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luminoustarlight · 5 months

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As Fate Would Have It | DILF!Anakin Skywalker

Anakin Skywalker gets a new assistant, who also happens to be his favorite OnlyFans performer.

◂ previous ▸ chapter two

rating: explicit | pairing: anakin skywalker x afab!reader | wc: 3.7k | read on ao3

warnings: modern!au, undisclosed age gap, SMUT [use of toys (dildo and fleshlight), mutual masturbation, squirting, watching of pornography]

After midnight is Anakin’s favorite time of the day. His kids have been asleep since 8:30 pm— their weekday curfew— and he’s finally stopped working on the project he brought home from work. It kept him from watching 101 Dalmatians with Luke and Leia but “it needed to be done.”

He completed it well after the twins went to sleep, his neck was aching, and he needed to unwind. Now, he’s settled on the left side of his king bed, back propped against the headboard and his tablet waiting for him on the nightstand. He’s been thinking about this all day. Ever since he got the notification at 1:48 p.m. that HoneySuckle uploaded a new video.

While he was at work. On a very busy day, he might add. As much as he wanted to get away to watch it immediately, he couldn’t. But now he has uninterrupted time to enjoy himself and the woman he’s about to watch.

Anakin watches HoneySuckle exclusively. For over three years now, he has been subscribed to her page for $7.99 a month, which is an absolute disgrace to the quality of content she puts out. That’s why he tips her at least $200 for each video. It’s a number that hardly means a thing to Anakin. But to HoneySuckle, it is everything. It’s a cushion for incidentals. For the flat tire on her Mini Cooper. The vet bill for her orange tabby, Panini. She has expressed her thanks to him in their private messages, but it never seems to be enough.

Their casual conversations are never enough.

It comes as a great surprise to Anakin to see that her newest video is dedicated to him. Him— Anakin Skywalker AKA skyguy81. AKA HoneySuckle’s biggest fan and number one supporter.

Squirting for Sky 🖤

He’s never clicked on anything faster in his life. The edges of his brain are beginning to fog. The mere thought of Honey getting off to the thought of him makes goosebumps prickle along his skin and his cock begin to swell. But then he sees what she’s wearing. Or, not wearing for that matter. Usually, she’ll begin videos with a full set on. Whether it’s a lacy bra and panties, a teddy, or a babydoll, teasingly taking off her lingerie is part of her brand.

Not in this video, though. In this new 23 minute video, she is wearing a black garter and thong with roses embroidered in the mesh along her hip bones. Sheer black stockings are pulled up to her thighs and as she spreads her legs— dear God— Anakin sees that her panties are crotchless.

Every video is expertly angled so only the bottom half of her face is on camera. She’s mentioned to Anakin in the past that this is not her full time job and therefore some anonymity is important. He doesn’t need to see her whole face to know she is beautiful.

“I bought this just for you,” Honey says directly to Anakin. “You said you liked black. I hope you like this.” She goes to grab the vibrator next to the pink dildo on her bed.

“I love it,” Anakin mumbles. Running her hand over one of her bare breasts, she turns on the vibrator. The familiar hum of the toy reminds Anakin to put on his headphones. Just in case.

Now with that taken care of, Anakin can begin taking care of himself. It doesn’t take long for the guy to get hard when he’s watching Honey. Hell, he can just think about her and he’ll be horny. The melodic cadence to her voice, the angelic sounds she makes when she cums, the lustful desire to bury himself in her cunt. She is the only woman he has desired since his wife and he doesn’t even know her name. But he knows the curves of her body as if he’s felt them with his own two hands. God, how he wishes he could touch her, kiss her, pleasure her.

It’s pathetic. He is pathetic for wanting the impossible. Anakin Skywalker is a smart man. A genius in many regards. Yet he’s delusional enough to think her messages might mean something. That this video dedicated to him means something.

Of course, it doesn’t. Everything about his conversations with Honey is transactional. It’s part of her job. That’s it. Nothing more. You’re not special.

But fuck, does it make his cock hard thinking this is all for him. Well, this is for him. The title of the video says so. With her legs spread nice and wide, Anakin can see how wet she has become from the vibrator on her clit.

Stiff and dribbling precum on his belly, Anakin wraps his long fingers around his equally long shaft. He swipes his palm over the tip to lubricate the rest of his dick. Honey has now turned off the vibrator and grabs the dildo. Despite its playful color, it’s a formidable size. A similar 7 inches to Anakin’s cock, she opens her mouth and the tip disappears. Then a little bit more… and a little more… until she’s gagging. She pulls it out of her mouth with a loud gasp. Messy strings of saliva fall on her chin and chest.

“Fuck,” she breathes. “I love choking on your cock. Feeling it so deep in my throat until I can’t breathe.”

This sends a jolt through Anakin’s whole body. His cock lurches in his hand and he knows all too well that his hand will simply not suffice tonight. He pauses Honey’s video and reluctantly gets off of bed to retrieve his Fleshlight from his hidden stash in the closet. Usually, his hand does just fine. He’s used to it by now. Being a single dad in his early forties and the CEO of his own company, he doesn’t have time to go on dates. He has one woman on his rolodex of hookup numbers and even then, he doesn’t contact her often. Usually it’s her who needs him. He prefers it that way, anyway.

Anakin returns to his bed with the barely used Fleshlight in hand and immediately resumes the video. Honey continues to give the dildo a blowjob, making Anakin ache for it to be his cock in her mouth. He can only imagine how warm it is. How he’d make her relax so he can shove his entire length down her throat. How she’d sound choking on his dick and not some pink toy.

Again, she holds it in her mouth until her lungs are screaming for air. Anakin ruts his hips up into his fist. He’s waiting to use the Fleshlight until she puts the toy in her cunt.

Which is right now. She lines the tip of it to her opening, pushing the head in teasingly before removing it and dragging it along her folds.

“Have you been good today? Do you deserve to fuck me?” The seductive nature of Honey’s voice is so familiar to Anakin, yet every time dirty talk drips from her lips, his spine tingles.

“Please, Honey,” Anakin whispers, hovering the opening of the Fleshlight over his cock. “Put it in, baby.”

As if obeying his command, Honey pushes the toy into her hole. At the same time, Anakin lowers his own toy onto himself. The tight Fleshlight sucks in his dick and it damn near has Anakin’s eyes rolling to the back of his head. He’d forgotten what it feels like… how similar yet different it is to real pussy. Fuck, what he would do to have his cock in Honey’s actual cunt. The best he can do is use his overactive imagination.

Honey is thrusting the dildo in and out of her and soft moans fill Anakin’s ears. He yanks the Fleshlight up and down—a lazy way of using it, he knows— but it does the job. “That’s it…” he breathes. His heartbeat is racing impossibly fast, chasing down an orgasm that is going to arrive far too soon. “I fuck you so well, don’t I, Honey?”

“Mm…” she whimpers, pushing the toy deeper and further into her. “Your cock’s so big… fills me up so well. Feels so good!”

“You have no idea how good I could make you feel,” Anakin growls. In his mind she’s on her back, just as she is now. Her knees are pushed up to her ears and Anakin is thrusting into her tight hole to no end. He’s so deep, he can see himself in her stomach. He kisses her, finally tasting her on his own lips. Their tongues are doing a dance, his fingers are on her clit for maximum pleasure. And she’s screaming his name. She can’t believe how good he fucks. How he, at 42 years old, can last as long as he has. “I’m not fucking geriatric,” he’d say. He’d make her cum at least twice before he does, just to prove a point.

Honey then takes the dildo out of her cunt and brings it back up to her mouth. Anakin removes the Fleshlight. She hollows her cheeks around it whilst reaching for the vibrator. She turns it back on and returns it to her clit. Her toes curl at the sensation and a moan is muffled by the cock in her mouth.

“Let me hear you,” Anakin encourages, no matter how silly and pointless it is to do so. “Please, Honey. I love hearing you moan.”

She takes the dildo out of her mouth to announce that she’s going to cum. “Oh, fuck. Fuck!”

She’s squirming on the bed, mouth shaped in that glorious ‘O’. As her orgasm rattles through her body, she keeps the vibrator on her swollen nub and returns the dildo to her pussy. Anakin follows suit and sheathes his cock once again, thrusting his hips up to the speed Honey is fucking herself.

“I hope you…fuck, that feels good,” she is interrupted by her own pleasure. It’s her authenticity that Anakin adores and enjoys the most. It never feels like she’s performing. “I hope you’re making yourself feel as good as I feel. Are you fucking your hand? Your mattress? A pillow? I bet you wish you were in my tight cunt. Don’t you?”

“Yes,” Anakin breathes. He is on fire now. He’s not sure the coil in his belly could get any tighter. He’s going to cum soon and Honey hasn’t even squirted yet. There’s five minutes left of the video. “You wouldn’t believe—ah, fucking hell— wouldn’t believe how badly I want to fuck you.”

“I’m gonna squirt! Oh my God…please cum for me. Cum while I squirt for you!” Honey removes the dildo as the clear liquid sprays from her cunt. Anakin abandons the Fleshlight and takes over with his tried and true hand. He’s pumping quickly, he’s mesmerized by Honey and how she squirts a little more each time she puts the dildo back inside of her and pulls it back out. Her back is arching off of the bed as she drops both toys and cums one last time.

Anakin is cumming now, too. His sack twitches up toward him while he releases his load on his belly. He stuffs a fist into his mouth to silence his moan. He bites down on his own hand with fervor, and it hurts. He isn’t completely finished when he hears her utter the words ‘last video.’

Wait, what?

He needs to go back. Surely, he didn’t hear her correctly.

“I hope you all enjoyed yourselves while watching. I know I did. This is a bit of a last hurrah for me. I’m starting a new job next week and I just don’t think I’ll have the time to upload, so this might be my last video. Thank you for all of the support over the last three years. I had a great time. Kisses, HoneySuckle.”

And that’s the end of it. Anakin is stunned. He watches her video again. And then once more. There's a lilt to her voice that makes Anakin think she is happy to be done with this. He should be happy for her. But he hangs onto the word ‘might’.

Honey said this might be her last video. Anakin shouldn’t feel so fucking relieved that his favorite OnlyFans performer might still upload videos. What is wrong with him? He has no real connection to her whatsoever yet he feels disappointed by the idea of not having her videos in his life anymore.

Fuck it. He sends her a $500 tip, a little message and goes to wash up.

Panini is pressed against your side, purring contentedly while you stroke his back absently. You’re wrapped in a sherpa cozy in bed while watching The Great British Bake Off. It’s your bedtime show. You’ve probably seen every series at least 3 times, simply because it’s the show you put on to go to sleep. But most of the time, you end up staying up to watch it as if you’ve never seen it before.

Your phone lights up with a notification. You glance at it but immediately do a double take. You grab your phone off of your nightstand and stare at the screen with your jaw dropped.

Skyguy81 sent you a tip!

$500

You pause in the middle of Prue Leith giving her thoughts on someone’s Showstopper. You swipe right to open the message.

That was spectacular, Honey. From the lingerie to the beautiful way you cum. You certainly know how to put on a show. I must admit, I was a bit disappointed to hear that it might be your last video. You are the only performer I watch. I will miss you. I wish you the best of luck with your new endeavor.

And I know what you are going to say. “It’s too much.” It is not. Please accept the tip as a token of my appreciation. You helped me feel less lonely on the days I needed someone the most. - Sky

Why do you feel like you’re about to cry? Sky has been your top supporter since you began uploading videos during COVID. It was just supposed to be a way to make ends meet. To pay off the student loans and any other financials that came up. The tips started off relatively small. $50 here, $75 there. He was the first to give you a $100 tip.

Then, after about a year, he upped it to $200 after each video. Your thank you messages to him turned into conversations. Short ones, never deep or personal, yet you feel like you know him. You feel like…no, it’s silly. You feel like he could be a friend. If you both weren’t hiding behind a screen and fake names, maybe you actually could be.

You begin typing a response.

Sky- I am going to say it anyway. THAT IS WAY TOO MUCH!!! You have been far too generous to me over the years. I don’t deserve it.

He replies in a matter of seconds.

I have to disagree, Honey. I wish I could do more for you.

Like what?

I would take you out to a nice dinner. Perhaps share a bottle of wine while we get to know each other.

Would you take me home after?

Whose home?

Whichever you’d like.

I’d take you back to your house and leave you with a goodnight kiss.

That’s all?

You would like more?

What the hell are you doing? Are you actually flirting with this man? He could be 60 years old and bald! Not that there’s anything wrong with being 60 or bald, but come on. You’re in your 20s. You have to have some limit. You stare at his username. Skyguy81. Maybe 81 is his birth year? So, that would put him at 42. 42 isn’t too bad…

Oh, what the hell. It’s not like you’re actually gonna meet this guy, right?

Well, I might wear something special underneath my dress. Something that I paid for with the money you’ve given me. Wouldn’t you want to see it?

Yes. I would.

What would you do if you took me home?

When you don’t hear back from Sky after thirty minutes, you assume he fell asleep. It is nearly 1 a.m. on a Thursday night. Or is it early Friday morning? Regardless, he probably has work in the morning.

With a rather loud yawn, you decide it’s time for you to go to sleep, too.

Luke and Leia barge into Anakin’s room at 7:30, dressed and ready to go to school while their dad is still fast asleep. He must have slept through his alarm. Luke is poking him in the side and urging him to wake up.

“Alright, I’m up,” he grumbles, scrubbing his hands down his face. “Have you two eaten?”

Leia nods. “Eggos and orange juice.”

“I wanted a Toaster Strudel,” Luke says.

“And I told him we don’t have any Toaster Strudels,” replies his twin sister.

“Yes we do! You just didn’t look hard enough.”

Anakin pinches the bridge of his nose. He feels a headache coming on. He didn’t drink last night, so why does he feel hungover? “Ahsoka ate the last one when she was here on Tuesday, remember?”

“Oh yeah,” Luke recalls.

“Dad, we’re gonna be late for school if you don’t get out of bed,” Leia says.

Anakin checks the time on his phone. Your message from last night is at the bottom of his notifications. He already has five work emails to answer. His calendar pings with reminders about meetings and his assistant’s retirement party. “Bring your things to the front door. I’ll be down in a few minutes.”

In the rush of getting himself dressed, not only does he put on two different pairs of socks but two different pairs of shoes, too. He doesn’t realize this until after he enters the office and Dorothy, attentive as ever, points it out as he’s walking past her desk and into his office.

Dorothy is 74 years old, a widow, and owl fanatic. She has been Anakin’s assistant since he started the company 20 years ago. “Did you get dressed in the dark, Mr. Skywalker?”

Even after two decades of Anakin’s insistence on calling him by his first name, Dorothy continues to defy him. “I overslept,” Anakin answers. “I was rushing to get ready because you know how Leia gets when she’s late to anything.”

Dorothy nods. “Yes, she is the most punctual 9 year old I know. I presume you did not eat breakfast.”

“No, I didn’t.” Anakin opens his emails.

“Why don’t I get you an egg sandwich from Dexter’s after I retrieve a matching pair to one of your shoes.”

“I didn’t ask you to do that.”

“You didn’t have to.”

Anakin cracks a smile. Dorothy has always been two steps ahead of Anakin. She’s been somewhat of a mother figure to him over the years. She believed in him when no one else did. How many people are going to put their faith in a cocky 22 year old with wild engineering innovations? Dorothy was there when his wife passed away and nannied the twins off and on for a few years while Anakin regained his bearings. His heart contracts. He is truly going to miss her. “Do you have to retire, Dorothy?”

“I’m afraid so,” Dorothy replies with a bittersweet smile. “You will be just fine. And I trust my successor will attend to your needs just as well as I have. I picked her myself. I know exactly what you need in an assistant, Mr. Skywalker.”

Did Dorothy just wink at Anakin before leaving his office? What the hell does she have up her sleeve?

Gold and brown leaves dance across the concrete in the courtyard of Skywalker Enterprises. The autumn air bites at your cheeks and you’re thankful you decided to wear a beanie along with your plaid pea coat.

You notice Dorothy’s silver hair before the rest of her as she walks toward you with two cups of something hot in her hands. “Good morning, Y/N.” she hands you the cup.

“Good morning, Dorothy,” you reply with a smile. You lift off the lid to smell the contents. The steam tickles your nose before recognizing the warm spices of Chai. “You remembered my drink order?”

“Of course.” Dorothy sits across from you. “I trust you went over the files I sent you regarding Mr. Skywalker? How are you feeling about the job?”

You take a meager sip of your Chai latte. It’s still too hot to drink. “I read all of them at least three times. He doesn’t seem too high maintenance.”

“Far from it,” Dorothy replies.

“But…” you begin, wondering if you should even mention it.

“What is it, dear?”

“I just find it a little strange that I haven’t met him. I would’ve assumed he’d be part of the hiring process. Isn’t it important we get along?”

“Oh, don’t worry about that. Anakin gets along with everyone! He’s a charmer,” Dorothy sips on her drink. “He entrusted me with finding a replacement for myself because I know him better than anyone. I know his needs better than he knows them. And you, my dear, have shown you are more than capable to take over. Your references spoke very highly of you.”

Right. Your references— one of which was your best friend who pretended to be a famous influencer who you “assisted” for 2 years after college. The other was a family you nannied for for only 2 weeks while the wife was out of town and the dad thought he could pull off some fantasy of fucking the nanny. The only good thing that came out of it was him telling you he’d give you a stellar reference for your next job. Turns out he wasn’t lying.

“So, I’ll start on Monday? By myself? No shadowing or anything?”

Dorothy nods. “I will officially be retired by 5 p.m. today. After which, Mr. Skywalker is yours.”

Don’t you wish. You’ve seen photos of him in Forbes. It’s an understatement to say he’s handsome. And it would be a lie to say you didn’t apply for the job because of his looks. By some miracle you were chosen out of hundreds of applicants and hired. You’ve signed the papers already. You’re officially on the Skywalker Enterprises payroll. Of course, you’ll be on probation for 90 days but Dorothy seems confident you’ll be a good fit.

Hopefully you will live up to Anakin Skywalker’s expectations.

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◂ series masterlist ▸ chapter two

#anakin skywalker x reader #anakin skywalker x you #anakin skywalker x female reader #anakin skywalker x f!reader #anakin skywalker fan fiction #anakin skywalker smut #anakin skywalker imagine #dilf!anakin skywalker #dilf!anakin #dilf anakin skywalker #modern!anakin skywalker #modern anakin skywalker #as fate would have it

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luminoustarlight · 5 months

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As Fate Would Have It | Chapter Two

It's your first day of work at Skywalker Enterprises.

◂ chapter one ▸ chapter three

rating: mature | pairing: dilf!anakin skywalker x afab!reader | wc: 3.7k | read on ao3

warnings: swearing, age-gaps, sexual fantasies

The moms at St. Lucas Preparatory School are shameless. Single, divorced, and married women (and some men) alike can’t help but hold their breath when Anakin Skywalker steps onto campus. The dads are intimidated by him and the moms… well, let’s just say the moms have less than school appropriate thoughts about the billionaire.

Anakin detests the end of the year. He hates being involved at the school. He doesn’t want to spend 2 hours of his day off packing meals in a crowded gymnasium with other parents who also don’t want to be there.

He doesn’t want to make small talk or ask about Luke and Leia’s classmates because frankly, he doesn’t give a crap. The only children he likes are his own and he won’t pretend otherwise.

“Mr. Skywalker,” Leia’s teacher, Ms. Clark sighs, “you are the only parent in my class who has yet to sign up for a slot at this year's Cranberry Sauce.” Cranberry Sauce is just the name the school gives the Thanksgiving Drive to make it sound more “fun”.

Anakin gives his children a kiss on their foreheads and sends them through the school gates. Once they’re out of earshot, he addresses Leia’s teacher. “I already wrote a check to buy the damn food. Isn’t that sufficient?”

“Mr. Skywalker,” Ms. Clark repeats with annoyance. If it were up to her, she’d let Anakin donate all of the money he wants in order to keep him from volunteering at school events. She thinks he’s arrogant, stuck-up, and far too handsome for any man to be. So she decides to loathe him since she can’t fuck him. But Headmaster Franklin is adamant Anakin attends the event.

“I really insist that you participate for at least an hour at Cranberry Sauce next weekend. It is important for your children to see you involved at the school. At their school.”

Anakin’s tall and broad stature seems to grow even larger at this statement. How dare this woman insinuate anything about him as a father?

“You think I’m not involved in my childrens’ lives?” Anakin has just enough self-control not to completely raise his voice at his daughter’s fourth grade teacher. Especially since parents are continuing to drop off their kids. “You think I’m an absent father who gives the school money to compensate for my lack of paternal instincts?”

“I didn’t say that,” Ms. Clark answers cautiously. “There is no need to make a scene. I have no doubts you are an excellent father, Mr. Skywalker. I don’t think Leia would be the young lady she is if you weren’t. One hour. That's all we ask.”

Anakin raises an eyebrow. “We?”

“Oh, um, well-” Ms. Clark stammers. Busted. She sighs with defeat. “Headmaster Franklin would very much like to see you there.”

“I’m sure he would,” Anakin replies smugly. Headmaster Franklin wants him there for publicity. Anakin should be more pissed about that than being accused of not being a present parent, but he’s not. He likes his ego stroked every now and then. “One hour.”

“Thank you,” Ms. Clark smiles tightly. “Does 10-11 work for you?”

“Fine,” Anakin waves his hand dismissively as he gets a message on his phone.

Ben Kenobi

Your new secretary is here.

Shit. It’s Anakin’s first day without Dorothy. No wonder the morning has gone the way it has. Between Luke spilling orange juice on his shirt, Leia’s uncooperating French braids, and his conversation with Ms. Clark, Anakin can’t help but fear the change in routine with a new assistant. He types his response.

Anakin Skywalker

Assistant. Not secretary. I’ll be there in 20 minutes.

Ben Kenobi

If you say so.

Ben Kenobi is Anakin’s closest friend. Some might even call them brothers. Ben is fifteen years older than Anakin, married to the mayor, and enjoys fly fishing on the weekends. He’s also Luke and Leia’s godfather. Should anything happen to Anakin, there is no one else he’d trust to raise and watch over his children than Ben Kenobi.

And Ben knows better than anyone that Anakin doesn’t like change. He’s been dreading Dorothy’s last day since she told him she was retiring a year ago. How was he going to find someone as good as her? Someone who anticipates his needs before he does?

That’s why he tasked her with finding her own replacement. He’s just too busy to interview a replacement for Dorothy himself. He wouldn’t know what to look for, anyway. If he doesn’t know what he wants in a woman to date, how is he supposed to know what he wants in a new assistant?

“Mr. Skywalker is not in at the moment. Can I take a message?” You’ve uttered that exact sentence at least seven times since you arrived at the office at 8:00 a.m. Now, as it nears 9:00, you expect to see your new boss very soon.

Each time you hear the elevator ding, you look up with hopefulness at the arrival of the esteemed Anakin Skywalker. What will you say to him? How will you introduce yourself? Will he be nice and welcoming? God, you hope so. You’ve read just about every article, watched every interview, and listened to every podcast he’s done to prepare yourself for the job. The consensus is the same in all of them.

Anakin Skywalker is generous, he’s polite, and generally gets along with everyone— if you don’t get on his nerves. And, according to Dorothy, he’s a charmer.

“Yes, absolutely,” you say while taking notes of the message on a legal pad. Your head is down so you don’t notice Anakin walking out of the elevator. He stops 5 steps away from your desk. His ribs feel like they’re collapsing around his lungs because of that voice. Why does he know that voice?

“I will let Mr. Skywalker know you called as soon as he gets into the office.” You hang up the phone and as you look up, there he is in all of his gorgeous glory.

You actually have to tell yourself to take a breath because he’s even more handsome in person. Faint lines around his eyes represent years of life he lived before you were born. His dark blonde hair is combed back effortlessly and is it wrong that you want to run your hands through it? Yeah, probably. He’s your boss and over twenty years older than you.

“It’s-” Anakin can’t even say more than that because holy fuck. Is he dreaming? He squeezes his eyes and then opens them, only to see you now standing with your hand extended to him. “It’s… you.”

“Um, yes,” you say while awkwardly returning your arm to your side. “I’m Y/N. Your new assistant. It’s a pleasure to meet you, Mr. Skywalker.”

“I- um, yes,” Anakin clears his throat. Christ, that wasn’t even a sentence. “I need to take care of something,” he says on his way towards his office. “I am not to be disturbed until I come out. Do you understand?”

“Y-yes. Yes, sir,” you barely answer before Anakin’s office door is shut violently. Well, that certainly wasn’t the introduction you were expecting or hoping for. You’re starting to think not meeting him beforehand was a bad idea. It honestly should’ve been a red flag but Dorothy insisted it was fine.

It doesn’t seem fine.

And things definitely aren’t fine. For Anakin, that is. To say he’s freaking out is putting it lightly. He paces the length of his office, shoving his fingers through his hair and muttering to himself. “It can’t be. There’s no way it can be her.”

Maybe he’s hallucinating. Maybe he’s having an incredibly vivid dream where his favorite OnlyFans performer, who he has known as HoneySuckle for the last three years is his new assistant. What did you say your name is? Anakin couldn’t hear you over the erection that was forming in his pants because he knows your voice. He’s cum from your voice alone. He’s cum because of you so, so many times.

This can’t be happening.

He’s never seen your entire face but he knows it’s you. He’d recognize your lips in a police lineup. He hears your voice in his wet dreams. He just knows it’s you.

And the fact that he has a hard-on is a problem. A problem he wishes you could take care of but you can’t because now you work for him and he’s your boss. This is all so, so wrong.

Anakin doesn’t so much sit on his leather chair as he does collapse into it. This was never supposed to happen. Yes, he has dreamed about meeting you on more than one occasion. He’s thought about telling you who he is during your countless direct messages so many times. He’s thought about using his infinite resources to find out who you really are on more than one occasion.

But he always concluded that it would be so insanely wrong and borderline creepy if he did that. You were always supposed to remain a fantasy. Just a nameless woman on a screen who doesn’t live in the same country, state, or city as him.

Yet here you are— sitting outside of his office, taking his calls, calling him Mr. Skywalker and being even more beautiful than he could have imagined.

You are no longer the woman on his tablet spewing filthy words as you make yourself orgasm. You’re tangible. You have a name- although he can’t remember what it is. He replays the interaction over in his head. The feeling he felt when he saw you was reminiscent of seeing his wife walk down the aisle at their wedding. He was a blundering mess then, just as he is a blundering mess now.

He doesn’t even want to think about your first impression of him. He’s supposed to be Anakin Skywalker for crying out loud! The suave, handsome millionaire who has the ability to make men cower and women fall to their knees. The embarrassment he feels from that interaction is enough to subdue his hard-on. He pours himself a bit of Bourbon, shoots it back like it’s a normal thing to do at 9 in the morning, and prepares to reintroduce himself to you.

Anakin smooths his hands down his slacks before opening his door. As his eyes are magnetized to you, his heart starts beating irregularly. Get a fucking grip.

You stand attentively when you notice Anakin walking towards you. Worried you made a terrible impression on him, you wait to speak. But Anakin doesn’t say anything either and now he’s standing in front of your desk, all tall and lean and smelling like Cedar and Whiskey. He’s looking at you with an expression you can’t read. Did Dorothy tell him anything about you? Or did he go into this just as blind as you did?

His eyes seem to dance all over your body which makes you feel like he’s studying you. Or criticizing every single thing about your appearance. From your simple burgundy dress to the pearl studs you bought with some of Skyguy81’s most recent (and overly generous) tip.

Finally, because his gaze on you was becoming too much to bear, you are the one to talk first. “Is there something I can do for you, Mr. Skywalker?”

Yeah, you can remind him of your name for starters. “Do you have messages for me?” is what he asks instead.

“Yes,” you answer, picking up the pad you’ve been scribbling notes on for the last hour. “Rex sent over the final schematics for the 0525 project that needs your approval by 3 p.m. today in order to begin production. Mayor Kryze’s office called about the upcoming Gala in December and wanted to know if you would be in attendance. And if so, how many tickets should they reserve? Oh, and someone from St. Lucas Preparatory School called to let you know that your son ripped his pants and needs a new pair brought to school because they don’t have any new pants in his size.”

Anakin taps his index finger on your desk while he listens to you. He barely registers anything you say because it’s really hard to hear your voice without getting aroused. It’s hard even looking at you without automatically picturing you naked. There’s not an inch of your skin he’s never seen. Well, except for the top half of your face which now, of course, he has seen. And God, does he love what you have to offer.

You’re still relaying messages but suddenly you’re bent over your desk, gripping the edge of it with pale knuckles as Anakin slams into you over, and over, and over. He’s making you yelp his name so loudly the whole building can hear you.

“Mr. Skywalker?”

Anakin snaps back into reality where you’re still fully clothed and definitely not moaning his name. “What?” comes out a little harsher than he intended. And he immediately regrets it when he sees you visibly shrink right before him.

“What- what would you like me to tell the Mayor’s office?”

Anakin has gone as a bachelor to the last two Christmas Galas. Ben stays close to Satine the whole night and he really doesn’t see the point in asking a woman he has no interest in to be his date. Plus, going alone lets him leave the party with whomever he wants or to call it a night and go home early to watch ELF and drink peppermint cocoa with his kids.

“Have them put me down for 2.”

You nod whilst making another note on the pad. “And what about your son’s pants?”

“Did they say where he ripped them?”

“Right down the middle,” you answer.

Anakin shakes his head. “Oh, Luke,” he mutters to himself. “Alright, I’ll go home and get him a new pair.”

“Icandoit,” rushes out of your mouth.

“What?”

“Sorry, my mouth moved faster than my brain,” you reply, hoping Anakin will find it endearing instead of annoying. “I said I can do it. I don’t mind. It’s my job, isn’t it?”

Anakin opens his mouth but doesn’t say anything. Yes, technically it’s your job to do this sort of errand. But Anakin doesn’t want you going to his house alone, sifting through his son’s drawers, and bringing him new pants to his school.

Primarily because he’d much rather you be in his home under different circumstances.

“We’ll go together,” Anakin decides against his better judgment. “I’ll drive.”

So, Anakin definitely didn’t think things through when he said he’d drive.

In what world did he think sharing a close, confined space with you was a good idea? This whole morning has been a cluster-fuck. Honestly. He’s still struggling to wrap his head around who you are. When you announced Squirting for Sky was going to be your last video, he thought what a devastation it would be to not look forward to your videos every week. Who would’ve thought you’d be the one replacing his dear old assistant the very next week? The odds of it all are overwhelming.

But isn’t this what he’s always wanted? The opportunity to meet you? To know your name and know you personally? Every wish of his has been granted— except for the fact that he is your boss and you are technically his subordinate. He says technically because Dorothy always felt more like family than an employee.

You could be family.

You could be so much more than his assistant.

Oh, Jesus Christ, Anakin. Be reasonable. She’s your employee. She’s practically a kid.

Anakin looks over to you for the first time since getting in the car. You’re pressed against the side of the passenger door, knees angled away from him and arms crossed over your chest. “Are you cold?”

“Oh,” you say, looking at him with a tentative smile. “A little.”

“You should’ve said so,” Anakin turns on the heater and your seat warmer. “My kids call seat warmers butt toasters. Let me know if your butt gets too toasty.”

You have to bite your lip to keep from laughing.

There’s an awkward pause as Anakin realizes what he just said. He absolutely cannot think about your butt any longer than he has to because we all know how that will end.

(A hard cock, in case that wasn’t clear).

“I mean, uh- shit,” Anakin briefly closes his eyes to compose himself. Let me know if your butt gets too toasty?

“Just turn it off yourself if you get too warm.”

Do you make him nervous? No way. You decide to let it go. “Kids? Plural?”

“Yeah.” Anakin drapes his right arm over the center console and taps his fingers against the gear shift. Long, dexterous fingers at that. You have to look away before you start thinking about something completely inappropriate of your boss. “I have twins. A boy and a girl. Luke, he’s the silly one. Right now he’s big into archeology. He’s also pretty clumsy, hence the rip in his pants. And Leia, my daughter, she’s far too serious for any 9 year old to be. She says she wants to be a senator when she grows up.”

This is the longest you’ve been able to look at Anakin without feeling your cheeks burning. Now, they’re just hot because of the heater blasting in your face. “You light up when you talk about them,” you say. “You must love them a lot.”

“More than anything,” Anakin doesn’t hesitate. “Here we are.”

You should’ve been paying attention on how to get to his house from the office. Surely, you’ll be running these errands on your own if things go well with your employment. Oh, well. That’s what the Maps is for.

Anakin’s house is a stunning Eichler. It looks straight out of an Architectural Digest cover. The lawn outside is perfectly cropped and perfectly green but littered with a soccer ball, football, a baseball bat and whiffle balls. You wouldn’t have pegged Anakin for a mid-century modern kind of guy. You would’ve thought he’d opt for an insanely modern, sterile house.

As you walk through the atrium and into the main body of the house, it’s clear it is a family home. Anakin uses his foot to sweep his kids’ shoes out of the way so you don’t trip over them. “Sorry about the mess.”

“It’s okay,” you shrug. Anakin’s house isn’t even all that messy. It just looks like a home. There are so many pictures on the walls, it would be impossible to look at all of them in one go. One in particular, though, catches your eye. It’s the largest out of all of them and the only one in black and white. A significantly younger Anakin is at the bedside of who you presume to be his wife with two bundles of babies in their arms. They are both looking down and smiling. His wife was stunning. They definitely made an attractive couple.

It’s not lost on you that there are no other pictures of Anakin’s kids with their mom. He’s only spoken about his wife’s death in one interview, about a year after her passing. If you remember correctly, she died shortly after the twins were born.

You can’t imagine the kind of pain and heartache Anakin must have felt losing his wife. You don’t know what it feels like to experience that kind of grief. You want to tell Anakin you’re sorry for his loss, but what good will that do? Is there any consolation in that at all?

You’re still looking at the photo when Anakin returns from Luke’s room with a new pair of tan pants. You can feel his presence right beside you and the silence is louder than words.

He shouldn’t have brought you back here. It’s only your first day and you’ve already seen too much of his life.

“Let’s go,” Anakin orders. You nod without a word and follow him out to the car.

The tension in the air is palpable on your way to St. Lucas Prep. You feel like you’ve done something wrong by simply stepping foot in Anakin’s house. His whole demeanor shifted when he came back to the front room with Luke’s pants. Does he regret bringing you to the house? If so, why? Dorothy clearly laid out your responsibilities to you. Tending to personal matters at Anakin’s house is part of the job. You are not just a professional assistant, but a personal assistant, too.

You can’t stand not knowing why someone is upset with you. “Did I do something wrong?”

Anakin’s grip on the steering wheel tightens. “No.”

Wow, how reassuring. “Okay, then why do I feel like I did something to upset you?”

You’re really pressing your limit with him right now. You’ve only just met 2 hours ago. See, this is why meeting him should’ve been part of the hiring process. You’d be a lot more acquainted with each other than you are right now.

If only you knew how acquainted Anakin is with you…

“You didn’t,” is all he says. But with a twitch of his jaw, you still feel like he’s not telling you the truth.

“Look, Mr. Skywalker,” you begin. “I understand Dorothy meant a great deal to you, and her leaving is going to be an adjustment. But I promise you I am capable of this job. I’m never late, I’m up late all the time so if there was anything you needed, I’d be able to fulfill it. I love kids, I’m a hard worker and I would really appreciate it if you gave me a chance before making any decisions about me.”

“You’re right,” Anakin says. “I’ll give you a chance.” But he’s already made up his mind. He doesn’t have to ‘give you a chance’ to know that he wants you. He is crawling out of his skin with how badly he wants you. And he knows it’s wrong, probably immoral, but he really doesn’t care. Because now that you’ve been inside of his home, the boundary that should exist between him as your boss and you as his employee feels impossibly blurry.

◂ series masterlist ▸ chapter three

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