples, eager to worship all of you. You closed your eyes when you felt yourself teetering on the edge.

“Look at me,” Jess tells you instead and so you do. You see the lust and passion in his eyes and it’s enough to unravel you. Little earthquakes of ecstasy erupt through you as you shuddered against him. He increases his pace, eager to coax every last aftershock of your orgasm. It doesn’t take long before you feel his release warming your insides. He rests his head in the crook of your neck as he recovers his breath.

When he pulls out, you swipe his spilled seed from your leg and bring it in your mouth, enjoying the salty taste. “Fuck you’re so hot,” Jess breathes out. 

You grin. “So this happened. You gonna deny it?” You challenged him as he held you.

“Nope,” he said with a grin. “This happened. You’re mine and I’m yours. No take backs.”

“No take backs,” you echoed as you leaned in for another kiss.

It was perfect. The world could end at that moment and you would not mind at all.

Still you were glad to stay alive. Because then, you could always go another round, and another. So it goes.

✿ Masterlist | ✿ Jess Mariano Masterlist

#jess mariano smut #jess mariano x you #jess mariano x reader #jess mariano fluff #jess mariano imagine #jess mariano #gilmore girls #amongemeraldcloudswrites

[scarlet4rose]

Dating Jess Mariano headcanons

-Jess can’t believe his luck, he thinks he’s living in some sort of dream. You’ve always been his dream girl and now you’re actually his

-He likes to show you off, at school, in Stars Hollow, at work and whatnot, he makes sure to pull you beside him and likes to put his arm around your waist.

-When you refuse and pull away, he’s gonna accept that and act as if it wasn’t bothering him although it sure as hell is. He likes to play it cool and he gets on with his day but he’s thinking about you rejecting his touch until midnight.

-He won’t show you but he DOES get insecure at times. Sometimes he can’t bear being around you cause he thinks he knows you’re way too good for him and it hurts him to realize it more and more day after day. He’s scared you will realize it too and leave him

-On good days though (when he misses you too much) he will invite you over or he simply shows up right outside your window to ask you to come with him/ to sneak out with him

-Likes to kiss you as if it would be the last time, most of the time behind some shabby cabin where no one can see you two

- when you two are walking around town, he likes to kiss your neck and teases you about giggling or laughing about it

- he works extra shifts to be able to afford taking you to a fancy restaurant. When you two finally wind up there, Jess usually complains about all the “snotty, snobby and super spoiled ol' rich people” in that place which makes you wonder why he even wanted to go there with you. He says he did it because that’s what a good boyfriend does and he’s a damn good boyfriend after all. He’s rather sarcastic while saying it and you two share a laugh.

- he’s convinced to stay with you until forever, provided that you don’t leave him of course. He even thought about marrying you one day although that thought kinda freaked him out a bit. No one in his family ever managed to stay happily married for more than a year and he doesn’t know if he will be able to work it out. He’s not the luckiest guy after all

- Still, once he got with you, he knew luck had been on his side for the very first time in his life.

-You’re an angel to him. Sometimes he says stuff like “hold on, my angel is coming over in a minute” or “wait, my angel is on the phone right now” when he’s around Luke and isn’t thinking too much about what he’s saying so it kind of slips out of his mouth. Luke restrains himself from mocking him because of it cause he genuinely likes to see Jess happy

- Jess buys you flowers whenever he’s got the money to do so but downplays it every time when he gives them to you. He acts as if it was “no big deal” but secretly he loooves when you get all excited about flowers and thank him over and over again.

- On Friday nights he loves to cuddle up with you on the couch but he doesn’t admit it. He says he usually isn’t into all that mushy stuff but he’s gonna act as if he was into it because of you. You know he’s lying.  

-he actually loves you, damn it ;-)

#jess mariano fic #jess mariano headcanons #jess mariano #gilmore girls x reader #gilmore girls fanfiction #jess mariano x y/n #jess mariano x you #gilmore girls fic #jess mariano imagine #jess mariano x reader #jess mariano fanfiction #jess mariano fluff #jess mariano smut #jess x reader

[the-amazing-simp]

Midnight Rain | J.M.

📝 Title: Midnight Rain

📚 Requested: Yes/No

✍ Summary: The story of how you fell in love with Jess Mariano and how second chances exist

🎶: Midnight Rain by Taylor Swift

💌: my first Jess Mariano fic, hope you guys like it!

You never knew what love truly felt like until Jess Mariano walked into your life. 

It was just another typical day, walking into Luke’s diner for your morning dose of caffeine with Rory while her mother went to get a newspaper. 

Then there he was, wearing a metallica t-shirt with red long sleeves, bickering with Luke about his choice of outfit for the day.

“Hello?” Rory waved a hand in front of your face with a teasing smile, “Do you want to sit down or are you just going to stand there?” 

Clearing your throat, you gave the mystery boy one more glance before you nodded, “Yeah, of course we’re sitting down.”

While Rory placed the order, you pulled out your current read and started where you had left off. 

“Emily Dickinson?” A deep voice said as coffee was poured into your cup, “A remarkable poet and woman, or so I’ve heard.” 

Looking up, you see the mysterious boy now standing in front of you, “She is. You’ve read her work?” 

The boy shrugged, “A little here and there.” 

You nodded to the book in your hands, “You can borrow this one if you want, I’m just rereading it anyway.” 

“Really?” He asked, a mischievous smile growing on his lips, “You wouldn’t mind?” 

“Would I be offering if I did?” You countered.

“Touche.” He chuckled as you handed him the book, “Thanks.”

“You’re Luke’s nephew right?” 

“I’d rather be known as Jess. And from what I can deduct, you’re Rory’s friend?” 

“I’d rather be known as Y/N.”

–

“Done.” Jess walked in pace with you as you were on your way to the bookstore. 

“Done with what?” You asked, making him hand you the Emily Dickinson collection of poems you loaned him three days ago.

“The book.” He answered as you took it from him.

“What’s the verdict then?” 

“It was okay, also I did write some thoughts in the margins.” 

Flipping open the book, you were met with his neat handwriting filling up all the empty spaces, “Wow. I thought you said you haven’t read it much?” 

Jess gave a smile, “What is much anyway?” 

“Point taken.” You smiled as he pushed open the door for you.

–

“You seem to be alone today.” Jess noted as he sat in the chair in front of you, “Not here with the rest of your coffee trio?” 

You laughed, closing your book to give him your full attention, “Sadly no. Rory is off tolerating Paris since the latter is freaking out over something and Lorelai is attending to something at the inn.” 

“Pity.” Jess’ signature mischievous smirk in place, “But on the bright side, I guess I’ll have you all to myself.” 

“Oh really?” You giggled. 

Before Jess could give his witty remark, Luke could be heard from behind the counter, “Jess, I do not pay you to flirt with the customers!” 

“First of all, you don’t pay me at all.” Jess stood up, coffee pot in hand, “Second, I only flirt with this particular customer.” 

And before he left your table, he leaned forward and pecked you on the cheek.

You couldn’t control the smile that adorned your lips as the heat crawled its way up to your cheeks.

Oh, but Jess Mariano was far from done, “I’ll pick you up at 8 tomorrow night for our first date?” He calls out as he makes his way to the counter. 

Looking over your shoulder, it kept all of your willpower just to stop yourself from laughing at Luke’s rather shocked expression, “Sounds like a perfect plan.” 

–

“Fine, laugh all you want but no one else can change my mind on the fact that Romeo and Juliet is a complete scam.” Jess said, stabbing his chocolate ice cream with the small spoon the dessert came with.

You were quiet for a moment as you took a bite off your mint chocolate ice cream, making it seem like you were thinking about what he said, “I know right! Rory refuses to hear a word I say on the matter but how stupid can Romeo be to see that Juliet was breathing?”

“It was a sleeping potion, it would be impossible for her to not breathe.” Jess interjected. 

“Yeah, and people have the audacity to call it the greatest love story of all time when the title clearly belongs to ‘The Notebook’.” You said, taking another spoonful of your ice cream.

 “Mhm.” He nodded in agreement, “Alie and Noah beat out Romeo and Juliet anyday.” 

“You know, you’re adorable whenever you talk about books.” Your boyfriend added. 

You swear that your face is 13 shades of red right now, and not because of the summer heat, “So do you.” 

“I’m serious.” 

“I am too.” 

He rolls his eyes with a chuckle, tucking a stray strand of hair behind your ear, “Everything you do is adorable. From the way you would practically scrutinize every single bad decision in a tv show to the way you like to smell newly-bought books before putting it away.”

“Oh, so now we’re pointing out my awful quirks?” You teased.

“Lorelai’s sarcasm is now starting to rub off of you.” Jess mused, “Can I kiss you?” 

“You better. ‘Cause I’ll be so mad if you don’t.” 

–

It was surprising how you didn’t break the door as you ran into the diner.

“Luke, where’s Jess?” You said, hoping that the envelope in your hand wouldn’t be too crumpled with how tight you were holding on to it. 

“In the apar-” He didn’t need to finish his statement as you bounded up the stairs faster than anyone has ever done.

“Looks like somebody’s excited.” Lorelai noted with a smile to which Luke just shrugged.

Immediately jumping into his arms once the door opened, it was a surprise how Jess was still able to keep his balance.

“Woah, someone might’ve got a sugar rush today.” Your boyfriend teased as you started to calm down a little.

“My book is getting published!” Finally brandishing the news you wanted to relay, you held out the envelope to him.

“See? I told you, they’d love you!” Jess grinned, taking the letter out and reading it over.

“I mean it’s nothing permanent yet.” You said, smile still intact, “The book still has to go through a round of edits and all, there’s no contract yet but they’re interested!” 

In his delight, Jess picked you up and spun you around before pecking a kiss to your lips, “C’mon let’s go out.” 

“What for?” You asked, still dizzy yet you weren’t sure if it was from being spun around or being kissed.

“Duh, to celebrate? What else would we go out for?” He then grabbed his coat before pulling you out of the apartment.

–

“Jess, you know it’s not that easy.” You sighed, tired of having to explain this over and over again.

“You’re the one who’s making it complicated.” He argued.

“Jess, the publication firm specifically told me that if I moved out of Stars Hollow then the deal is over. My book won’t get published.” You said, exasperated, “Hence, I cannot move to Philadelphia with you.” 

Jess was getting tired of this discussion too, “Then pull it out! I’m going to be writing my book too, then we can look for a publishing firm together.” 

“And put my dream on hold?” You gave a humorless chuckle, “Let me think about it, oh wait, the answer is practically obvious - I won’t.”

“So you’re going to choose your dreams over me?” 

“Yes Jess, why on earth would you expect me not to?” 

“I don’t know because you love me!”

You scoffed, shaking your head in disbelief, “Just because I love you doesn’t mean I’ll compromise my dreams, my future for you.” 

“I would’ve done that for you.” Jess countered. 

“Then I’m sorry if I can’t say the same.” You could feel your throat tightening with every passing moment, you knew how this would end - and you hated it.

“If that’s the case, then I’m going to Philadelphia with or without you.” He said, packing up the last of his clothes and stuff.

“And I’m not stopping you.” The tears were now freely dripping down your face, like raindrops on a windowsill.

“Fine.” Jess said, not being able to look at you since he hated seeing you cry then without so much as another word he left your apartment, slamming the door on his way out.

–

It’s been years since that fateful day. It took you a while to get over it but as Lorelai said, “Trains barely even wait for you at the station, so why would life?” 

Part of you didn’t regret staying in Stars Hollow, you already had 3 published books to date and was now working on your 4th one. But a part of you would always ask the “what-if?” 

The other night, you saw Jess on the news - proudly promoting the book he had just published. You had forgiven him, after all the time had passed, but you can’t help and wonder about the life you gave away.

“Oh hey, can you go get some coffee to-go? Mom needs me to save her from another one of Ms. Patty’s set-ups.” Rory said, looking up from her pager.

You nodded, “Yeah sure.”

Personally, you could never tire of the ambience that meets you when you walk into Luke’s diner, it’s hardly changed over the years.

“Hello Y/N, let me guess, a cup of coffee?” Luke greeted you with a smile, thankfully still fond of you despite what had happened with his nephew. 

“Three to go actually.” You said, returning the smile. 

“I see some things never really change.” A familiar voice, one you had thought that you would never hear again, reached your ears. 

There he was, standing by the door in all of his glory, as if he never left. 

“Jess.” You said in awe, not noticing that Luke had started tending to other customers - giving you and your old flame some privacy.

“Y/N.” He may have been older, but the same boyish, mischievous smile was there.

Even if you had imagined this day before, every word you had rehearsed was reduced to rubble. You tried to think of something to say, but everything you could ever possibly know in the English language is now gone.

“I see you’re now one of Stars Hollow’s pride and joy.” Jess teased, slowly walking towards you.

“Pride and joy may be a little of an overstatement.” You said, “I see life’s been treating you well too. Loved how you foreshadowed the plot twist.” 

Jess sat down on the bar stool nearest to you, “All of your books were simply impeccable.”

Then with a smile, he pulled a book out of his bag, “Though, I must say, your second one is my favorite.” 

Your heart sank as you braced yourself for the teasing/mocking you get in a few short minutes.

Jess had started to read the synopsis, “He was a montage. A love potion that works in slow motion. He could hardly be described as sunshine but he wanted it comfortable and stayed the same. She was midnight rain, she wanted that pain, would rather chase that fame and all of her changed. Their love was like a postcard of paradise, picture perfect - a guaranteed happy ending. But is anything in life ever guaranteed?”

You sighed, “Jess-” 

“It’s about us isn’t it?” He said, not a trace of any childish humor in his tone.

“If you mean that our relationship served as an inspiration, then yes.” You said. 

“Hm.” Jess contemplated, tracing the small picture of you on the jacket cover, “But they had a happy ending.” 

You shrugged, “A part of me dreamed of getting that ending.” 

“And who says that it's too late for us to have that ending?” He asked, pushing himself off the stool and now standing right in front of you.

You tried not to get your hopes up, “Do you think we could make it work? Pick up where we left it off?”

He reached forward to push the hair out of your eyes, “I mean it won’t always be sunshine and rainbows. We’ll have fights and all but I think that I want to be able to have those fights with you and resolve them with you. Remember when we had that discussion about Romeo and Juliet?”

Furrowing your brows, you didn’t have a clue where this was going, “Yeah?” 

“Alie and Noah may be able to beat out Romeo and Juliet anyday, but I never thought that their story was the greatest one.” Jess said.

“Then who’s?” Your heart was beating faster with every passing second as you had a hint on what the answer was.

“Ours.” 

“But, what about your life in Philadelphia? What about your publishing firm?”

“I can work remotely, then I’ll just go down to Philadelphia if I have to fix something and all. I lost you once, I can’t bear to lose you again.” 

Persistent. One of the many things that made you fall in love with Luke’s nephew in the first place.

Without missing a beat, you grabbed him by the collar of his leather jacket and pressed your lips to his.

“I’m guessing that’s a yes then?” 

“Obviously.” 

Want to be a part of my taglist? Fill out the form!

#jess mariano x y/n #jess mariano imagine #jess mariano fluff #jess mariano #jess mariano x you #jess mariano fanfiction #jess mariano icons #jess mariano x reader #jess mariano moodboard #jess mariano smut #jess mariano fanfic #jess mariano oneshots #gilmore girls #gilmore girls imagine

[sourcherryandsprinkles]

I haven't done a special theme prompt list in a moment, so I decided to make a one to get in the summer mood. I’m not a summer girl...at all, but if you say Aquamarine, Outer Banks, The summer I turned pretty, Dirty Dancing or The OC, I can get in the right mood. 

The rules are the same as for all my other prompt lists and can be found here along with my characters list

** To make the requests less confusing, please say the complete dialogue/theme and not just the number when you send a request

NEW CHARACTERS: Conrad Fisher and Jeremiah Fisher have been added to my character list!!

DIALOGUES

‘’Come on in, the water’s fine!’’

‘’A pool party? I’m in!’’

‘’I love you to the moon and Saturn.’’

‘’How do you expect me to survive the summer with you in that sundress?’’

‘’I’m pretty sure we almost broke up last night.’’

‘’I can’t stand this heatwave anymore.’’ 

‘’We should go swimming.’’ 

‘’I don’t wanna keep secrets just to keep you.’’

‘’We were crazy to think that this could work.’’

‘’No one has to know what we do.’’

‘’Your laugh is the best sound I ever heard.’’

‘’Can you help me tie my bikini?’’ ‘’I can help you take it off too.’’ 

‘’Can you put some sunscreen on my back for me, please?’’

‘’That was my slurpee.’’

‘’I know it’s hot, but please put some clothes on.’’

‘’Do not throw me in the pool!’’ 

THEMES

Skinny dipping

Camping

Vacation house

Pool party

Road trip

Wedding guests

Summer job

Boat day

Summer rain/thunderstorm

Beach date

#jj maybank #rafe cameron #jess mariano #chad meeks martin #mindy meeks martin #peter parker #jj maybank imagine #jj maybank x reader #outer banks #rafe cameron imagine #rafe cameron x reader #peter parker x reader #chad meeks martin smut #ethan landry #ethan landry imagine #ethan landry x reader #chad meeks martin imagine #chad meeks martin x reader #mindy meeks martin x reader #mindy meeks martin smut #mindy meeks martin imagine #jess mariano x reader #jess mariano imagine #the summer i turned pretty #jeremiah fisher imagine #jeremiah fisher #jeremiah fisher x reader #conrad fisher imagine #conrad fisher x reader #conrad fisher

[leossmoonn]

Enough

masterlist 

pairing - jess mariano x fem!reader

type - angst, fluff

note / request - request by anon “Hi! Can you write a Jess fic where his girlfriend meets his ex (Rory obv not Shane) and kinda gets jealous and insecure because Rory seems perfect and everything. And feels like Jess may not be over her so she wants to break up with him. You decide how it ends. Sorry if it's too detailed and it's okay if you don't write. I love your work btw you're really talented.” thank you so much for this request! i hope you liked the ending,,,, enjoy! 

summary - can you believe jess when he tells you he’s over rory? 

warnings / includes - mild and suggestive language, fighting, crying, heavy make out scenes + alluding to sex, this is like 7 years into the future (yall are like 23 lol)

————

*gif isn’t mine*

she was perfect. even more perfect than jess had made her out to be. with her baby blue eyes, soft brown hair, and cute, little smile, no wonder why jess had fallen in love with her within the second he met her. hell, if you liked girls, you were sure you would do the same. but instead of falling in love with her, you were worried about jess falling in love with her again. 

“ror, this is y/n. y/n this is rory.” 

ror — that nickname that you could tell held so much meaning to him. 

“hi! oh, my gosh, it’s so nice to meet you,” she smiled. 

of course she was nice. only bad boy delinquent jess would fall in for nice girls. 

“you, too,” you gave her a tight smile. 

“he finally found someone to settle down with, hm?” she teased. “y/n’s great,” jess smiled, wrapping his arm around your waist. 

you glanced at him, chuckling at his words. you turned back to rory, nervously playing with your necklace jess had given you. 

“so, how has writing been going?” rory asked. “great. how about journalism?” he asked. 

“it’s been great. my boyfriend, logan, actually got me an internship at his dad’s office. he’s somewhere, i don’t know where,” rory chuckled, looking around the apartment.

“wow. it’s nice to have connections,” jess said. “you know, i could get you an internship, too,” rory offered. 

oh, great. and now she was trying to dazzle him by offering him a well-paying job. 

“oh, no, no. i’m happy where i am now. y/n’s job helps pay rent,” he looked at you proudly. 

“what do you do, y/n?” rory asked. “oh, um, i’m a lawyer,” you answered. 

“i bet that’s fun,” rory joked. “it can be,” you nodded. “it’s lots of reading, though.” 

“oh, i love reading,” rory smiled. “so jess has told me,” you laughed sourly. 

“tell them about your recent case, baby,” jess nudged you. 

“oh. well, i saved a kid from being sentence to twenty years in jail,” you said. 

“wow. that’s amazing!” rory exclaimed. “thank you,” you chuckled. 

“there’s more to the story. y/n just doesn't like to talk about work after hours,” jess said. 

“oh, i don’t blame you,” rory said. “how long have you been working at your boyfriend’s father’s office?” you asked. 

“a couple years now. i’m looking to move to a bigger place,” she said. 

“well, i hope you can make that happen,” you said. “if you’ll excuse me, i have to use the ladies room.” 

“no problem. it’s down the hall, to the left,” she directed. 

“thanks,” you nodded, slipping away from jess’s warmth and walking quickly to the bathroom. 

you put your glass of champagne on a random tray a waiter was carrying, storming into the bathroom and locking the door. you washed your face, looking at your reflection as you dried your skin. you wanted to punch the mirror, break all the stupid statues and pictures on the walls and shelves. and most of all, you just wanted to leave, but you couldn’t. you just got there.

you didn’t want to ruin jess’s night either just because you were feeling insecure. it was obvious that he didn’t care for rory. his eyes had been mostly on you the whole night, his arm around you, his lips pressing little pecks to your cheek every time you left a conversation to join another. but something in your brain told you that he was trying to make rory jealous and that this was all for show.

he never was this touchy with you in public, anyways. well, he was, he just never was this sincere in public. it made you worry. was this his game plan all along? dazzle rory with his independence as a writer, show you off as a trophy, and then leave you to “go to the bathroom”, only to go to rory’s room with her? it was unfair to think this way. you knew jess was a little bit of a playboy, but throughout your two years, he had been nothing been faithful to you. this was all in your head, right?

“y/n, baby? are you in here still?” jess’s voice sounded on the other side of the door.

“y-yeah. sorry, i drank a little too much,” you chuckled.

you threw the paper towel away, adjusting your dress and jewelry before you opened the door. jess stood there, looking worried sick.

“are you okay? you’ve been off ever since we got there,” he said.

you chuckled at his bluntness. “yeah, i’m okay. you know me, i don’t like these types of parties. everyone is rich and snotty and just not my crowd.”

he laughed, nodding in agreement. “i understand. i hate these types of people, too.”

you rolled your eyes. “please, you fit right in.”

“oh,” he gasped, putting his hand on his heart. “how dare you group me in with these low-lives.”

you smiled, “sorry. it had to be said.”

he smiled back, reaching his hand out and clasping yours. “do you want to leave?”

you shrugged, “we’ve only been here for an hour.”

“but it feels like three, right?”

“you know me so well,” you smiled.

“well, that’s why we’re soulmates, right?” he hummed.

your heart warmed at his words. he only ever said this to you at home while you two were in bed, usually when you two were naked and cuddling. to hear him say something like that when you two were surrounded by people with all the lights on was so special. all your doubts seemed to disappear in an instant.

“right,” you nodded. “let’s go then, shall we?” he suggested.

you nodded, letting him lead the way. you two stopped a few times to say goodbye to people, finally reaching rory and her boyfriend, who were the hosts of the party. it would be rude to leave without bidding goodbye to them.

“hey, i’m logan.” the blond shook both of your hands, flashing you a charming smile.

“nice to meet you,” you smiled back politely.

jess’s hand tightened around your waist as he gave logan a tight smile.

“so, this is the infamous jess mariano,” logan stated.

“guilty as charged,” jess laughed.

“well, you have an amazing taste in women,” logan looked to rory and then you.

rory blushed in response, nudging logan and telling him to play nice. you gave him a flattered smile, definitely not expecting him to be such a flirt, but it wasn’t surprising. rory most definitely had a type.

“what can i say. she’s beautiful,” jess gushed.

you turned to him, a little shocked he was staring at you. you didn’t know why you were so shocked, of course, he would be staring at you. it just made you even more relieved.

“oh, you guys are so cute!” rory squealed.

you turned back to her, giving her the first genuine smile you had given anyone the whole night.

“thank you. so are you two. what a good looking couple y’all are,” you returned the compliment.

“it’s all her,” logan hugged rory, looking down at her.

your smile grew wider. logan was truly in love with rory. it was heartwarming to see that, especially after a long and boring night.

“well, we’re gonna get going. thanks for inviting us, ror,” jess said.

“oh, no problem! you know, we should all have lunch together,” rory suggested.

“um, sure,” jess nodded, looking to you. your words got caught in your throat for a second. you gulped, looking back to logan and rory’s expectant faces.

“yeah, sure. that’d be great.”

“i’ll call you when we set something up,” rory said.

“looking forward to it. see you soon,” jess put his hand up and waved.

“see you guys,” you said, turning as quick as you could to walk out.

“are we really gonna have lunch with them?” you asked as you got into the car.

“why not?” jess shrugged. “you really want to have lunch with your ex?” you asked.

“i mean, it might be awkward, but we dated like, six-seven years ago. i’ve moved on, she’s moved on. no need to be worried.”

and there he went, talking straight to your insecurities. he looked at you and you could tell he had noticed your distrust from the moment you had left the house earlier that night.

he put his hand on your thigh as he started the car, not taking it off the whole car ride. as soon as you got into your apartment, jess pushed you against the wall and kissed you.

you gasped in surprise, wrapping your arms around his neck and pulling him closer. his hands wrapped around your waist, clutching your sides and dipping you down slightly, deepening the kiss.

you went to stand up straight, grabbing his tie without breaking the kiss and leasing him to the bedroom.

you two took off your clothes, only breaking the kiss when jess had to pull his shirt over his head. you sat down on the bed, putting your hands on his face, cradling his head. your fingers ran across his jawline, giving him butterflies with the tenderness of your touch. meanwhile, you kissed him roughly.

you scooted up on the bed, taking jess with you. he crawled on top of you, settling in between your legs. his hands ran across the seams of your underwear, enjoying the feel of the lace on his fingers and your soft skin.

your hands went down to his boxers, beginning to pull them down, but he stopped you. he set his forehead on yours, looking you straight in the eyes. you gave him a quizzical look, waiting in anticipation for his words.

“i know you were a little intimidated by rory, i just want you to know —”

“i wasn’t intimidated. sure, i was insecure, but —”

he cut you off with a quick kiss. he then looked back into your eyes. you smiled in embarrassment, deciding to stay quiet this time.

“i just wanted to tell you that you have nothing to worry about. i love you, i am in love with you. you are unmatched, and i never am going to leave or whatever for rory, not for anyone. you’re mine, baby.”

tears welled up in your eyes. you blinked them away, jess wiping them away as soon as they slid down the sides of your face. he pressed a gentle kiss to your nose.

“you’re all i could ever ask for, y/n,” he whispered.

“you’re so sweet,” you laughed quietly.

“only for you,” he hummed.

you sniffled, a bright smile lighting up the pitch-black room.

“kiss me,” you demanded in a whisper.

he did as you told, sweeping your lips into the best kiss of your life.

————

“you think this looks okay?” you asked.

“you look gorgeous,” he said.

“ugh, you’ve said that about every dress!” you groaned. you slipped the dress off, shoving it roughly down your legs. you stepped out of it, folding it up and placing it back onto your bed in the pile of rejected dresses.

“i think you should wear that,” jess pointed to your lingerie.

you looked down at the black strapless bra you had on. you looked back up at him, giving him a sexy smirk. you sauntered over to him, swaying your hips and working the matching black panties. you put your knee in-between his legs and placed your hands on his shoulders.

“you think? i don’t know, i feel like i’d be cold,” you cocked your head to the side.

“i could keep you warm,” he said. he put his hands on your waist, his thumb running along the top of your underwear. “man, you look so good. too good, really.”

“i can’t help it,” you shrugged with a smile.

“good,” he smiled back. he pressed his lips to yours, kissing you slowly.

you moaned softly in his mouth. your hands ran through his hair, messing all the hard work he did up for the lunch you two were supposed to be leaving for.

“you think they would mind if we’re late?” jess mumbled as he kissed you.

“i think so,” you nodded. you pulled away, sucking on his bottom lip and pulling it out ever-so-slightly before releasing it.

he opened his eyes, seeing that they were in a daze and clouded with lust. you smiled cheekily, stepping away and walking back to the closet.

“don’t go,” jess whined.

“sorry, lover boy. i gotta get dressed,” you said.

he got up from his spot on the bed, walking over to you and wrapping his arms around you from behind. he set his chin on your shoulder, pecking your cheek.

“i could be your clothes,” he whispered.

you giggles, holding his arms close to you. “maybe after lunch.”

“is that a promise?”

“we’ll see,” you smiled. you craned your head back to kiss his lips. you pulled away, focusing on picking out an outfit.

you spotted a dark sea-green dress. its material was satin-like. it was light and breathable, but you knew it also would hug your body in all the right places.

“i think i’ll try this on,” you said, picking it out.

you handed the hanger to jess, unzipping the back and stepping into his. jess helped you zip it up and you tied the little strings into a bow that sat in the middle of the dress, right on top of your breasts. you made sure it was tight as the strings weaved up from the waist. you didn’t want your boobs to fall out.

the sleeves puffed up and went off the shoulder in an elegant, medieval-type way. the dress went just past your knees, flowing gracefully as you twirled around.

you faced jess, wanting to know his opinion on the dress. you didn’t even have to ask what he thought. it was written all over his face.

“w-wow. you look… wow,” he gasped.

you giggled bashfully, looking at him through your lashes shyly.

“”wow”, huh?” you teased.

he nodded vigorously. “wow.”

“well, thank you. it’s nothing special, though. it’s just a solid color with some ruffles on the sleeves,” you turned back to the mirror.

“no, babe. it’s wow. man, please wear this dress more. you look amazing. when did you buy this? i’ve never seen you in this,” he said.

“i bought it a couple months ago, i think. i bought it for a work party, but it got cancelled so i’ve never gotten to wear it,” you explained.

“well, i’m glad you agreed to this lunch.”

“like rory gave me any choice,” you snorted.

“you’ll have fun. you always do when there’s food involved. are you ready to go?” he asked.

“yeah, let me just get some shoes on,” you nodded.

you went back to your closet, slipping on black heels, and grabbed a black purse, swinging it over your shoulder. you met jess at the front door, using the elevator to get down to your car.

jess drove you two to the restaurant. it had only been a week since the dinner party. rory had called jess to invite you two out to lunch to a fancy-sounding place in new york. jess parked in a parking garage once you got there. you two walked down a couple of blocks to the restaurant, telling the hostess who you were with.

“they’re seated right over here,” she said.

you and jess followed the hostess to a table right next to the window.

“hey!” logan exclaimed, jumping out of his seat.

“hi,” you smiled.

logan gave you a quick hug and kiss on the cheek, shaking jess’s hand briefly before letting rory greet you two. rory gave you a side hug, pecking your other cheek lightly. you watched as she hugged jess, pulling him close and kissing his cheek, her lips lingering.

jess pulled away in a timely fashion, immediately sitting down next to you.

“i love your dress, y/n,” rory gushed.

“oh, thank you. i love yours, too.” you looked her up and down. she looked beautiful.

she was wearing a dark purple dress that came just above her knees. the sleeves sat right on her shoulders, the neckline was square and dipping down to show her flawless skin. it brought out her blue eyes, making them even brighter than you remember.

“you clean up nicely,” logan smiled at jess. “thanks. i don’t have many, uh, fancy clothes,” jess admitted.

you looked over your boyfriend, biting your lip unconsciously as you admired him. he was wearing a black shirt with a navy blue blazer and jeans. he wasn’t in a casual suit like logan was, but he didn’t need to be. jess was handsome all on his own. 

“nah, you don’t need them,” logan assured him. 

jess gave him a smile in reply, averting his gaze to the menu. 

“so, any new and interesting cases since we last spoke?” rory asked you. 

“nope. just a few simple murder trials,” you said. 

“you seem so casual about that,” logan chuckled. you shrugged, “i’ve been doing this for a year. you get used to it.”

“oh, i could never get used to that. i could cry on the stand all the time,” rory said. 

“yeah, you have to have thick skin,” you nodded. 

“do you have anything in the drafts, jess?” logan asked. “a few things,” jess said. 

“mind telling us one of your ideas?” jess sat up in his seat, trying to shake the uncomfortableness he felt while being put on the spot. “i don’t know… maybe another —” 

“no, i bet they’re amazing! i remember one of the short stories you wrote when we were together. man, i still want a copy for that if you have it,” rory raved. 

you raised your brows, looking at jess. “you’ve never showed me any of your works.” 

“oh, well, they’re a lot worse now that i’m older, weirdly enough,” jess chuckled. 

“tell us about the one you showed me, then,” rory urged. 

“yeah, jess, tell us about the one you showed her,” you taunted. 

jess looked at you, giving you a small glare. you raised your brows at him, challenging him. your patience was already growing thin.

“alright. well, it’s a love story,” jess started out. “oh, i love those!” logan smiled. 

“yeah,” jess chuckled. “it’s about this guy who is an asshole. i mean, he is the worst. but one day he meets a girl who changes him forever.”

you had to hold in a scoff. of course, this story was about rory. it was all over his face, and hers. jess stared at rory while telling the summary, earning smiles and laughs from her every time he made a joke. you looked at logan, trying to see what his reaction was, but it seemed like he wasn’t bothered at all. he had more confidence in his relationship than you did. 

you looked back at jess, your heart tearing to shreds at the way he was looking at her. he was looking at her the same way he looked at you, even more in love, if anything. his pupils were wide and filled with nostalgia. the smile on her face was one you wanted to slap off. she looked so happy, so smug to hear him inadvertently talking about their relationship. you didn’t know if you could sit here for another hour and a half. 

“anyways, it’s a silly story. it was never really going anywhere,” jess shrugged. 

“i think it’s good. it’s cute. it reminds me of first love-type relationships,” logan commented. 

first love: what rory was to jess. 

“i’m going to go and use the bathroom.” you stood up suddenly, not wasting any time. 

you went into a stall, shutting the door and collapsing to the ground. you started to break down. 

a few moments past and you heard heels clicking on the floor. 

“y/n? are you okay?” rory’s voice echoed. 

oh, great. just what you needed.

“yeah. sorry, my stomach just really hurts,” you said, trying to clam yourself down. 

“can i come in?” she asked. 

you sighed and stood up. “i guess.” you opened the door for her, reveling her shocked and remorseful face. 

without saying anything, she pulled you into a hug. your eyes widened and you hesitated in hugging her back. she didn’t seem to notice or mind, though. she pulled away after a few moments, leading you to the sink. she grabbed a few paper towels, wetting them and cleaning up your running mascara. 

you swiped the towels away from her, giving her a glare and turning around. “i can clean myself up, thanks.”

rory sighed, “i know you don’t like me that much, but i just wanted to come in and explain myself.” 

“what do you have to say? this is between jess and i,” you spat. 

“i know, but i want to make you sure that i don’t mean any harm. i just get really nostalgic when i’m with old friends. i like to reminisce and whatever you saw back there was not what you think it was. i don’t love jess, i love logan,” she explained. 

you let out a sour laugh, turning around slowly. “this is not about you.”

“it kind of is, i —” 

“no, no, you see, i know you don’t love jess. i know you’ve moved on and that you’re with logan now. it’s just that… jess is still i-in love with you,” you said, voice cracking. 

rory gasped, “what? no.”

“yes,” you nodded. “that look her gave you when he was talking about that story. you probably didn’t notice, but man, he is whipped.” 

“y/n, he doesn’t love me. he is over me,” rory tried to convince you.

“bullshit,” you muttered. “and not that i blame him, though. i mean, look at you. you’re perfect. any guy would be lucky to have you.”

rory chuckled, “i am far from perfect, y/n.” 

“stop being so modest,” you rolled your eyes. “no, i’m serious,” she looked you in the eyes. 

“i home wrecked my ex-boyfriend’s marriage, i screwed up the plans my mom and i have made for me since i was like, 5 because i wanted my own identity. i went behind my mom’s back and threw our relationship in the trash. i cheated on my first boyfriend with, um, jess, actually. i-i left my childhood best friend and never made the effort to stay in touch,” she explained. 

“thank you for giving me a list of why you’re an asshole. it really helps,” you said. 

“no, but don’t you see! i’m not perfect, no one is! but you, you are. you are perfect for jess, you are so good for him. you’re the one who changed him,” she said. 

“no,” you shook your head. “yes,” she nodded. “sure, i showed him what a real relationship entailed, but i have never seen him so committed and so happy. i mean, we all know his home-life was never good and that he is insecure, but he lights up when he’s with you.”

you sighed, sniffling as tears ran down your face. “you think so?”

“i know,” she nodded.  “thanks,” you gave her a small smile. “of course. i would never try and get in-between something as special as what you and jess have,” she smiled. 

“have you guys ordered yet?” you asked. “yeah, jess ordered for you,” she nodded. 

“okay. give me a few moments and i’ll come out,” you said. 

“take your time,” she smiled. she squeezed your hand as she left. 

you looked into the mirror, cleaning up your makeup and calming down. you walked out, wearing new confidence.

“hey, babe,” you smiled at jess.

“hey. you okay?” he asked.

“yeah, period cramps, you know,” you chuckled.

logan laughed, “glad i don’t have to deal with those.”

“oh, they’re the worse. you know, the first time i got my period my stomach hurt so bad, i had to call my mom and pick me up from school,” rory giggled.

jess’s broke into a half-smile. he looked at you with distress. you weren’t due for your period in two weeks. did the story upset you that much? he wondered.

he slipped his hand into yours, squeezing your hand lovingly. you looked at him, smiling a little and letting him know you were okay with your eyes.

you turned back to rory and logan, conversing with them like you actually wanted to be there.

it wasn’t until you were saying goodbye when you got shot down again. jess hugged rory, giving her a longing look. your heart sunk in your stomach. rory was wrong. he wasn’t over her.

“come by the apartment sometime!” logan suggested.

“we definitely will,” you nodded.

you began to walk away, not bothering to wait for jess. he eventually caught up with you, slipping his arm around your waist and pulling you close as you walked to the car.

“did you have fun?” he asked.

“yeah,” you nodded, not looking at him.

“what’s wrong?” he asked.

“nothing,” you said, swiping the keys from jess and unlocking the car.

“wait,” he stopped you from getting into the car. “you only drive if you’re mad or we’re running late. i think this time you’re mad.”

“i’m not mad,” you said. “then what’s wrong?” he asked. “i know you’re not fine.”

“i’m not mad,” you repeated, then looking him in the eyes. “i’m hurt.”

his jaw dropped, brows furrowing into a confused, helpless look. “why, baby?”

“because you still love her.”

he sighed in irritation. “this again? i’ve told you —”

“the way you look at her!” you exclaimed.

“you cannot say i love her because of the way i look at her,” he argued.

“there’s something about the way you look at her. you-you miss her. you want her,” you stated.

“that is bullshit and you know this. why are you doing this? you want to rile me up or something? because if that’s what it is, then it’s working.”

“no!” you groaned, exasperated. “i am being serious. you are not over her. you want her back because you let a good thing go, and she was that good thing.”

“that doesn’t matter! i don’t care about her! why can’t you believe what i say? do you see how i look at you? god, i am so in love with you. just believe me,” he begged.

“i can’t,” you shook your head.

“stop being so difficult! please, i beg you, open your damn ears and listen to me!”

you pushed him away, tears rolling down your cheeks like a waterfall.

“ask logan and rory to take you home. maybe you can have your chance with her.” you swung the car door open, slipping in and slamming it shut.

“wait, shit. y/n! open the door, please!” jess banged on the window.

you ignored him, backing out and driving away. jess looked at the car with tears in his eyes.

“dammit,” he muttered.

————

“it’s not your fault, man. if she doesn’t believe you, then that’s her problem,” johnny, jess’s friend, said.

“it’s not her fault,” jess shook his head.

“you literally are telling her the truth and she’s acting like a b —”

“watch it,” jess glared.

johnny sighed, “look, if anything, she’s letting a good thing get away.”

jess shook his head, running his hands over his face in agony. “i just don’t know what to do to let her believe me.”

“just make love to her,” drew shrugged.

“this isn’t about sex, drew. it has to be special,” jess said.

“what is more special than sex?” drew asked.

“everything,” jess muttered.

“has she called you back yet?” johnny asked.

“no, but she texted me last night saying she wants to break up.”

“did you answer?”

“no,” jess sighed. “i-i don’t know what to say. i don’t want to break up. she’s the love of my life for christ’s sake! i can’t lose her because i yelled at her instead of working it out like adults.��

“jess, this is not your fault, i’m tellin’ you. she was acting all crazy, like girls do,” johnny said.

jess shook his head once more, trying to think of a way to make it up to you. it’s not like it was your fault per se, but he didn’t want to lose you because of your insecurities.

then, an idea lit up the lightbulb above his head. 

he got up from the couch, grabbing his coat and keys.

“where are you going?” johnny asked.

“win her heart back,” jess answered before fleeing johnny’s apartment.

“he’s insane,” drew muttered. “if i had the girl of my dreams, i’d do anything for her, too,” johnny sighed.

jess went to the supermarket and bought a bouquet of lilies, your favorite flower. he then went home and grabbed the mixtape he had made you. he had never shown you it as he was waiting to give it to you for your birthday, but he figured there was no better time than now to give it to you.

he drove back to your guys’ apartment. you had been staying there since the lease was in your name. he had moved out for a week and stayed at his friend’s, but tonight he was hoping he could move back in.

he unlocked the door, stumbling in and falling over his own two feet.

“hello, who is — oh, it’s you,” you frowned, standing in the doorway of your bedroom. “did you get my text? i assume you’re here to get the rest of your stuff.”

he shook his head, running over to your cassette and putting in your mixtape.

“hey! what are you doing?” you exclaimed, stomping over to him.

“just one second,” he said.

“you can’t just waltz in here acting like you own the place. you don’t…” your voice faltered as you heard the instrumental opening to louis armstrong’s what a wonderful world.

“wha-what is this?” you asked.

jess turned to you slowly, giving you a warm smile. he held out the bouquet of lilies to you. you took them in shock, putting them up to your nose and smelling them. you smiled at their sweet scent, making jess’s heart soar. it had been so long — too long — since he had seen your smile.

you looked to jess, putting the lilies down on the coffee table.

“what are you doing here?” you asked.

he didn’t say anything. he took your hand and intertwined his fingers with yours. he slipped his arm around the small of your back and started to sway along to the music.

“i don’t want to dance, jess.” you tried to pull away, but he just pulled you closer.

“please, let me make it up to you,” he begged.

you looked into his eyes. man, did you miss getting lose in those umber eyes. you missed all of him, honestly, so you nodded and relaxed with the music.

the next song started to play, making your heart grow ten times. it was elton john’s your song. it was the song that you and jess had your first dance to.

“i remember this moment,” you whispered, more to yourself than him.

“yeah, me too,” he nodded. “it was our second date and i had the radio on. i had just cooked the worse dinner for you, but you ate it anyways, complimenting my work as you attempted to eat burnt potatoes.”

you giggled, the taste of those burnt potatoes taking over your mouth. “yeah, they were awful.”

“and i remember feeling so awkward and so stupid. why did i agree to cook you dinner? i guess i wanted to impress you. boy, did that plan fail,” he chuckled.

“but then you made up for it by taking my hand and getting me out of my seat. ‘your song’ came on and we danced the whole four minutes and one second,” you said.

he nodded, looking deep into your eyes, making butterflies fly through your chest.

“you looked so beautiful that night,” he said in a whisper.

“i was wearing those ugly brown pants and a blue sweater. it clashed so bad,” you cringed.

“it doesn’t matter what you wear. you always look amazing. just like tonight. i love these pajamas.” he took his eyes off of yours for one second to look at the polar bear pants and tank top you had on.

“thanks. i was just getting ready for bed,” you chuckled.

“glad i came just in time, then.”

“yeah, you have great timing,” you remarked.

“you say that like it’s a bad thing.”

you shrugged, “sometimes it is.”

jess chuckled, not saying another word. unchained melody by the righteous brothers started to play right after elton’s song. you swayed to the music with jess, turning in slow circles to the beat. without really thinking about it, you put your head on jess’s shoulder, breathing in his scent and relaxing into his arms.

your hand came up to his back and you held him close. you closed your eyes, enjoying what you thought would be the last moments of your relationship with him.

“i love this song,” you hummed.

“i know,” jess said. his words vibrated through his chest, sending shivers down your spine as you felt them.

you put your head up as the saxophone sounded. you mouth fell open and you started to laugh.

“what?” jess asked. “y-you have carless whisper on this CD?” you giggled.

“well, it’s a mixtape. what’s wrong with it?” he asked.

you erupted into a fit of giggles. “i thought you hated me after that one time at the ice skating rink. remember? this song was playing with all those kids started making fun of you for falling so much.”

he shrugged with a small smile. “well, i know you like this song.”

you nodded, “that’s true. it’s weird that all these songs are from our memories.”

jess smirked knowingly. “yeah. so weird.”

you looked at him, giving him a confused look. “what? why’d you say it like that?”

he played it off. “say what like what?”

“you were like “so weird”. what am i missing here?”

“nothin’. are you tired?” he asked.

“yeah, i’m exhausted,” you sighed, laying your head back onto his chest. “i stayed up all night working. jill is so incompetent.”

“i’m sorry, baby,” jess said. he placed a sweet, long kiss onto your head.

you closed your eyes, enjoying the feeling.

“yeah, it’s fine. she’s getting fired soon.”

“are you going to celebrate when she does?”

“oh, hell yeah,” you nodded.

jess chortled, “mind if i join?”

you sighed, “i don’t know.”

jess stayed quiet, biting his lip so he wouldn’t speak. he had a whole speech he had been calculating in his head the moment he started to dance with you. he wasn’t about to fuck this up.

you didn’t even realize that the song had changed until jess started humming the tune. this time i can’t help falling in love by the famous elvis presley started playing.

“this is my favorite song,” you sighed happily.

“mine, too,” jess agreed. “it’s our song,” you smiled, a little melancholy.

“it can stay our song, you know,” he stated.

you hummed, debating whether or not to say yes. you were unsure of what was happening with your relationship now. you had acted like a paranoid bitch to him the other day and you had been embarrassed about it ever since. that paranoia didn’t leave, though, it just got worse.

there was just something about jess looking at rory at lunch that you couldn’t shake. and maybe your eyes played tricks on you, but you swore you could see it. you swore you could see the look of love on his face, and him denying it made you feel crazy and stupid. you wished you could just forget about it all now, but it was etched deep inside your mind. jess would have to dazzle you to make you believe him.

“i know that you think i’m not over rory,” he started.

it was like he had read your mind.

“i am, y/n. i am over her. i understand how you might feel a little insecure. i mean, when logan was complimenting you and whatnot at the dinner party, i wanted to rip his eyes out. but i know you and trust you. i love you too much to let a man simply flirting with you break what we have.”

“i love you a lot, too,” you mumbled. “i don’t want us to break up over this stupid thing, either. it’s just, i’ve heard a lot about rory from you and your uncle. you both made her out to seem perfect, and she is. i’m scared that one day you’ll think that i’m not enough and go after her and think she is.”

he listened to every word you said, hanging on to them and processing them. this was the first time you had opened up to him on the subject. you were almost as bad as him at talking about your feelings he was thankful you decided to speak your truth tonight.

“luke adores rory. everyone in that god forsaken town does. she’s their pride and joy, so don’t listen to him, but listen to me, okay?”

you lifted your head, facing him. you nodded, waiting nervously for him to speak.

“i did love rory. the story i told today was about her and me. she was my first love, admittedly. i know you hate to hear that, but it’s true. i don’t want to just sugarcoat stuff and act like what you were saying earlier was wrong, because it wasn’t. i did love rory. i was very much in love with rory. it took me a little while to get over her. i even tried to get her back a couple of years after we broke up. but i saw that she was happy with logan, and you know what? that was all i needed to get over her,” he explained.

he was right. you didn’t like hearing about this, but you had a feeling you would like the end of his speech. so you didn’t interrupt him or anything. you listened intently.

“then, three years later i met you. and man, were you something else,” jess chuckled. “you were always two steps ahead in making moves. you were so assertive and confident, i’ll be honest, i was so intimidated. i told johnny and drew how amazing you were every night, how lucky i was that you even looked in my direction. and when you kissed me the night after the first date, i was in. i think you knew that, too.”

you smiled sheepishly, nodding in admittance. “i did.”

he smiled back, holding your hand a little tighter with these next words.

“i am so in love with you, y/n. that look you saw me give rory, that was merely just my body reacting to the fact that i do love rory, i always will, but i’m not in love with her. but let me tell you,” he licked his lips, looking you straight in the eyes. “you are enough. you are so much more than enough. you are crazy smart, witty as hell, so supportive, sexy, confident, equally as horrible at cooking as i am. and you are just a sight for sore eyes. that’s the cherry on top.”

you smiled, your heart bursting at his words.

“please believe me, baby. as whitney houston said, “i will always love you.” he sang the words horribly, but tried his best nonetheless.

you couldn’t help but laugh. you nodded furiously. “i believe you.”

“thank you. i promise i will spend every minute of every day proving you are enough.”

“you don’t have to do that,” you smiled. “you’d like it though, wouldn’t you?” he smirked.

“i would,” you admitted.

“i love you so much, y/n. i will never get tired of saying that,” he said.

“i love you, too, lover boy,” you said, leaning in and pressing your lips go his.

you two swayed to the beat of the whitney houston song, kissing each other tenderly, as though it was your first kiss.

jess’s voice started to talk on the mixtape, surprising the both of you.

“happy birthday, my love. i hope you like this mixtape i made for you of all our songs. you deserve it.”

————

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@arkofblake @myalupinblack @lukes-orange-beanie @gallysonegoodlung @iaminlovetomhollandmarvel @itsshayfr @mystic-writings

#jess mariano #jess mariano fluff #jess mariano x reader #jess mariano x reader angst #jess mariano angst #jess mariano smut #jess mariano x reader smut #gilmore girls #milo ventimiglia #jess mariano imagine fluff #jess mariano imagine smut #jess mariano imagine

[champagneandnostalgia]

a concept—being pinned against the wall by jess mariano.

#jess mariano #gilmore girls #jess mariano imagine #jess mariano smut #gilmore girls imagine

[slumped-in-the-arms-of-fiction]

My first fic in over 10 years, and in a fandom I’ve never written for before, so be kind. But do go read and comment, coz I’ll love you forever (only if you’re nice, obvs).

Chapters: 3/3 Fandom: Gilmore Girls Relationships: Rory Gilmore/Jess Mariano, Rory Gilmore & Jess Mariano Summary:

2012 – And there she was, the star to his wand’ring bark, forever guiding his thoughts to her, to home. Time had moved on since he saw her (far too much time), but she was as he remembered (constantly imagines): beautiful, elegant, arms full of books, of course. His stomach flipped.

2016 – She had no job, no partner, no home. Adrift in every aspect of her life. She felt battered by self-doubt and dissatisfaction; one too many hits were pulling her beneath the waves and threatening to drown her. But then there he was. Her ever-fixed mark, unshakeable when faced with her tempests.

The bits post-series/pre-AYITL and during AYITL that we didn’t get to see. AYITL-compliant, but complete wish-fulfilment on my part about who the baby daddy is!

I feel this is more story with added sex rather than straight forward smut, but what sex there is IS explicit, hence the rating. But there’s lots of heart, stolen glances, things unsaid, things said, fluff, love and pining thrown in there.

#my writing #jess mariano #rory gilmore #literati

[thegettingbyp2]

38 -Jess Mariano

We're Not Friends

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You were straddling Jess’ lap on the sofa in his and Luke’s apartment above the diner, your fingers tangled in his hair as your hips swivelled on his cock. The apartment was filled with the sound of yours and Jess’ combined whimpers and groans. You’d had the apartment to yourselves for the past day and a bit due to Luke being over at Lorelai’s and it was safe to say that you were both making good use of the empty space.

‘Jess,’ you whined, on the verge of tears. You were so overstimulated from the amount of times the two of you had fucked in the last 24 hours. Jess’ hands were firmly gripping your hips, bouncing you up at down on his cock as his lips pressed kisses and bites along your neck and chest.

‘Almost there, baby, you’re doing so good,’ Jess murmured into your skin, digging his teeth into your collar to make you cry out and clench around him. ‘I’m almost there,’ he repeated, planting his feet on the ground and using the leverage to thrust up into you. Your body collapsed on his chest as he used your body like a toy. Thrusting once more up into you, Jess let out a deep groan as you felt his cum coat your walls.

Resting against his chest, you nuzzled your head into the crook of his neck, your eyes fluttering closed tiredly as his arms wrapped around you. You stayed like that for a few minutes before you reluctantly pulled away and got off of his lap, wincing slightly when he slid out of you.

‘Where are you going?’ Jess asked, still sounding tired but looking more alert when he saw you putting your clothes back on.

‘Home,’ you replied as if it was the most obvious thing in the world.

‘Why?’

‘Because we don’t do the whole hanging around, staying over thing.’

‘We did last night.’

You felt your body freeze at his words. You and Jess were strictly friends with benefits, you’d both agreed on that before starting anything up, not wanting to get on the wrong page of anything. Up until last night, you’d kept your rule of not staying round the others after hooking up but Jess having the place to himself, neither of you questioned it when you’d decided to stay over.

‘Jess,’ you said, sighing quietly before turning around to face him. ‘We’re friends and we made a - ’

‘Bullshit.’

‘Excuse me?’

‘We’re not friends, (Y/N), we passed “just friends” about 20 fucks ago, and you know it, so don’t give me that.’

‘We always said that we wouldn’t let feelings get in the way of this.’

‘Well, too late.’

‘And you’re so sure that we both have the same feelings for each other?’ you asked with a raised eyebrow.

‘If I’m wrong, walk out of that door right now,’ Jess said, stepping towards you, his voice low. His hands moved to settle lightly on your hips and you couldn’t help but shiver when you felt his fingers gently press into the new hand-shaped bruises that were forming on your hips. ‘Walk out and I’ll never bring it up again. But I’m 99.9% sure you’re not going anywhere.’

You couldn’t think of anything else to say, your hands came up to rest on his bare chest and you had to fight the urge to laugh when you felt goose bumps erupt over his skin at your touch.

‘I,’ you began, not knowing what to say at all.

Jess’s eyes softened as he looked at you and he took a step closer to you. ‘You feel it too right?’ You nodded, tears springing to your eyes and a lump forming in your throat, making it impossible for you to speak. ‘That’s all I needed,’ he said before leaning in to press his lips back to yours.

That’s when it hit you. Standing in the middle of the apartment, half dressed.

You were in love with Jess Mariano.

#jess mariano #jess mariano imagine #jess mariano smut #jess mariano x reader

[thegettingbyp2]

17. “I really don’t care, you look hot and I’m trying to not fuck you senseless right now” + 34. “Why don’t we film it?” with Jess Mariano would be so HOTTT 😍

For When You Miss Me

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‘Do you really have to go?’ Jess mumbled against your neck as his lips and teeth left marks on your skin. You had a week before you left for college and your boyfriend was taking any and every opportunity to get you alone.

‘Do I have to go to college? Yes,’ you replied as Jess moved his lips back to yours, smiling into the kiss. His hand came down to shift your leg over his hip as he ground his hips against you. You couldn’t help but let your eyes wander over to the door, noticing that it was open slightly. ‘Jess,’ you said, bringing your hands to his cheeks and breaking the kiss, ‘the doors open.’

‘I really don’t care, you look hot and I’m trying to not fuck you senseless right now,’ he replied, a smirk playing on his face as he leaned down to kiss you again, groaning when you turned your head to the side at the last minute, making his lips collide with your cheek.

‘If you go close and lock that door, I have an idea,’ you teased, moving him back until he had his back on the mattress and you were straddling his hips.

‘I’m listening,’ he replied, his hands running up and down your thighs. You leaned down until your chests were pressed together and your lips brushed against his ear as you spoke.

‘If you go and lock the door, why don’t we film it?’ you said, tugging on his earlobe with your teeth gently.

‘Film me closing the door?’ he asked, clearly teasing.

‘No, you know what I’m talking about.’

‘And why would we film it, baby?’ he pulled his head back and raised a knowing eyebrow at you as he failed to keep the smirk off of his lips.

‘So you have something to watch when you miss me,’ you replied, grinding your hips slowly against his.

‘Fuck,’ Jess groaned under his breath before rolling you off of him and quickly getting up, racing across the apartment to lock the door.

Rolling back on top of you, Jess buried his head in your neck as he reached into his pocket to grab his phone. When he had to pull his head out of your neck to switch his camera on, your lips trailed to his neck, leaving soft, teasing kisses to his skin. ‘Hurry up,’ you whispered as you let your teeth graze his skin gently.

‘I’m trying,’ he muttered, grinding his hips against yours as he leaned over to balance the phone on the nightstand, making sure that you were both in shot. Once he was happy with the angle, he pressed play and all his attention returned back to you. ‘Where were we?’ he asked, smirking as he pressed his lips to yours.

‘You were hurrying up,’ you teased, your hands going straight for his buckle, undoing it and quickly pushing his jeans down his legs, cupping him through his boxers. Jess moaned into your mouth and shoved your t-shirt up, his lips travelling from your lips, down your neck until his lips wrapped around your nipple, his tongue flicking before he began to suck.

Your back arched, pressing him harder against your chest as your fingers tangled in his hair. ‘Jess,’ you whined, tugging his head back up so you could kiss him again, his tongue sliding against yours as he kissed you lazily, pulling your shorts down your legs at the same time.

‘You gonna miss me when you’re away at college?’ he asked, leaving a trail of kisses from your lips down to your stomach, hooking his teeth in the waistband of your panties and dragging them down your legs.

‘Mm-hmm,’ you moaned as he settled in between your thighs, spreading your legs and licking a stripe up your pussy.

‘That wasn’t an answer,’ he said, looking up at you and giving your clit a light kiss that that your hips bucking up. ‘I’ll ask again, are you going to miss me when you’re away at college?’

‘Yes!’ you exclaimed, earning yourself a satisfied hum from Jess before he dove back into your pussy, his tongue feeling like it was everywhere all at once. His tongue flicked your clit as he pushed a finger into you, his free arm coming out to rest across your hips, keeping them pinned to the bed and giving himself full control over you.

He was quick to add a second finger and he increased the speed he was pumping in and out of your pussy at, your breaths coming out in short pants and whimpers. As his hand travelled up your body, tweaking your nipple, you brought your hand down to intertwine your fingers with his, using his grip on your hand to ground you as you let your orgasm wash over you.

It was only when you started whimpering and pawing at his shoulder that Jess moved up from your pussy, trailing up your body until he was kissing your lips again. You could taste yourself on his tongue and there was something about that that was driving you insane. You didn’t notice his arm reaching out to stop the video until he murmured against your lips. ‘I can’t wait to watch that later.’

‘Wait, that’s it?’ you asked, breaking the kiss and sitting up slightly, a frown forming on your face. ‘You don’t want film anything else?’

‘I’m already going to be jealous as it is watching this when you’re off at college and I’m lying in this bed, fucking my fist to that video,’ he said, trying to lean up to kiss you again. You couldn’t stop the laugh from escaping your lips at his words and you leaned in to quickly peck his lips.

‘Well, I guess that just gives you a reason to visit me, doesn’t it?’

#jess mariano #jess mariano imagine #jess mariano x reader #jess mariano smut #gilmore girls

[thegettingbyp2]

Hate fucking with Jess Mariano 🫣 they both work at Luke’s diner and he makes fun of her dating/sexual inexperience and she makes fun of him for flirting with Rory despite the fact that she’s with Dean

I Won't Be Gentle

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You loved working at Luke’s. You loved the customers and the friendly atmosphere that the diner gave off. You even loved Luke’s grumpy attitude most of the time. What you didn’t love was working with Luke’s nephew Jess. He always seemed to have an attitude, an attitude he seemed to take out on you. He was constantly teasing you about the fact that you’d never dated anyone and taking it so far to make jokes about how you were most probably a virgin. You never let on that he was right but his words still stung.

For months, you’d kept quiet, trying to ignore him as best as you can but there was something about the way he’d flirt with Rory and as soon as Dean would walk in, Jess would make his way over to you and begin his teasing, almost taking something out on you. That’s when you decided to give him a taste of his own medicine.

‘How does it feel flirting with someone who you know has a boyfriend?’ you asked casually, keeping your eyes on the coffee machine and not looking up. Out of the corner of your eye, you saw Jess’ head snap up and turn to you.

‘Excuse me?’ he asked, raising an eyebrow at you, clearly not expecting you to have said anything.

‘I mean,’ you began, shrugging and turning around to face him, leaning on the counter, ‘it must suck. Having a crush on Rory, thinking you’re getting somewhere with her and then Dean just walks in and reminds you that you don’t have a chance.’

Jess laughed bitterly and leaned on the opposite side of the counter, so close you could feel his breath fanning across your face. ‘And what about you, huh? You finally ready to let me have a go on that yet?’ he asked, smirking, knowing that comments like that would usually get a rise out of you. However, today, you decided to let it all rise above you, enjoying giving back as much as you got.

‘I don’t think you’d be able to handle me, Jess Mariano,’ you replied, winking at him and turning back around.

‘Come on, I think I know how to handle a virgin, you’re the one no one’s wanted to fuck yet.’

There was something about his words that snapped something inside you and all of a sudden your rising above it attitude disappeared and you felt yourself reaching across the counter to fist your hands in his t-shirt, using the leverage to pull yourself closer to him. ‘I’ve had enough of you. All of these comments and - ’

‘Hey!’ Luke interrupted, yanking Jess away, making you let go of his t-shirt. ‘I’ve had enough of you two constantly arguing. Go upstairs and sort this out and I don’t want to see either of you back down here until you can be civil to each other, do you understand?’

‘Uncle Luke, - ’

‘Do you understand?’

You both mumbled in agreement and turned to head up the stairs. The moment you were both in the apartment, Jess slammed the door shut behind him before walking over to you. ‘Now we’re alone,’ he began before you spun around to face him, tears shining in your eyes and your arms wrapped protectively around your body. ‘What’s wrong?’

‘You have no right to talk to me like that,’ you spat out, jabbing your finger into his chest so hard he was forced to take a step back. ‘I get you hate me, I’m not your biggest fan either but nothing gives you the right to talk to me like that.’

Jess didn’t respond for a few months, stunned into silence. You’d never spoken to him like that and he thought that it was refreshing; you were finally sticking up for yourself and he found it kind of hot. ‘I’m sorry,’ he spoke quietly.

‘You what?’ you asked, disbelieving.

‘I’m sorry, okay,’ Jess groaned, as if it physically pained him to apologise to you. ‘I just lash out and you make it so easy that I just - ’

Jess was cut off by the sound of your groan and in a couple of strides you’d cleared the space between the two of you and pressed your lips against his. Jess’ arms instantly and automatically wrapped around your waist, pulling you in closer as his tongue swiped across your bottom lip, making you whimper against his mouth.

‘What are you doing?’ he mumbled against your lips, unwilling to part them for even a second.

‘Making it less easy for you in the future,’ you replied in the same way. ‘It’ll be less easy for you to make fun of me for being a virgin if I’m not actually a virgin.’

Jess pulled back, looking at you with an unreadable expression. ‘You’re a virgin?’

‘You knew I was,’ you replied, irritated.

‘No, I didn’t,’ he protested, ‘I was always joking! I thought you’d at least have slept with someone, I - ’

‘Jess,’ you interrupted, gripping his t-shirt again and pulling him closer, ‘it doesn’t matter, just fuck me, please.’

‘Are you sure?’ Jess asked, all of a sudden nervous, his arms looping around your waist again. ‘You want me?’

‘I want you because you won’t treat me like I’ll break. I want you to fuck me like you hate me,’ you replied, leaning in to start kissing and nipping at his jaw, causing Jess to groan lowly in your ear. Gripping your hips, he pushed you away just far enough that your lips left his skin.

‘Are you sure this is what you want?’ he asked one last time, making you look him in the eyes. ‘Because I won’t be gentle with you. I won’t treat you like a virgin. I’ll treat you as if you’re just another one of the girls I bring up here, is that what you want?’

‘Please,’ you whispered and that was all Jess needed to hear.

His lips crashed back onto yours and he swiftly lifted you into his arms, your legs wrapping around his waist as your hands moved to cup his face, deepening the kiss as he made his way over to his bed, throwing you down and crawling on top of you. His lips fastened to your neck, his fingers hastily unbuttoning your jeans and pulling them down your legs before he slipped his hand inside your panties, a low growl coming from his throat when he felt how wet you already were.

‘This all for me?’ he whispered into your ear, his teeth gently biting down on your earlobe and tugging slightly, causing a breathy whimper to escape your lips as you nodded frantically. Jess smirked as he moved back to look at you, ‘look at you, I haven’t even done anything yet,’ he said, slipping a finger inside you and watching as your back arched off of the bed.

‘Jess,’ you whined, your hips bucking up, trying to pull his finger into you deeper. Jess grinned and slipped a second finger into you, making you cry out.

‘Gotta make sure you’re ready for me, don’t wanna hurt you, do I?’

You pulled yourself up on your elbows to look at him, your arm reaching out to grip his chin in your hand and forcing him to look at you as he crooked his fingers inside you, making you bite your lip to stop yourself from moaning. ‘Didn’t I say I wanted you to fuck me like you hate me? I’m knew you were going to hurt me going into this, it’s why I came to you. I don’t want anyone to treat me like a virgin!’

Jess’ eyes darkened and he slowly pulled his fingers out of you, a whine escaping your lips at the loss of contact. ‘You really want this?’ Instead of replying, your hands moved down to his belt, undoing it and pushing his jeans down, your eyes widening as his cock came into view. Smirking at your expression, Jess wrapped his hand around his cock and pumped his hand a couple of times. ‘You still don’t want me to prep you?’

‘No,’ you replied, looking back at him, nothing but confidence in your eyes. Taking your answer, Jess roughly pushed you back down onto your back and lined his tip at your entrance. His hand came out to wrap around your throat, pinning your head in the same position, making sure your eyes stayed on his as he pushed into you. He loved the long whine that escaped your lips and the way your face screwed up slightly. Once his hips were flush with yours, he gave you a couple of seconds to adjust to him before pulling out and thrusting back into you harshly.

He started up a relentless pace that had the breath being pushed from your body with every thrust and his lips moved down your neck and collar, making sure to leave hickeys in his wake. Your legs were wrapped around his waist and you felt tears pool in your eyes both from the initial pain and the pleasure that had quickly followed.

‘Jess, please,’ you whimpered, cupping his face in your hand and pressing your lips to his. At the feeling of his lips against yours, Jess’ pace faltered and slowed slightly. You were shocked when you felt his hands come out to take your hands off of his face, keeping your lips connected as he slid his hands into both of yours, effectively pinning your hands to the mattress. ‘I can’t,’ you began as you felt a knot tighten in your stomach and Jess, keeping the slower pace, began to press into you harder, trying to get you to your orgasm before he reached his.

‘Go on,’ he whispered gently against your lips. ‘Cum for me.’

That was all you needed to hear before you felt that knot snap as your orgasm washed over you. Jess thrust into you three more times before pulling out and painting your stomach with his cum, falling onto the bed next to you and pressing a gentle kiss to your shoulder. ‘Are you okay?’ he asked quietly, his knuckles running softly along your arm.

‘Fine,’ you replied, making to sit up and reach for your jeans. Jess’ arm snagged around your waist pulling you back into him. ‘What are you doing?’

‘I know you said that you wanted me to fuck you like I hated you, but I’m not some dick who’s just going to let you go back downstairs after taking your virginity like that. I’m going to make sure you’re okay, and you’re going to let me.’

You looked at Jess to see his expression was dead serious and all of a sudden all your words were stuck in your throat so you just nodded, settling back down onto the bed and resting your head on Jess’ chest, letting his arms wrap around you as you listened to his heartbeat slowing down as sleep took over you both.

#jess mariano #jess mariano imagine #jess mariano smut #jess mariano x reader #gilmore girls

[thegettingbyp2]

31. From the smut prompt list with Jess Mariano 🫶

Cooling Down

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You knew exactly what you were doing when you walked into Lukes Diner with an ice lolly in your hand. Between his shifts at the diner and working at Walmart, you’d hardly seen your boyfriend, Jess, let alone be around him for long enough to actually have any fun. So you decided to take advantage of the hot day and pay him a visit while he was working, taking a seat at the counter.

‘Hey,’ Jess greeted when he made his way back to the counter, stopping to press a quick kiss to your lips before walking behind the counter. ‘What are you doing here?’

‘I feel like I’ve not seen you in ages so I thought I’d come down and read in here, you know, take advantage of the air-con,’ you said, smiling at him as he leaned on the counter opposite you.

‘As soon as I’m done with this shift, we’ll go do something, yeah?’

‘Can’t wait,’ you replied, shooing him off. ‘Now, get to work so you can finish.’

Jess reached across the counter to kiss you one more time before getting on with his work. You opened the ice lolly and placed your book on the counter, absentmindedly sucking on the lolly as your read your book. Every now and then you felt Jess’ gaze on you and you couldn’t help but smirk, sucking a little harder on the icy treat.

‘You need to stop that,’ Jess murmured in your ear, brushing his hand along your back as he walked to the counter.

‘Stop what?’ you asked, your eyes widening innocently.

‘You know exactly what you’re doing! And now I can’t stop picturing you sucking my dick like that ice lolly,’ he hissed and you couldn’t help the laugh that escaped your lips.

‘Well, that sounds like that’s on you, I’m just trying to cool down while I read my book,’ you said, shrugging your shoulders and smiling coyly at him.

Jess pinned to with a look before moving again to carry on with his shift and you decided to tease him a little more. Wrapping your lips around the ice lolly, you hollowed your cheeks as you pulled it back out of your mouth, pulling it away from your lips with a pop sound. Instantly, Jess’ hand clamped around your waist as he began heading to the stairs to the apartment, dragging you behind him.

‘You’ve not finished your shift,’ you protested half-heartedly, trying to hide your grin and Jess locked the apartment door behind you both, pressing you against it.

‘I don’t care,’ he replied, burying his head in your neck and biting at your skin, surely leaving multiple hickeys that you were going to have to try to hide for the new week or so. ‘You can’t sit there sucking on that fucking ice lolly like it’s my fucking dick and not expect me to react.’

‘So it worked then.’ Jess pulled his head back at your words, an incredulous laugh escaping his lips.

‘You’re a little brat, you know that right?’ When you didn’t reply, Jess’ fingers wound in your hair and he pulled you further into the apartment. ‘Well, if you want to be a brat, you should probably get into your proper place. On. Your. Knees.’ He said, his voice dangerously calm and you found yourself dropping to your knees instantly.

Your hands went straight to his jeans, unzipping them and pulling them down your legs, an involuntary whimper escaping you when you realised that he wasn’t wearing any underwear. Trailing your hand up his leg, you gently wrapped your fingers around his cock, pumping slowly, making Jess, yank your head back by your hair.

‘Don’t tease. We don’t have long before Luke realises I’m not down there and I need you to suck my cock like you were that ice lolly,’ he said, slipping his thumb between your lips. You nodded and released his thumb before pumping his cock once more before wrapping your lips around him.

You twirled your tongue around the tip of his cock before pushing him past your lips until your lips were wrapped around his base. Hollowing your cheeks, much like you did with the ice lolly, the feeling of your lips on his cock had Jess throwing his head back, his grip loosening in your hair. ‘Fuck, you’re good at that,’ he murmured.

You hummed around his cock in reply and begun to suck harder, quickening your movements as you felt him twitch in your mouth and you knew that he was close. Jess’ fingers tightened in your hair again and he pushed into your mouth until your face was flush with his hips as you felt him cum down your throat. ‘Good girl,’ he groaned before letting you off of his cock.

Standing back up, you wiped the corner of your mouth and pressed a kiss to his lips. ‘You should probably get back to work,’ you whispered against his lips before turning around and putting your hand on the door handle.

‘Where the fuck do you think you’re going,’ Jess said, pressing his hand against the door, keeping it shut.

‘Back downstairs,’ you said as if it was the most obvious thing in the world.

‘You’re not going anywhere,’ he said, wrapping his arm around your waist and pulling you into his chest, his lips trailing from your shoulder up to your jaw. ‘I’m going to tell Luke that I’m not feeling well and then I’m repaying the favour.’

#jess mariano #jess mariano imagine #jess mariano x reader #jess mariano smut #gilmore girls

[thegettingbyp2]

smut with older, experienced, philadelphia jess maybe?

Old Flames

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Seeing Jess again after 10 years felt like a shock to your system. You’d dated when you were younger but had broken up because you both seemed to be heading in different directions and neither of you wanted to hold the other back. So, when you opened your door to see an older, more muscular looking Jess, you were shocked, you had pretty much convinced yourself that you were never going to see him again and you’d made peace with that.

‘What are you doing here?’ you asked, surprise colouring your voice, not remembering to say anything else.

‘I was here visiting Uncle Luke and he said that you still lived here so I thought I’d pop over and say hi. I brought a bottle of wine, but I can always go if you want,’ he said, nervous as he held the bottle of wine up.

‘No,’ you said quickly before noticing the slightly hurt look from Jess. ‘I mean, no I don’t want you to go. Come in,’ you explained, opening the door wider and stepping to the side so Jess could walk in. It felt weird having Jess in your home, you hadn’t dated for years and you could clearly see how much the years had changed you both since you’d last seen each other but seeing Jess standing in your house felt right somehow.

You wandered through to the kitchen to grab a couple of wine glasses and before you knew it, the two of you were sitting on the sofa, the bottle of wine empty as you both thought back over your memories.

‘Do you remember that date I took you on to the bookshop?’ he asked, grinning at you.

‘How could I forget! You told me that I could pick as many books as I wanted and you went as pale as a ghost when I turned up with a whole stack!’ you exclaimed, laughing as you thought back to the joke you’d played on him.

‘That was horrible! I felt so bad having to tell you that I couldn’t afford them all!’ Jess replied, laughing along with you.

It wasn’t too long after that the both of you found yourselves inching closer to each other, his hand landing on your thigh as his breath fanned your hair gently. ‘So, how long are you here for?’ you asked, trying to think of anything to say to avoid thinking about how good Jess’ hand felt on you.

‘Well, that all depends,’ he murmured lowly as he looked at you.

‘On what?’

‘On how everything goes here in town.’

‘Doesn’t your girlfriend want to know when you’ll be home?’

‘What makes you think I have a girlfriend?’

His reply pulled you up short, you were sure that someone like Jess out there in somewhere like Philadelphia was bound to have a girlfriend. ‘You don’t?’ you asked quietly, looking at him from the corner of your eye.

‘No,’ he said, breathing out before his finger came to rest underneath your chin as he tilted your head up to face him and you were surprised to see just how close his mouth was to yours. ‘So, now you know that, can I do what I’ve been wanting to do from the minute you opened the door?’

You nodded and the next thing you knew, Jess’ lips were on yours. His tongue traced your bottom lip, begging for entrance and you parted your lips, letting his tongue dip languidly into your mouth. You couldn’t help but notice the difference in this kiss compared to all of the other kisses you’d shared with Jess. Years ago, he’d kiss you with a hurried urgency, like he was scared that you’d disappear. Now, he kissed you as though he knew that he could take his time and he was taking advantage of that. Your hands moved up to twist in his hair, keeping his lips pressed against you as he moved you into his lap.

As soon as you were sat in his lap, your fingers moved to his t-shirt, slipping your hands underneath it as you tried to pull it up his body and off of his head. When you couldn’t, small whimpers began to leave your lips, making Jess break the kiss to look at you.

‘Hold on, we don’t have to do this here,’ he said, brushing his thumbs against your cheeks softly.

‘I want you,’ you whined, tugging on his top again making him groan and help you take his t-shirt off before pressing his lips back against yours. Your hips started absentmindedly grinding against his crotch and you smirked against his lips when you felt him harden underneath you.

He pushed your sundress up around your hips and promptly dragged your panties down your legs, lifting one of your legs to rest on his shoulder as he pushed his jeans down his legs, discarding them on the floor before leaning over you, the angle of your leg on his shoulder, allowing him to rub against your pussy as he kissed you.

Trailing his fingers down your body, you gasped against his lips when you felt his fingers brush lightly against your clit as he wrapped his hand around his cock, nudging at your entrance lightly, making your hips buck up against him, trying to get more. ‘Patience,’ he shushed you when you began to whine as he bumped against your clit. ‘There’s no rush.’

‘What happened to you,’ you joked, used to the Jess that would jump on you pretty much the second the two of you were alone.

‘I grew up,’ he replied, grinning down at you before pressing his lips back to yours, ‘I learnt how to take my time.’

As he spoke, he slowly pushed into you, making your eyes flutter closed and your lips fall open as a quiet moan escaped. When his hips were flushed with yours, you couldn’t help the smile that appeared on your lips, remembering back to how right he felt inside you all those years ago and how that hadn’t changed one single bit. ‘Okay, but we can take our time later, please, Jess.’

Burying his head in your neck, his hips began to snap against you in a bruising pace that had the breath being pushed from your lungs every time his hips collided with yours. Your nails dug into his back, pulling a sharp his from his lips before he nipped your neck, soothing his tongue over the bite instantly. One of your hands left his back to blindly feel for his face, moving his head out of your neck and making him look at you before you leaned up and pressed your lips against his, the both of you swallowing each others moans.

You could feel that you were close when he adjusted his hips slightly so his cock slammed against the spot that made you see stars every time he entered you and you found yourself gasping with every thrust.

‘Hold on, baby,’ Jess murmured, trailing his nose along your jawline as his eyes closed and his hips began to snap harder into yours.

‘I can’t,’ you whined, trying to hold off your orgasm.

‘Yes, you can, I’m almost there,’ he said, moving his hand down so his thumb could trace circles on your clit. At the first swipe of his thumb, you clenched down around him, throwing the both of you into your orgasms together.

The two of you panted into each others mouths as you both came down from your highs, grinning at each other. ‘That was,’

‘Amazing,’ Jess finished for you before he slowly pulled out of you, grabbing a blanket from the back of the sofa and draping it over you, pressing a kiss to your knee before he got up to look for his clothes.

‘What are you doing?’ you asked, frowning at him as you sat up, holding the blanket to your chest.

‘I need to find my clothes and then I’ll go.’

‘I don’t want you to go.’

‘You don’t?’ he asked, looking up at you, a shimmer of hope in his eyes.

‘No, I don’t want you to go again, it’s taken this long for us to find each other again. Please stay,’ you said quietly, panicking that he wasn’t on the same page as you.

‘You really want me to stay?’ Jess asked softly, moving back over to you and sitting on the sofa, bringing his hand up to cup your cheek, tracing with his thumb gently.

‘Please,’ you said in an almost whisper, nodding frantically, not caring if it made you look desperate or not.

Jess smiled at you before pressing a gentle kiss to your lips. ‘Then you’re going to have to let me in this blanket.’

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[thegettingbyp2]

makeup sex with Jess Mariano 😩🤭

Let Me Make it Up to You

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You were curled up in a ball underneath your quilt when Jess quietly knocked on the door. Poking your head out of your quilt for a second, you buried yourself even deeper when you saw who it was, not wanting to talk to him.

‘Go away,’ you mumbled from underneath your blankets, rolling your eyes when you felt the edge of the bed dip and you knew that he’d sat down.

‘(Y/N), we need to talk about this,’ Jess said, gently pulling the blankets down to reveal your face. He was flooded with guilt when he saw your red eyes and he knew that he was the reason that you’d been crying. He wanted nothing more than to make it better; you just needed to let him explain.

‘I don’t want to talk to you. You made it pretty clear that I was your second choice so I don’t really think there’s anything else you can say.’

‘I didn’t mean it like that and you know it,’ Jess replied quickly, gripping the blanket in a vice like grip to keep you from pulling it back over to you. ‘(Y/N), I’m an idiot. I got annoyed at Dean and lashed out at you when you were only trying to help and I shouldn’t have done that. You’re the best thing that’s happened to me and I’ll be damned if I let this break us up.’

You didn’t reply but you also didn’t try to hide under the blanket again, which Jess took as a good sigh. He inched closer to you on the bed and carefully reached out to cup your cheek, rubbing his thumb along your hot, damp skin gently. ‘(Y/N), I love you,’ he said and your eyes widened. He’d never said that he’d loved you before so you were taken aback by his words.

‘You what?’ you asked, your voice barely a whisper.

‘I love you. And I know that now it probably sounds like I’m saying it just so you’ll forgive me but I’m not, I really - ’

His words were cut off by your lips crashing onto his. As soon as he got over the surprise of your kiss, his hand slid to the back of your neck, holding you firmly in place as he deepened the kiss. ‘Say it again,’ you mumbled against his lips, your heart fluttering when you felt him smile and laugh into the kiss.

‘I love you, (Y/N) (Y/L/N),’ he said, pecking your lips once more before breaking the kiss to crawl further on the bed, burying his head in your neck as he mouthed at your throat, making your head tip back. ‘Let me make it up to you?’

You nodded frantically, pushing yourself up the bed until you were able to lay down with Jess firmly on top of you. His lips never left your neck and his fingers crept underneath your t-shirt, skimming your stomach lightly, making you shiver. ‘I love you too,’ you whispered, tangling your fingers in his hair as you tried to lift his top off of his body.

‘Thank God,’ Jess joked and you couldn’t stop the giggle from escaping your lips, only to be cut off by a gasp when Jess’ teeth nipped your skin lightly. You started tugging at his top harder, hoping that he’d get the hint and take it off.

Jess smirked at you before leaning back, causing a whine to leave your lips and yanked the top off over your head, doing the same to you before he let his weight fall back onto you, pressing you into the mattress as he slid his hand down to unbutton your jeans.

As soon as the button was undone, Jess’ hand slipped beneath your jeans and panties, groaning into your mouth when he felt how wet you already were for him. ‘This just for me, baby?’ he asked, lightly running his finger around your clit.

‘Don’t tease,’ you whined, lifting your head to place a kiss on his jawline.

‘No? But I thought you loved it when I teased you?’ he said slightly condescendingly, making you whine again before he captured your lips in his again. ‘I know,’ he murmured, ‘I’ve got you baby.’

Jess stood up from the bed to pull his jeans down his legs and kicking them into the corner of your room before reaching out to do the same with yours. Once you were both naked, you knelt on the bed and took his cock in your hand, pumping it three times before dipping your head to lick the tip of his cock. ‘Jess, you’re so pretty,’ you said softly before taking him down your throat, a strangled moan coming from him. His hand came to rest on the back of your head as you slowly began to move your lips up and down him.

‘I thought I’m meant to be making it up to you,’ he said, his words cut off by a moan as your tongue licked up the underside of his cock. He gently pulled you off of his cock before he came down your throat and pushed you back down onto the bed, moving to hover over you as he lined his cock at your entrance.

‘Hurry up,’ you begged as you tried to move your hips against him, wanting nothing more than for him to bury himself in you. He smiled at you before leaning down to gently kiss you once more as he pushed himself into you with one movement. The feeling of him stretching you was enough to have a moan coming from your lips and your eyes fluttering closed as your head tipped backwards.

He started thrusting into you slowly, his hands twisting in yours as he pinned your hands either side of your head on the mattress. Every time his hips connected with yours, you tried to buck your hips up against him, trying to get him to speed up. ‘Baby, we have time for faster later,’ he murmured into your ear as he let go of one of your wrists to rub your clit in tight circles, feeling you clench around him as you grew closer to your orgasm.

‘Cum for me, baby,’ he whispered in your ear, tugging on your earlobe with his teeth at the same time as you felt your orgasm crash into you. Your arms wrapped around his neck as you rode out your orgasm, his hips speeding up out of their own accord just before he stilled and you felt him fill you up.

As both of your breathing slowed back down, Jess made to pull out of you only to be stopped by your legs locking around his waist, stopping him from moving too far. ‘Stay,’ you spoke quietly, not ready for him to move just yet. Jess instantly lowered his body back down to you, making sure not to put all of his weight on top of you as he brushed a strand of hair out of your face.

‘Does this mean you forgive me?’

‘I forgave you when you told me you loved me.’

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