#sugar mommy boss saga

[cissyenthusiast010155]

Howdy! May i request prompts 52 or 54 with dom Larissa Weems x gn Student Reader? maybe sugar mommy vibes aswell 👀

Heyyy anon! So… I went with a TeachersAid!Reader instead… But I’ll make it up to you by using both prompts and by adding those sugar mommy vibes… 😏 Also I don’t know why but I just associate AC/DC’s “You Shook Me All Night Long” with car sex… 😆🤭

Tipsy Nights ~Principal Larissa Weems xFem TeachersAid!Reader

Mommy… Master List

Requests & Prompt-List

#52. “Fuck… Mommy! … Oh my, I’m so sorry, it just… slipped out…?”

#54. “You can call me Mommy if you want too…”

Warnings: NSFW, 18+!!, smut, alcohol consumption, age gap (all legal), kissing, fingering, eating out, car sex, thigh riding, mommy kink, praise kink, sugar mommy, implied degrading kink, etc.

Enjoy (;

You hadn’t expected this when you had applied to Nevermore as a Teachers Aid. You joined the school with the hope of one day becoming a teacher there as well. Larissa had immediately taken note of you when she had hired you, and throughout the year, she had noticed your isolated nature. Her inviting you to a friendly dinner had been spur of the moment, but she was ever so grateful that she had.

This was the fourth time that Principal Weems— or as she insisted you call her, Larissa— had invited you to dinner. It wasn’t anything relationship-like, Ms. Weems had suggested it at first, because she wanted to talk and make sure you were doing well. But now after three dinners and a fourth invite, you were starting to think that Larissa was simply lonely and that she wanted company.

And that was okay with you. You were open to going to dinner once a week and chatting with the blonde principal. It felt nice to be honest. It made both you and Larissa feel less alone. So you two developed this nice system; she’d take you to dinner and you two would enjoy the pleasure of another’s company.

~~~

“Can I ask you something the tiniest bit awkward…?” You spoke, fiddling with the wine glass in your hand as you looked up and across the dining table to the blonde.

The two of you had already eaten and were now slowly drinking the night away.

“Anything, Darling…” Larissa hummed, taking a sip of her own wine.

“Aren’t you kind of like my sugar mommy…?” You pondered aloud, “Like you buy me dinners and gifts, and in return, I give you company…”

At your words, Larissa had to stop herself from chocking on her wine.

“I… Yes, if you want to think about it in that way… I suppose so…” she chuckled.

~~~

You both left the restaurant a little bit more than tipsy. Larissa had insisted she drive as her alcohol tolerance was a lot better than yours. You both got into her car and headed back to Nevermore. The drive was taken in silence, mainly cause you couldn’t stop staring at Larissa’s lips.

“You’re staring…” the blonde chuckled.

“Right, sorry…” you muttered, looking away and your cheeks flushing red.

You finally arrived back at the school, Larissa pulling into the Nevermore parking lot. But as she put the car in park and turned the ignition off, neither of you went to get out of the vehicle. You both just stared forward as the tension in the car built.

Then at one point, you looked over to the blonde, only to find she was looking back at you. You both seemed to be inching closer to each other. Your gaze flickered from hers to her lips and back up to her eyes. And before either of you could say anything, your lips were connected with hers in a breathless, heated kiss.

You were just beginning to taste the notes of wine in her breath, but as soon as the kiss had happened, it was over. Larissa was quick to pull away, looking rather frantic.

“I… did I do something…?” You asked, concerned.

“Darling, we… we shouldn’t be doing this…” Larissa muttered.

“Oh… Because I’m your subordinate…?”

“I— No… We’ll sort of…” Larissa muttered, biting her lip, “I just…”

She finally looked at you. Her eyes were filled with a myriad of emotions.

“I don’t want to ruin a good thing…” she whispered.

You gulped and nodded.

“I… I understand…” you sighed, not bearing to look up at Larissa not wanting her to see the sadness in your eyes.

At this, the blonde snaked her hand into yours on the car console, attempting to comfort you. But then a though struck you.

“But—But what if it’s part of our arrangement?” You spoke with hope in your tone, meeting the blondes gaze again.

“I’m sorry…?”

“What if in return for dinners and gifts, I give you my time along with other things…” you whispered.

Now it was Larissa’s turn to flutter her eyes down to your lips.

“Yes…” She breathlessly whispered, crashing her lips back into yours.

Larissa immediately picked you up and pulled you into straddling her lap. You moaned into her lips as your core ground lightly against the side of the blonde’s thigh. Larissa chuckled lightly at your sensitivity, moving you to straddle her one thigh instead.

“I would say let’s continue this inside, but I don’t think either of us can wait… Can we…?” Larissa breathily groaned.

In saying that, the blonde placed her hands on your hips and tensed her thigh, making you jerk you hips forward in pleasure.

“OhHhH Fuck…!!” You moaned out, your clothed clit grinding deliciously against Larissa’s thigh.

“That’s it, Darling… Grind down on my thigh…” Larissa breathlessly purred, her hands on your hips aiding your grindings.

Another needy moan left your lips. And another. And many more after that. Larissa herself was getting insanely aroused at how delicious you looked, rutting against her thigh. At one point, your knickers rubbed against your clit in just the right way, making your eyes roll backs bd your hips jerk forward.

“Fuck… Mommy!” You cried out, your eyes screwed shut in pleasure.

But your eyes opened wide as you stopped all administrations, when you realized what you had said. Larissa was simply starring at you, mouth agape.

“Oh my, I’m so sorry, it just… slipped out—?” You stuttered.

“Shut up.” Larissa growled, pulling you by your neck and smashing her lips onto yours once more.

You whimpered desperately into the kiss. Larissa pulled back slightly, her lustful gaze meeting yours.

“I want to taste you…” Larissa lustfully growled.

Your breath hitched and you nodded vigorously.

“Um… Back seats…?” You needily suggested, your hips squirming in anticipation.

Larissa nodded eagerly. Within minutes, the blonde had you splayed out across the back seats of her car as she removed your knickers and finally delved her tongue into your throbbing heat.

You couldn’t contain your moans and whimpers as Larissa skillfully ate you out. You always had a feeling that tongue of hers was talented. And fuck did she prove you right… The woman had you cumming within mere minutes. And then again. With only her tongue. And the screams she pulled out of you… Oh they were downright sinful…

Christ, were you in love with this woman…

After your second orgasm hit you like a brick wall, Larissa came back up to your face with a smirk and your cum all over her face. Her lips were on yours once more.

“Let me return the favor…?” You panted into her red, plump lips.

Larissa nodded eagerly, pulling you up into a sitting position with her, and then pulling you down in the other direction so that you were now on top of her. You nodded, understanding Larissa’s thought, and you scurried down her body, rolling up her dress, and quickly stripping away her knickers.

You licked your lips and were quick to attach your hot mouth to the blonde’s clit. Larissa’s hand snaked itself in your hair, only pushing you deeper into her cunt. You then inserted two of your fingers into her heat. Larissa let out a guttural moan as you began curling your fingers inside her. Her thighs squeezed your head so deliciously tight, you thought you’d see stars.

You worked the blonde up and over her climax, happily drinking all of her juices as she came all over you fingers. You helped Larissa down from her high and then pulled your fingers out of her, coming back up to her gaze.

“Suck on them for me, Darling…” Larissa lustfully husked, indicating to your fingers, “And you can call me Mommy if you want too…”

Your breath hitched at her words, and you did as you were told, stuffing your fingers in your mouth and sucking her cum clean off.

“Yes mommy…” you whispered.

“Good girl…” Larissa praised, connecting your lips back to hers.

~~~

#sugar mommy #sugar mommy boss #principal weems x reader #principal weems smut #principal larissa weems #larissa weems #principal larissa weems x reader #principal weems #principal larissa weems smut #sugar mommy boss saga #sugar mama #gwendoline christie x reader #gwendoline christie character #gwendoline christie #gwendolineuniverse #wednesday netflix #wednesday netflix smut #wednesday netflix fanfiction #wednesday smut #wednesday weems #wednesday addams netflix #mommy? sorry. mommy? sorry. mommy? #mommy k!nk #larissa weems x reader #larissa weems smut #mommy

[dianneking]

Sugar Mommy Saga Update - Back to Work Edition!

<- Previous Update - The start of the saga - Next Update ->

I know some of you are thirsty for some Sugar Mommy Boss updates, so here's a list of actual honest-to-god things she told me today, the first day at work after two weeks of holiday (for her) followed by a week of sick leave (for me):

"Don't be silly. Get that mask off your face immediately! I didn't stay three weeks without seeing your face just for you to cover it up!"

"How has it been with *substitute boss* while I was away? I hope you two young people didn't have too much fun without me..."

"No I don't need help with that. You wait for me in the car like a good girl. I'll be back in a minute" EXCUSE ME MA'AM WTF? (I was actually left speechless at this)

"Are you sure you are feeling well? Do you wanna go lie down? You're looking awfully pale" - cue hand on my forehead and worried frown. The hand stays there for a full minute. I don't think you know how long a minute is. "Hm no, no fever."

I turn from putting stuff away in storage to find her inspecting a cupboard right behind me. Giggle (I don't think you realize how unsettling it is to hear a grown woman giggle) "I'm sorry, I didn't realize I was standing in your way" Goes back to doing her stuff, but doesn't move away, effectively trapping me between her and the shelves until she's done.

"It's Friday! I know we don't work in the afternoon, but let me make you some lunch. As a welcome back!"

"No I don't need a hand with cooking. You sit there and look pretty while I tell you everything about my holiday in Provence, especially the three-day exclusive party at a chateau." (apparently, it was a pretty wild party)

"What do you mean, you're not taking a glass of wine with your ravioli? Are you letting me drink all by myself?"

And that was my welcome back at work. How was your day?

#dianneking #aspiring sugar mommies #sugar mommy boss saga #sugar mommy boss #this is real #not a work of fantasy

[ratsoh-writes]

What they put as their SOs contact name

Sans: bonezone buddy

Papyrus: MY BEAUTIFUL DATEMATE WHO I LOVE VERY MUCH!!

Star: bootylicious ;)

Honey: cinna-bun followed by an obscene amount of emojis

Red: drumstick gotta pay homage to the legs

Edge: prince/princess

Mal: bedazzle✨

Cash: he wouldn’t even add a name. It’s just a very poorly taken profile picture

Oak: buns

Willow: SHORT DATEMATE WITH TERRIBLE TASTES IN MONSTERS

Charm: the good flavor~

Sugar: love, but he also includes a creep shot of your butt at the profile picture

Lord: just your name

Mutt: babe❤️

Wine: dearest (yn)

Coffee: that hoe

Pop: he doesn’t put contact names in his phone. It’s just your number lol

Rhythm: twinkle toes

Pluto: my starlight

Jupiter: my little hero

Peaches: snacc

Rancher: just your name again

G: thiccus dickkus (doesn’t matter if you don’t have a d*ck. That’s your contact name)

Green: just your name, but he adds an emoji that describes you at the end

Snipe: …… daddy. Or mommy lol

Bruiser: partner in crime

Ace: baby❤️❤️❤️

Slim: no contact name, just a creep shot of either your cleavage, your shoulders, or your butt as a profile pic

Butch: darling

Boss: kitten/bunny

Rust: my squishy

Noir: shortie

Lilac: also bootylicious lol

Basil: little honey bee (and an obscene amount of emojis)

Helios: just your name, but instead of your picture, it’s a picture of goku

Artemis: bae (and like a ton of cake emojis)

Orion: inktastic! Doesn’t matter if you have a tattoo or not, this is your contact name

Atlas: partner in crime~

Sparks: THE LOVE OF MY LIFE AND ALL ETERNITY!!

Salt: honeybuns, and a creep pic of your butt of course

Lush: sugar baby (lol)

Pepper: sugar daddy (they’re both terrible)

Sir: my dearest (he’s a sap)

Weasel: that clown, and he includes a picture of one of his creepy clown dolls as your pfp

Flambé: he also puts you as “sugar daddy” lol

Pesto: sweet tooth~

Butler: my love (sap #2)

Gold: bestie I also kiss and snuggle

Cider: he calls you “little quail”

Barley: fine wine

Ram: lamb, and it’s a picture of a sheep instead of you lol

Pitch: just your name, and a picture of you laughing

Moose: darlin’

Maple: CHAINSAW DENIER.

Fisher: he calls you a shortened version of your name, if that’s not possible, then just an emoji that represents you

Jasper: MY PARTNER AND SELF RESTRAINT

Hook: doll, and it’s a cute picture of you in your swimsuit

Captain: co-captain

Finn: the top scout!!

Sails: …. Daddy, or mommy lol

Quill: softie (and a pic of you holding one of his stuffed animals)

Crow: sugar baby once again lol.

Roost: babe.

Harpy: pet~

Mango: my (your name), and the picture is you struggling in one of her Zumba classes lol

Papaya: just your name, and a picture of a pineapple for some reason

Alden: the best piece of art!

Ollivander: treasure chest

Barin: my darling (and a heart emoji. Adorable)

Arwin: PARTY ROCKER!!!

Hilda: I BENCH-PRESS THIS HOE EVERY NIGHT

Saga: prince (or princess) charming

Gears: just your name, but the picture of you is super cute with you concentrating over a project

Compass: no contact name, just a picture of you holding one of the iguanas

Zen: love of my life

Shield: my armor~

Lens: lifeline

Cricket: MY FAVORITE PIECE OF TRASH

Tempo: the best beat (and your picture is a pic of Mozart for some reason)

Vibrato: MY PRINCE CHARMING!

#undertale imagines #undertale headcanons

[theepisceswriter]

CRYING OVER SPILLED MILK  — TOJI FUSHIGURO *insert cute edited picture of Toji here that I don’t have*

Synopsis: After a long stressful day of work, you come home to a bratty Toji just begging to get punished by you. 

A/N: To the bestie that sent me that request for more of Sub!Toji with a sugar momma, you really messed up because I don’t think I’ve gotten to work on a request faster than yours and I’m positive this isn’t the end of this saga.  also shoutout to @killerbananas​ for helping me with the title ! 

TW: Whew..... first off not proofread so probably a bunch of typos, glimpses of that sugar mommy lifestyle, sub!Toji, Dom!Reader, Fem!reader, light bondage, overstimulation, teasing, mommy kink, use of ‘sweet baby boy’ as a nickname, a whole lot of mature things, but I think those are the main warnings, 18 plus, MINORS DNI or I’ll eat your ankles like corn on the cob

WC: 3.7k, told you I got carried away !

“Toji!” 

Your quavering voice echoed through the white marbling interior of the home as soon as you made your way through the door, shoulders and head rolling to get every nook and cranny out your neck that sitting at a desk from hours on end caused. You weren’t expecting to stay behind for as long as you did today, the decision of overtime being a unanimous vote between your boss and last minute cancelling coworker, so you couldn’t say no even if you wanted to. No matter how much you craved the tight embrace and warm fanning of breath between the valley of your breast accompanied with a headful of raven spikes that peaked out in wild directions from your younger companion. 

Your home lacked the disarray of toys on the floor, the constant faint melodies of Cocomelon ringing through hallways, or the sickly sweet smell that often wavered through the air whenever kids frequented an area. Not to mention the lack of jewelry on the fourth finger of your left hand not signifying that you were single, but a silent way of letting those around you know that whatever situation you had at home wasn’t stable enough for a ring. Most women around your age were married to the successful men they worked alongside expecting their 2nd child despite the fact that their 1st born can barely talk, but you were different. 

You had Toji to come home to and that was good enough for now. 

The sound of your call out to him fell on deaf ears. Maybe the exhaustion was too heavy in your voice making your tone quieter than usual or else he would’ve been on you the moment you walked through the front door; eager to take your purse and keys away from you like the true gentleman he was underneath, but with an ulterior motive just like any man just so he could get you to the bedroom and please you quicker at his pace.

“My sweet boy,” You called out in an exclaimed voice you knew would have him perking up and at your attention even if he was in a completely different room with his headphones turned up to the max, just the soundwaves from the nickname alone conditioning him to be at your beck and call whenever you wanted him too. And just like how you had predicted the soft pattering of feet slowly came into your sound range and it wasn’t long until he was a couple feet away from you leaned against the walkway connecting the corridor to the front door, a scowl on his scarred lips and eyes narrowed with an expression that you couldn’t quite read because of the tufts of black hair that fell over the front of his face.

You stood there for a moment expecting him to take away the contents of your hands like he normally did, but the lack of movement and verbalization from him left you stuck yourself with confusion. 

“Anyways,” you attempted to move on as you made your way to the common area with all of your belongings to put them up yourself, “Today was the most exhausting day I’ve had in a long time. None of my favorite coworkers were there, so I was stuck with a group of stuck up assholes who thought anything that wasn’t work related was unprofessional to talk about. And then I got stuck with the rest of somebody else’s shift because they hate me; that has to be the only explanation, right?” 

A word vomit escaped your lips the moment they opened. The freedom of finally being able to talk about your terrible experience lifting half of the weight off of your shoulders and the other half disintegrating once you got your daily reassurance from Toji, but all you got were scoffs and mumbles of whatevers that had your hands going to your hips in a chastising position like that of a mother. 

“Do you have something to say?”

“Like you’d even have time to stand there and listen to it, anyway, y/n.” He scoffs with the roll of his eyes, arms crossing over his chest and eyes finally meeting yours when he adjusts himself off the frame of the cut off to seemingly walk away.

 At least that was the plan until your fingers held the fabric of his signature black t-shirt between ligaments and bone, halting him in his tracks completely. Two silent strides from your heels being off of your feet granting you the element of surprise with this move.

“And just where do you think you’re going?” Moving from the back of his neck your fingers travel to grasp his shoulders and use the momentum of your arm swinging to turn him around to face you with ease, the words that leave your lips a mix of a purr and growl. 

The stiffening of his already hard muscles underneath your touch is an indicator that he knew what was going to come from his little attitude fit and from the soft blush that grazed his features, it’s as if he were expecting it; provoking this reaction out of you on purpose. Needy for your attention to the point where he’d upset you even further on a day you came home with an already sour mood. 

What a slut, you thought in the confinements of your head. 

“I’ve had the most frustrating and exhausting days at work today, the job that I work so I can spoil you like I do, and this is how you’re going to treat me? Instead of letting me take out all my anger on your cock like we’d both like?”

Suddenly your hand is dropping down to the obvious bulge that’s poking through the light grey fabric of his sweats. A sharp inhale sounding from his nose as you gently fondle the erection with your free hand. Watching the hairs on his neck stand each time you graze over the soft sack of his balls before moving back up to his shaft just to tease him like you weren’t already groping him through his pants. 

Even then that’s enough to stimulate the feelings of want for you that had been in the back of his mind all day long and it’s not long before he’s bucking up into your hand the closer he gets to his orgasm. 

“How cute.” You coo out as you take note of the deepened blush that has taken place over his features along with his slightly parted lips and slight tilt back of his head. And just when the bucking up of his hips became rough and sloppy you removed your hand as quick as possible with a teasing smile on your lips at the frustrated groan that left his lips.

“Bad boys don’t deserve orgasms, only sweet boys do.” You taunt, taking a hold of his hand and leading him to the bedroom. 

A silence falls over the burly man and he melts right back into the submissive you have him trained as. Obeying every single one of your orders once you get in the bedroom until he’s splayed out on the bed in a starfish position with his bare erect and yearning cock pressed up against his toned stomach with precum oozing from the swollen red tip and the soft glimmer of a silver cockring at the base of his cock.

“Mommy…” He finally speaks up in a desperate whisper for the first time today, your body slowly being disregarded of clothes finally bringing him to his begging point before you’re even touching him again. The weight of his actions finally weighs heavy in his mind when he sees you practically prancing towards the bed with a rugged bundle of light pink rope in your hand. 

The kind that always made him feel so pretty when it matched the lingerie he put on for you now being used against him as a tool in his punishment. 

“I’m sorry, mommy. I was just too needy for you earlier and was upset when you didn’t come home at the time you usually do.” His apologies fall on deaf ears just as your calling out to him had done earlier. Your face not even reacting to his words or looking in his direction when you move to each corner of the bed to restrain his wrists to the edge of the metal railing bed. Only looking down to chastise him with a quick ‘tsk!’ of your tongue when his mouth attempted to latch on to your nipples as you reached over to secure his wrists.

“I didn’t make you act like that earlier, you did this to yourself. Mommy wanted to come home and please both her and her sweet baby boy. But now look at you,” Your hand roughly comes down to forcefully take his jaw into your hand and force him to look up at you with eyes filled with regret, “All tied up ready to be used by me.”

It’s then that your hand travels down his stomach to place a gentle tap on the swollen tip of his cock. Going as far to even trail your finger around it eliciting groans from the pit of his stomach knowing you were going to pull away as soon as he got close to that sweet release again. Quiet gasps being the only thing that left his lips, the squirming of his hips underneath you a silent way of showing how much he wanted you. 

“You look so pretty all tied up for me like this, baby.” Each word that left your lips sent a wave of pleasure straight to his dick and you could see the way it twitched from the corner of your eye as you moved your focus down to his chest deciding he wasn’t worthy of the kiss you were going to give to him. With pinched fingers your hands moved to the cherry red bud that was his nipple. Fondling the oversensitive bud on his plump chest warranting his whole torso to rumble with the pained groans of pleasure that escaped from him.

“Please,” A voice that you wouldn’t expect to come from someone his size, similar to that of a begging child’s, sounded from him with ease when you were the one delivering the pleasure, “Please give me more.” 

A smirk made its way on your lips before you leaned down to capture the bud between your plush lips. Your tongue encircling the sensitive flesh to soothe the pain your pinching must’ve caused him. Only pulling away with a trail of spit following as you moved on to give the next nipple the same treatment. And if it weren’t for the tight cockring at the base of his balls, something as simple as this would’ve had him coming undone without you even having to touch his cock. But instead he was forced to deal with the painful ache of his erect straining against the cold metal.

Two quick swift movements and your mouth was pulling away from his chest against his wishes, whimpers leaving his lips, but quickly being shushed once he realized you were positioning yourself right over his cock. 

“I still haven’t gotten my stress relief for the day,” Grabbing on to his thick shaft you lined up his swollen tip with your entrance, teasingly dragging it along your wet slit up to your clit before you were stuffing it inside of you without warning, choked moans leaving the both of you from the long awaited pleasure. 

“So fucking big you can barely fit inside of me.” But still you lowered your hips down on him until you were at his hilt. Taking a moment to adjust to his girth and size before your hips swirled at an achingly slow pace in a sloppy figure 8 motion. The feeling of your clit rubbing up against his hardened lower abdomen making you damn near see stars.

“Y-You feel so good around me, mommy. So fucking good.” Greed got the best of the needy sub, his hips attempting to buck up into you to change the slow pace you had set, but that just prompted you to stop the movement of your hips altogether. Stopping to look down at his flustered face and pressing your hands down on his to limit his mobility. 

“What a needy slut my sweet baby boy is,” You sucked in through teeth when he delivered a quick snap of his hips up into you. Your nails dragged along his chest hard enough to leave pink markings on it, but not rough enough to make him bleed. “If you weren’t such a brat earlier then maybe I would’ve been letting you fuck me right now as we speak,” your hips resumed their former pace and pattern of movement, “But you’re not.” You taunted him in a teasing voice, watching as his face scrunched up in both pain from the limitations his cockring put on him, but also pleasure as you indulged him in the warmth of your cunt wrapped around his length.

“Please...I’m sorry...please just let me cum.” Toji basically cries out, whining like a poor dog. 

“Not until I do.” You grab his chin forcing him to look up at you and reaching down with your free hand to grope at his plump chest. They fill your hand up in all the right ways like they were made for you to toy and mess with. “Not just once, but twice. And then maybe if I’m feeling nice I’ll be nice enough to let you cum too.” 

And so it goes on like that for at least an hour, your slick pussy gripping around him and creaming so many times around him to the point where a thick ring of cum had formed at the base of his cock because of you. Your clit was swollen from the stimulation his skin gave you and almost matched the color of his darkening cock with each passing minute, the only difference being that you constantly got your relief. 

Tears pooled at the edge of his eyes, glossy each time he looked up at you and silently pleading like a dog begging for food. His wrists were sore and raw from yanking against the pretty pink rope this whole session. It’s felt like forever for him, not only having to endure this session, but waiting and longing for you all day long. He couldn’t take it anymore.

“Please, please, please, mommy. I’m begging you! Please let me cum mommy, make me feel good too please.” His voice is barely audible and sounds more like a croak than smooth pronunciation. Already considering to finally give him that sweet release since you’ve had your release already, it was his soft desperate sniffle that brought you completely to your conclusion of freeing him.

“Mommy is going to take care of her sweet baby boy now.” 

Reaching over you grabbed the ube from your bedside drawer that you always kept for situations as such and poured a fair amount on the shaft of Toji’s cock. Using the cooling sensation of the lube to take away some of his swollenness and ease him from the restraints of the cockring. 

“The rope.” He brought to your attention before he took his sigh of relief, watching with widened and eager eyes as you reached over to undo the intricate knots on his wrists. Soothing the raw area with your thumb and kisses before you allowed them to drop to his side, that sigh of relief finally sounding from his lips.

He wasted no time in relishing on the fact that he wasn’t tied up and begging anymore or even paused to wipe away the flushed tears from his cheeks, but immediately wrapped his broad arm around your torso and flipped the two of you over so you were now the one below him as he towered over you.

He almost didn’t know what to do with this freedom after not having it all day long and it took a moment for him to decide, but the first thing he did was drop his face between your breasts, groping and motorboating them like a mad man. You threaded your fingers into his dark raven spikes as his mouth found your nipple and began to gently suckle on the sweet skin.

“So good.” He let out in a satisfied hum that vibrated against your nipples and sent a shiver up your spine.

“You do that so well, such a good boy for me when you’re not being a brat.” You backhandedly  praise through soft gasps underneath your breath. 

 Dark eyes looking up at you through lashes, pupils blown wide from pleasure, and your praise making his cock leak with precum at the tip. Your grip in his hair tightened as you pulled him closer against your body,  the arch of your body into him giving him perfect access to slip in between your folds with ease from the wetness that had accumulated between your thighs from multiple orgasms already. 

“Your pussy feels so warm and tight around me.” He pulls away from your lipples with a loud pop and grunt like this wasn’t his fourth time of the day feeling the confines of your velvet walls. The only difference being that it was at his pace for once and not the painstakingly slow one you had been teasing him with all day long, able to pound into like he had been dreaming about all day long. The bed swaying back and forth and squeaking with each powerful thrust of his hips into you.

“Look at you, rutting up against me like a bitch in heat. So desperate and needy for me to the point where you’re crying,” A soft hand comes up to wipe away at the tears that continue to come down his face despite the release he’s getting in this moment. The taunting tone of your voice only encourages him to move faster, but he’s so backed up that all it takes is a couple of rough thrusts before warm strings of cum are shooting up inside of you. The embarrassment from cumming so fast only warranting more tears to stream down his puffy face.

“Couldn’t hold out, huh? Don’t tell me my sweet baby boy has turned into a one pump chump on me.” Your taunting has yet to stop, but from the way his cock twitches with each degradation that leaves your lips you’re not going to stop anytime soon. 

“You just feel so good. Especially after not being able to cum in you all day long.” He defends himself, pulling out of you with a still swollen cock. 

“How pathetic of you to have such an amazing cock that you can’t use right.” Your hand makes an impact with his already pink right cheek on his face, not harsh enough to hurt him but harsh enough to leave a pink imprint the shape of your hand there. Toji is only able to look down from embarrassment, face secretly growing more flustered as your humiliating words and actions continue. 

You shift to sit up and push down on his chest so he’s now laying back, his still erect cock leveled out with your face now. Twitching in your direction from excitement still nowhere near satisfied yet. 

“F-Fuck.” He breathed out verbally when your hand gripped the base of his cock, already driving him crazy and you hadn’t even given him your mouth yet. You couldn’t help but hold a cocky expression as you leaned down to circle the tip of his cock with your tongue before taking as much of him as you could fit into your mouth, enclosing your throat around him while you stroked the remainder of him with your hand. 

Suckling softly around the salty skin like he had done your nipples earlier, you looked up at him through dark lashes and the sight was godly; muscles constricting with each moan that rumbled his chest, a thin sheet of sweat making his skin glisten in the dim lighting of the room, tears coating the chubs of his cheeks,  and his eyes closed shut with his scarred lip tight between his sharp teeth. Not to mention the soft bucks of his hips up into your mouth forcing you to choke as he forced more of his cock down his throat until you had gentle tears falling from your eyes as well. 

“So so good, mommy. You’re so good at sucking my cock, no one else does it better than you do.” The breathlessness of his voice lets you know that he’s already near the edge of his orgasm, the muscles of his stomach flexing every time you hollow out your cheeks and flick your tongue against his tip already tasting the salt of his cum. 

Hazy eyes opened to peer down at you in all of your glory with his cock down your throat, one hand coming down to knead at your breasts as you worked your magic between his legs so good to the point where you had his toes curling and gripping at the silk white sheets of the bed.

“I’m going to-” The dark haired man wasn’t even able to get the rest of his sentence out before a string of ‘Mommy’s was leaving his pink lips as his stomach contracted until he was shooting a big load of backed up orgasms down your throat to the point where some of the white fluid was spilling from the sides of your mouth messily. But you didn’t stop at his orgasm, you kept going until every last drop of his cum had gone down your throat and you were positive he had come down from his orgasm.

It took his hand removing you from his cock forcefully for you to finally stop and even then it wasn’t a full force grab, his hand barely able to move due to his mind still being heavily clouded with pleasure. An override of senses crashing his system to the point where he was sure he would’ve gone into subspace if he hadn’t got you to stop sucking his cock.

“Are you okay?” You cooed out softly as you brought him into your arms so his head was resting against the soft plushness of your bests, gently stroking his hair and wiping away tears while he came down from that mind blowing orgasm. 

“Mhm.” Was the only thing he managed to get out before smuggling his face against your chest completely. The two of you too tired to get up and take a shower.

“Let’s just stay like this for a while.” He let out in a soft breath. 

#Spicy. #toji fushiguro #toji fushiguro smut #toji fushiguro x reader #jujustu kaisen x reader #jujustu kaisen smut #toji fushiguro fanfic #jujustu kaisen #jjk smut #jjk x reader

[dianneking]

Sooo, dear Tumblr, hear me out. I think my boss is trying to sugar mommy me (?)

Lemme present my evidence:

-She mentioned multiple times how her husband is now living in their summer home five hours of driving away and she's been living all alone.

- Our customers often bring her presents (mainly food) and we'd usually split them, but lately she's giving them all to me "so you'll think of me while you enjoy it."

- Last week she had an issue with her car, so I chauffeured her around for a day and she kept telling me that she'll "have to invite me for lunch at her place to thank me properly".

- And, cherry on the top, today she kinda brought me grocery shopping with her? Like we had to go someplace together for work and she was like "Oh, I need to drop by the supermarket real quick." And so I found myself there carrying her grocery bags and helping her to find baking powder like a Very Good Kid™ because I am a courteous human being, and the cashier is giving us a weird look (because he knows she's my boss) and my boss is like "If they keep being so nice to me, I'll have to keep *Name* as my assistant outside of work as well...I'm already addicted to their help."

So yeah. That is what happened Your Honor.

Is this some level of fruity or am I seeing things?

EDIT: There's some updates, check this out

#Oh I'm sorry did you come to my tumblr for quality content? #dianneking #dianneking rambles #Sugar mommy attempts #Excuse me you're married #Tumblr dating advice #Tumblr court of law #Fruity #sugar mommy boss saga

[dianneking]

Sugar Mommy Boss...dinner date?

Soooo I kinda sorta am going out for dinner with my (not) sugar mommy boss tomorrow.

Whoops?

(if you've missed all of the saga, you can find it all here)

We're now working next door to each other (see more about it in this post here) and since we both finish late on Thursdays...well...she mentioned wanting to try out a new restaurant and I might've impulsively suggested that we go there to try it out together. I have nothing to say in my defense other than the fact it's spring, and I already feel the Pride vibes in the air (and you know what pride season makes me do).

Anyway, the last thing I want to add is that the temptation to dress like a complete fuckboi is currently very very strong.

#sugar mommy boss saga #dianneking writes #dianneking rambles #sugar mommy boss

[dianneking]

Sugar Mommy Boss - The Return

Okay, I am not sure if there's anyone among my moots who still remembers, but I had a post series last year about my older boss lady who toed the line of sugar mommying me without ever crossing it.

You can find the post that started it all here... give it a read, it's a fun little series.

Well, the point is that even if it sounded like fanfiction, it was real life, and as real life often does, it ended up bringing nowhere - my time working for my boss ended, we went our separate ways, we tried to go out for dinner together, life messed up our plans, then I had a temporary contract with someone else and didn't see her for a while.

But another thing that things tend to do in life is to return at the most unexpected of times, so there I am, six months later, starting a new job, and who just so happens to work right next door? Well, if it isn't the good ol' not-quite-sugar-mommy-boss who's not my boss anymore!

For now, we didn't have much time to interact cause we both were extremely busy, but hey- I mean...I thought I might revive this series in the hopes of possible updates on the subject, who knows, we might get a season two!

#sugar mommy boss series #dianneking writes #dragonmist writes #dianneking rambles #scheduled #sugar mommy boss saga

[dianneking]

Sugar Mommy Boss Saga - The End of An Era

<- Previous Episode - Start of the Saga || All of the Saga

The fated day has come, folks... Today was my last day working for my (not) Sugar Mommy Boss. Whatever the future brings, she won't be my boss anymore, so I guess it's gonna be the end of this improbable saga that so many of you enjoyed. As all good stories, this as well came to an end.

Our goodbyes were much like the rest of our interactions - way too affectionate to be only professional, but without going all the way into inappropriateness. When the shift ended, she turned to me with open arms, gave me a big hug and pressed a kiss on my cheek. "I'm gonna miss you, you know?" She said, leaning back to look at me in the eyes with her arms still on my sides. She stayed like that for a handful of seconds, eyes roaming my face. Is she... I thought, but no, she pulled away, and laughed, bringing a hand to my cheek. "Hahaha oh my, I left a lipstick mark on you." She rubbed it off with her thumb. "I hope you'll be able to relax a bit on your holidays without me breathing down your neck!"

...and that was it.

#sugar mommy boss saga #sugar mommy boss #end of an era #dianneking writes #dianneking

[dianneking]

<- Previous Update - The start of the saga - Next Update ->

Well hello. Time for a (?) Sugar Mommy Boss update. (If you notice that they seem to happen a lot on Thursdays, you are not wrong. That's because Thursdays are helldays and we usually spend ten to twelve hours in close contact, so well, usually she'll say or do something update-worthy 😆)

Today was a day of contradictions. She was really touchy-feely, never in an inappropriate way, but more in my space than usual: a hand on my back while we were entering a room together, brushing against me when she had to get something from a shelf behind me, putting a hand on my arm laughing at something I'd said... In one occasion she had forgotten an object so I handed it to her, and instead of plucking it from my hand she wrapped her hand around mine (effectively trapping said object within it), I looked at her like "wtf" and she went all serious and said "I'm not sure what I'll do without you come September (when she won't be my boss anymore) - you'll have to call me every day just to remind me to do things" and then she let go of my hand, got the object and went on doing her thing. Right. So by the end of the work day, she drives me back to my car, and just as I am about to get out she puts a hand on my thigh. "Oh, and about tomorrow, we're gonna do just half a day in the end, I moved the other stuff because I have something to do for lunch." "Okay" I say, kinda preoccupied because her hand is still on my mf thigh (!) "Oh yes!" She removes the hand "My husband is in town, you know? So we're taking this opportunity to reconnect over lunch!"

The decrepit husband who was exiled for months or more in the house in the country is back, people, and she pulled him out like an ace from her sleeve after a day of affectionate little touches.

I am as perplexed as you are.

#dianneking #sugar mommy boss saga #dianneking writes #dianneking rambles #the plot thickens #or maybe not #idk anymore #XD

[dianneking]

Getting Mothered - a Sugar Mommy Boss Update

<- Previous Update - The start of the saga - Next Update ->

Today's really hot and humid. Generally speaking I do love the heat of summer, I can usually withstand it pretty well and feel alive in it.

Not today.

Today my blood pressure is as low as it gets, I am feeling already sluggish in the morning, and by the time midday rolls around it feels like I'm moving around in thick syrup.

"Are you alright?" asks the boss lady. I nod. There's still a lot to do, and I've already drank water and ate a snack, not much else I can do. I'm in energy-saving mode and even talking needs to be rationed.

(I did not, in fact, fall asleep - no way I’d be able to relax enough for that - but that was a very kind thought. Also, she did not pounce me when she had the golden occasion to. That was also nice.)

By the time we finish all the work for the morning, I feel like my head is completely empty of thought.

"Do you want to go home for lunch?" She asks, and I shake my head stupidly. It's a 45 minute drive to my place, and the same to get back, and we've already finished late, there's no way it would fit into my lunch break without starting way too late in the afternoon. Also, even in my current state (and precisely because of that) I would not dare to put myself in the car. My reflexes are probably non-existent at the moment, thank you, brain fog.

Safety first and all of that. She looks at me. I blink back. She sighs.

"Come with me." I follow her to her door, and into her house. By now, I've been invited here enough times to be somewhat familiar with her kitchen. "Sit." I sit.

The cynical part of me tells me that if she were to try something right now, I'd probably not have the strength to do anything about it.

"Drink."

A bottle of electrolyte water hovers in front of my face. "Seriously. You should be able to take care of yourself by now. Aren't you from the plains? You should be used to even worse heat waves than what we get up here."

I shrug and chug down the drink as she clucks at me like a mother hen, not requiring real answers from me. Once I've finished it she already has another one ready for me. She putters around in the kitchen as I drink the second bottle more slowly, starting to feel the semblance of rational thought back in my brain.

"Can you stand without falling down like an overripe pear?"

"I'll manage"

"Go outside to sit on the covered terrace, it's nice and breezy even in the summer - but don't you dare faint on the way there"

"Duly noted"

She was right, the terrace is refreshingly swept by whatever airflow the mountains grant us today. She has a leather couch off to the side and when I sink into it it's the most heavenly spot I could dream of.

"Here. Eat up." She shoves a bowl of cut fruit into my hands, and sets a basket of bread nearby. "I'm going to catch up with emails. You stay here and recover."

"I can also..."

"Don't you even try that. Stay here. Eat. Rest."

I thank her, and she waves it away, already on the way back inside.

"Oh, and if you fall asleep, I'm not going to wake you up. Just give me a call when you wake up and we'll see about work."

#sugar mommy boss saga #aspiring sugar mommies #dianneking rambles #dianneking writes

[dianneking]

How did I end up in my boss's kitchen, cooking for her?

#Sugar mommy boss saga #I am as confused as you are

[dianneking]

So, when yesterday I told you I had no sugar mommy boss updates, I might have been talking too soon, because here we are with:

(Aspiring) Sugar mommy boss saga - chapter 5-ish?

(you can find the start of the saga here, and I'm working on getting all the updates linked together so you won't miss a single drop of drama)

<- Previous update - Next Update ->

We had been talking this afternoon about our plans for the evening, and I told her I usually keep my Monday evenings as free as possible, so as to recover from the start of the week.

So when we wrapped up earlier than usual, I had no comeback when she stated (yup, stated, it was very much Not A Question): "Well, we've finished early. I'm taking you out for dinner then."

I tried the "Oh, but you don't have to..." card, since I couldn't fake having a previous engagement since I had just told her my Mondays evenings are free (the jury's still out whether that was me being dumb or her beigg devious...or both). "Nonsense! I'll be in Provence next week and the one after that and I want to have a proper dinner with you before I go, since I cannot take you with me there."

So yeah. I said yes (also, free food is free food).

And I thought we'd be going to the easy-going pizza place we'd already been to a couple of times, but noooo, she pulls up to a fancy restaurant (we're in a very rural place, don't go thinking this is a super high-end ritzy place, but still, it's the upper-tier of what's available).

She walks in like she owns the place, and the restaurant is packed. I lag behind because of a child throwing a tantrum and I see her muttering agitatedly to the waiter. He starts to shake his head, but she says something else. The child finally moves away from my path and as I reach them I swear I saw her hand the waiter something that looked suspiciously like a twenty euro note. Or two. I'm not sure.

"If you'll wait here a second, your table will be ready soon." I hear as I finally reach them and then the poor waiter (or possibly, now slightly richer waiter) goes to the back of the restaurant, looking slightly harassed, and comes out with another waiter, carrying a mf new table and settling it in a corner.

Since sometimes I have zero filters I ask her "Boss, did you just bribe the waiters to materialise us a table?" and she just laughs and answers "Bribing sounds so bad... I prefer to think that I persuaded them."

Dinner was, once again, not awkward at all, except for the waiters who kept treating us like royalty (understandable, but kinda disquieting). The food was good and the conversation never steered in uncomfortable territories.

But I discovered something, and it's a bomb.

She's 59, folks.

Fifty-nine!!!

Which means she's officially more than double my age.

!

Anyways, dinner went well, she accompanied me back to my car and nothing untoward happened and I am now safe in my bed at home updating y'all on my crazy ass drama of a life (I know some of you worry).

#sugar mommy boss #sugar mommy boss saga #sugar mommy #dianneking #dianneking rambles #aspiring sugar mommies #personal #my life is weird

[dianneking]

I am but a simple human being of flesh and blood. The plunging neckline on a Monday was a low blow, boss.

#The girls were proudly displayed today #Sugar mommy boss saga #dianneking #That woman I swear

[dianneking]

Sugar Mommy Boss - Update 6

<- Previous Update - The start of the saga - Next Update ->

Another update so soon? Yup, apparently the fact that she's going on holiday next week has spurred her into upping her game some.

"I thought it might be something you like. I've redecorated my living room, and this one doesn't fit the palette anymore." She says, showing me an art print, "Would you like to take it off my hands?"

She says, lightly, and it's a nice enough picture, so I'm like "Sure, why not, it'll probably look good on my kitchen wall." She hands it over and I thought that was that.

I am home when I get the chance to look at it properly, and lo and behold, it's not just any random printed photo.

It's an autographed original print of a decently-known Italian artist from the Seventies.

Well played, boss. Well played.

#damn she turned up the smooth factor #Yelp we've graduated to presents now #sugar mommy boss saga #dianneking #dianneking rambles #aspiring sugar mommies #sugar mommy boss #sugar mommy

[dianneking]

Sugar Mommy (?) Boss Saga, chapter 3 I guess...

Guys. Gals. Theys.

I have finally met the infamous "perennially away in the holiday home" husband!!

If you're confused, you can read more about the saga in this post and in this other one too, but the gist of it is that I have a weird boss and I am still not sure whether she's trying to sugar mommy me or not.

So me and my boss are almost done with business for the day, but she has to give me a piece of paperwork that she has forgotten home, so I drive her to her place to get it. As we get out of the car, a man comes out of the house with like three suitcases, paper bags, a ton of stuff, trying to balance it all.

There's a moment where we all stare at each other, and then my boss is all smiles, puts a hand on my shoulder, and says "Oh, you two haven't met! This is my younger colleague that I told you so much about. *My name*, this is *husband's name*."

And, Tumblr, it's an old man . Like, old old. Like, I think she's about fifty, and he looks seventy at least.

I. Am. Shooketh.

I think I might have gaped at him or something, because he lifts one of the suitcases in greetings and goes like "Hello" and I barely have the time to greet him back that my boss steers me with her hold on my shoulder towards the door with a "Well, we've got stuff to do, goodbye!"

She then ushers me into her house and proceeds to talk only about work.

Edit: Next Update

#sugar mommy boss #dianneking rambles #personal #dianneking #the saga continues #wtf #sugar mommy boss saga

[dianneking]

So uhm a lady I've met a total of two times through my work just stopped me on the street to give me her number.

Like, I've been out with friends and I'm going back home, and she's out walking her dog, and she greets me and I greet her back, but it's clear I have no idea of who she is (I have horrible face memory don't at me) so she says "I'm *name*, we've met recently at work"

And finally my brain connects and I do place her face/name in context, so we make some polite talk as one does, and she comes out with "So, do you still work with *sugar mommy boss*?" (more on that whole saga can be found in these posts).

"Sure, at least until the end of the summer"

"How are you finding her? Some of her previous coworkers found her a bit...intense. "

That's one way to put it, I guess, but even though I am a bit curious and I want to know if she has any tea to spill, I don't want to put it all out in the open with a stranger, so I shrug and cop out with "We manage to work together well enough."

(I wish I could have said something like Oh, I can be pretty adaptable if needed, but my flirty brain wasn't on at the moment so that was all I could come up with).

And she goes "Well, she's super intimidating to me. Actually I am so glad I stumbled upon you today, because I've been meaning to give you my number, but it felt as if she'd be super judgemental about it, so I didn't want to do it in her presence."

Again my flirty brain is shut off so I just manage an awkward "Well, she's not here now..."

And before I know it, she's telling me her number, and then her dog is trying to start a fight with another dog, so she basically has to jog away telling me to text her so she can save my number.

The plot thickens, my dear tumblr.

Edit: Next Update

#sugar mommy boss #sugar mommy boss saga #dianneking rambles #dianneking #this is my life now I guess