hellishjoel - Tumblr blog

hellishjoel · 1 month ago

Text

sugar coated, lies unfolded

pairing: CEO harry castillo x exec. assistant f! reader

summary: you try to stay away, to do the right thing, but somehow, you end up back in your boss’ bed... well, your boss and his wife’s bed.

part 1 here

tags/warning: +18, mdni. f! reader. harry castillo is 48 and married. reader is 25 and has a boyfriend. age gap. cheating. f!reader. partners dissing. oral sex (f! receiving). unprotected piv. anal fingering. she does stuff to him while his wife is on the phone i’m sorry.

w/c: 10k

Someone is talking about the ripple effects of the Forbes cover on New York’s business scene, explaining how the new feature on Harry Castillo will influence decisions made by investors and agents, especially now that Castillo & Co. is expanding operations in Asia.

“It’s an unbelievable feat to be on the cover of Forbes twice in just twenty months,” the public relations manager is saying.

You jot down the word unbelievable on your iPad before the rest of the sentence drowns in flashbacks from the night before, flooding your brain like quicksand made of memories, tastes, and touches.

You shift in your chair, wishing you were anywhere but a conference room at eight-thirty in the morning, and your gaze, though fixed on your tablet screen, starts to blur around the edges.

Between your legs is tender, deliciously sore in all the right ways after being claimed by the thick length of Harry until almost two in the morning, when he finally dropped you off at home.

You didn’t even make it to the bed in his Lenox Hill apartment. You had sex on the white oak floor in the living room, on top of a blanket, desperate, and everything on you is sensitive today.

You slept with your boss. You actually slept with your boss.

God. Harry has such a filthy mouth.

Someone calls your name.

“Do you think he’d want that?”

Your eyes meet those of Harry’s personal PR manager, who has one brow raised. You like her. She’s sharp and direct and doesn’t have time to waste, a trait that’s written all over the look she’s giving you now.

“Sorry, I didn’t catch that,” you admit. “What was the question?”

An impatient sigh.

“I asked if you think Harry would want to talk about his career journey.”

“No,” you say immediately. “He covered that in the last interview, and he’ll kill someone if he has to answer the same questions again.”

The intern to your left scrambles to erase something from her own iPad.

When you leave the meeting, it’s settled that Harry’s next interview will be with Forbes, set to be edited and published on a rush schedule. Now you need to inform him, schedule the interview, send ten thousand emails.

You press the elevator button and wait. When the doors finally open on your floor—Media, Marketing, and Advertising—there are three people inside, and your boss is one of them.

Your first instinct is to stay put, but one of the men is holding the door open for you, and Harry is looking at you with an unreadable expression. Everyone knows the two of you get along well, so you can’t exactly not step in.

“Good morning,” you say as you enter, greeted politely by the other two men. You stop beside Harry, both of you facing forward, side by side. “Good morning, Harry.”

“Morning.”

His tone is polite and to the point, as it always is when other people are around.

The doors close. The elevator screen shows stops on the fifth and seventh floors before heading to the fifteenth, where Harry’s office is. Background music resumes while you focus on breathing mechanically, because even that feels too tense right now.

Is he thinking about how he practically begged to come inside you twice?

The elevator stops. One of the men steps out, exchanging good mornings.

At some point last night, he brought up your boyfriend while he was still inside you, and you wanted to kill him for it, because your body was torn between being turned on by the wrongness of it all and feeling sorry for your partner, who was probably asleep at that hour, completely unaware of how his name was being dragged through the situation. But then the irrational possessiveness bug bit Harry and he made you admit your boyfriend didn’t fuck you nearly as well.

The elevator stops again. The last person exits, leaving just you and Harry in the confined space. The music starts up again.

Harry speaks first.

“Did I hurt you?” he asks quietly, still looking ahead.

“What do…” you start to say, then remember how, toward the end of the night, you told him you were so sensitive between your legs, something Harry then soothed with his own tongue. “No, you didn’t hurt me.”

“You complained.”

“I made an observation,” you clarify. “Because it’s true. You and my boyfriend are different. And with you, it was hours.”

He says nothing.

“We said we wouldn’t talk about this at work,” you remind him. “Last night didn’t happen.”

The doors open on your floor, and Harry, without addressing your last comment, holds them open for you to exit first. You both begin walking to your respective places — your desk, his office — and you slip back into your executive assistant persona. The one who doesn’t know what his sweaty skin smells like, how his kiss tastes, or the sound of that deep groan when whispered into your ear.

“I need to talk to you about the Forbes interview,” you call after him. “Can we schedule a meeting at three?”

“Yes. Put it on the calendar, please,” he says without slowing down or looking back.

He enters his office and shuts the door behind him, which means: do not disturb.

So you don’t.

You and Harry are good actors. That you gotta admit.

For the next three weeks, nothing happens. He’s your boss, you’re his assistant, and that’s the only dynamic that exists between you. The world keeps spinning. And you don’t get fired, which was a very real possibility in the mental report you filed the morning after that night.

You start arriving earlier so you don’t have to stay late, which means you don’t have to be alone with him. Harry stops sending cryptic messages about his meetings. He also stops emerging from his office when you walk in wearing the red dress he once said he loved.

Three weeks later, on a Friday at four p.m., Harry steps out of his office and walks over to your desk.

You look up from the Excel spreadsheet where you’re logging his personal expenses and ask politely,

“Can I help you, Harry?”

“Are you going to the cocktail party?”

He’s talking about the Castillo & Co. event tomorrow night, celebrating the release of the Forbes issue featuring his new interview.

“Yes, of course. Do you need something?”

“I need you to come with me to the tailor and take the suit to my apartment. I’ve got something at six, won’t have time to go back to my house.”

“Okay. Now?”

“Now.”

You nod, like the good assistant you are, and save the file before shutting down your computer.

In silence, you both head down to the parking garage and slide into the back seat of Harry’s car. His driver is already behind the wheel. Harry immediately crosses one leg over the other, foot bouncing, and pulls out his phone. You turn toward the window as the car leaves the underground lot.

This is the first time you two are in a car together after that night, that had felt so different.

Harry had dismissed the driver, so he was the one behind the wheel. The silence back then was heavy with anticipation, tension, and the electric certainty that something was going to happen. When he stopped at a red light, he leaned across the console to kiss you and slid a hand under your skirt, pressing against you through your underwear in a way that made you feel completely, undeniably his.

You squeeze your thighs together and close your eyes, steadying your breath.

The moment shatters with the sound of your phone. You glance down and see “baby” on the screen — your boyfriend. You’d asked him to call to plan dinner.

Shit. Perfect timing.

“Hey, babe,” you say softly. In your peripheral vision, you catch Harry’s foot stilling. Your boyfriend is cheerful, loud enough that Harry can probably hear every word. He asks if you’re still at the office. “No, I’m heading to the tailor with Harry, then I’ll go straight to your place. Is that okay?”

He says it is. Says he bought a special bottle of wine because the pink label reminded him of you—your favorite color—and the ache in your chest tightens.

“You’re so sweet to me,” you say, and maybe it’s just in your head, but your voice sounds too guilty. He tells you that you deserve it. You don’t know what to say, so you ask, “Do you want me to pick anything up for dinner?”

He says no. Says he just wants one thing from you. You lower your voice.

“What do you want?”

The car is dead silent. Your phone volume is up too high when he says, “I want you on the kitchen counter, wearing nothing but your panties, while I cook.” That’s your assignment, he adds.

You let out an awkward little laugh, praying Harry didn’t catch it.

“Deal,” you say. “See you tonight.”

When you hang up, Harry isn’t on his phone anymore. He’s just staring out the window, unreadable.

You arrive at the tailor and the driver opens your door. Harry joins you on the sidewalk and, for the first time in nearly a month, places a guiding hand at the base of your back as you walk inside. He used to do that all the time, but apparently that kind of touch was banned after what happened between you.

The receptionist greets you and leads you to one of the private fitting rooms. Three of the walls are mirrors and two velvet couches sit in the corner. There’s a tray with water and candied orange peels, and, In the center of it all, is the raised circular platform where Harry usually stands during fittings.

She shows him the suit, neatly arranged on two hangers, and tells him to try it on. Then she leaves, shutting the door behind her.

You head straight for one of the couches, which makes Harry’s hand fall away from your back.

“Want me to wait outside?” you ask, out of habit, as you sit down. You’ve done this a dozen times.

“Nothing you haven’t seen,” he says, pulling off his shoes.

You resist the urge to roll your eyes.

Off comes the blazer, placed on the rack. Then the watch and the cufflinks are dropped into the tray. Then come the buttons—first the sleeves, then the collar, all the way down…

You clear your throat and open your phone, responding to emails, not looking at him.

“So your boyfriend cooks for you,” Harry says casually.

And just like that, you know he heard everything.

Half his chest is exposed. He’s not even looking at you as he untucks his shirt and slides it off, standing shirtless in front of you, wearing only slacks.

“Yeah, he likes to cook.”

“Is it a special occasion?”

“Does it have to be?” you counter, eyes glued to your screen.

“Just asking.”

He unbuttons his pants, and you lock your gaze on your phone.

“Anniversary,” you finally say, which makes you realize that you’ll need new lingerie for tonight.

“What if he proposes again? Will you say yes?”

“Harry,” you say firmly, lifting your gaze now that he’s put on the dress pants. “That’s none of your business. You pay me to manage your life, but that doesn’t mean you get to know everything about mine.”

“I love how passive-aggressive you get when I bring up your relationship. You hate it.”

“I don’t hate my boyfriend.”

“I didn’t say you hate your boyfriend. I said you hate your relationship.”

He starts buttoning the newly fitted shirt, and his tone is so maddeningly casual you feel heat rising in your chest.

“You just want me to hate my relationship so you can feel a little better,” you say, holding your fingers up, barely apart, “just this much better, about the fact that you hate yours too.”

“I don’t need to feel better about it. I know the truth. If we didn’t hate our relationships, we wouldn’t have had sex.”

“We agreed not to talk about it.”

“Oh, that again. Has it helped? Not talking about it has made you think about it any less?”

You lock your phone and set it aside. Adjust yourself on the couch and look directly at him. Your voice stays quiet, but sharp.

“Of course not, but what do you want me to do? I’m in a relationship, you’re married, we have lives, and I need my job. And even if I do think about that night, I can’t do anything about it. So yeah, it’s better to pretend.”

“So you do think about it.”

“If that’s what strokes your ego, then fine, yes. I think about it. There hasn’t been a single damn day since that night that I haven’t remembered it. It haunts me.”

Harry finishes buttoning his shirt, tucks it in, then slips on the blazer. The suit fits like a glove. Every seam perfect, every line flattering.

“I told you I had morals,” Harry says quietly after a beat. “But I put them aside for you. And now, here I am, with none, asking you to keep going.”

Your heart stumbles.

“Keep going what?”

“What started that night in my office. I’m not going to ask you to break up with your boyfriend, and I won’t promise I’ll divorce my wife. I can sign a five-year job security agreement if that’s what it takes to make you feel safe. But I want you.”

“This won’t work.”

“Do you want it?”

What a stupid question. You nearly die a little every day from how much you want him.

But your answer never comes, because the tailor opens the door and walks in, greeting Harry cheerfully.

And now you can’t stop thinking

You think about it as you head to Harry’s apartment to drop off his suit, ignoring the pair of gold hoops on the entryway table that make it painfully obvious he’s a married man. You think about it later, when you go to your boyfriend’s place and undress for him. And even later, in the shower, when you notice the mark he left near your breast while you were having sex.

This has absolutely no chance of ending well, and you’ve never been the kind of person who lets irrational impulses get in the way of your career. But for the first time… you’re tempted.

And the worst part? You can’t tell anyone. Maybe your therapist, but she’ll just say again how unhealthy this dynamic is, and you don’t want to hear that. And you don’t trust her that much with this kind of secret.

You think about it as you get ready for Harry’s cocktail party, aching to see him and hoping for permission to touch him.

Your boyfriend approaches, eyes wide when he sees you in the strapless red gown, and lets out a whistle.

“Are you sure I’m even allowed to be seen with you tonight?” he teases, wrapping his arms around you from behind and kissing your neck. “You look gorgeous. Stunning dress.”

“Harry gave it to me. Well, he gave me the money and his personal shopper bought it,” you say, because there’s no way you could afford a Schiaparelli, and your boyfriend is used to hearing about the things Harry buys you whenever there’s an event.

All so you look presentable as Harry Castillo’s executive assistant, of course.

“Of course he did,” your boyfriend says, rolling his eyes. “Ready?”

When you arrive at Castillo & Co.’s event hall, hand in hand with your boyfriend, you realize that, no, you’re not ready. The decor is tasteful and elegant in shades of fawn, black, and ice white and everyone is in black-tie. At the back of the room, a digital display showcases the Forbes cover. Harry looks amazing in the photo, completely fitting for the role he holds, but the headline reads: From Concrete to the Top of the World.

He must’ve hated that.

“Do we have fancy whiskey?” your boyfriend asks as you start to cross the room. “And shrimp cocktail?”

The questions are rhetorical. Before you can answer, he plants a loud kiss on your lips and heads off toward the food tables. You watch him walk away, wishing he stayed with you, but then a waiter offers you a glass of champagne and you accept. You walk toward the edge of the room, and sip while scanning the space.

People are gathered in polished little clusters, all impeccably dressed and beaming. But there’s a larger group crowded around one person, and the reason is Harry, who’s speaking with ease and commanding the social scene with effortless charm, looking absolutely delicious in a tux.

Your view is partially blocked when his wife appears beside him, placing a hand on his forearm, looking radiant in a white off-shoulder draped gown. Without stopping his sentence or glancing her way, Harry slips an arm around her waist.

She seems to glow under his touch. You understand the feeling, despite the hundred-pound weight settling in your stomach.

How ridiculous, to feel jealous of the wife. You are the wrong one, not her. And how twisted is it that, beneath the jealousy, there’s a flicker of satisfaction because Harry wants you, not just her?

Harry laughs at something one of the men says. He scans the room briefly, and that’s when he sees you. Your stomach twists, and nearly melts, when his eyes sweep over you from head to toe, so subtly that no one else would notice.

Smoothly, he turns back to the conversation, as if his attention had never strayed.

Your own attention is pulled back by your boyfriend returning.

“There’s so much food,” he says, his excitement making you laugh. He laughs too, but insists, “Seriously. It’s insane. Have you eaten?”

You shake your head, and he grabs your hand, guiding you toward the buffet tables. There are a million options, and you let yourself get distracted by them so you don’t start looking for Harry, which doesn’t work, because ten minutes later, he’s the one who finds you.

His wife is with him.

“Darling,” she says, leaning in to kiss your cheek. “That dress is stunning. It’s Schiaparelli, isn’t it?”

“It is,” you reply, and she keeps looking at you like she’s waiting for an explanation. You add, “A loan from Harry, so I wouldn’t embarrass him.”

“It’s not a loan. It’s yours,” Harry says, leaning in to greet you with a kiss on the cheek. His smell, what the fuck. He extends a hand to your boyfriend. “So you’re the boyfriend.”

“So you’re the boss,” your boyfriend jokes as they shake hands. “Nice to meet you, Mr. Castillo.”

“Likewise,” Harry says, though the tone is anything but warm. Then to you: “My PR rep asked for a few photos of us. Can you do that now?”

“Sure,” you reply, accepting his offered arm.

Harry kisses his wife lightly and says he’ll be right back. You do the same with your boyfriend. Together, you walk toward the PR team, and once you’re far enough from the crowd, Harry speaks, eyes still forward.

“Have you thought about it?”

“Do I have a deadline?”

“So you’re considering it.”

That shuts you up. Yes, you are considering it.

“If we were to do this,” you murmur to Harry, smiling politely at one of his business partners entering your field of vision, who’s always courteous to you, “I’d want that job security agreement.”

“I’ll call my lawyer right now and have him draft the contract.”

The conversation pauses as you reach Harry’s publicist—a tall man who always wears eccentric suits, whether because of the patterns or the bold colors. Tonight, he’s in blood-red with round glasses and greets you with a giant smile.

“Stunning,” he says, kissing both of your cheeks. “What an honor for Harry to be seen with such a beautiful woman.”

You shoot him a look.

“Besides Mrs. Castillo, of course!” he adds quickly, and you decide not to check your boss’s face. “Shall we?”

You and Harry pose in front of a wide LED panel bearing the Castillo Construction & Co. logo. He places a hand on your waist without a hint of a smile, and you fall into your executive posture: back straight, polite, demure smile.

Photos are taken with instructions from both the photographer and the publicist. When it’s over, but before you and Harry can step apart, he leans in, under the guise of a polite hug, and whispers in your ear:

“She’s traveling for work tonight. If the answer is yes, you know where I live.”

Then he disappears into the sea of people who can’t wait to be near him.

By sheer luck, you don’t see Harry again during the next two hours you remain at the cocktail party. Your boyfriend indulges in the expensive whiskey, and you sip two more glasses of champagne, but there’s an anticipation humming beneath everything you do, like something is lurking.

Like the night won’t end at your home, in your bed, with your boyfriend.

You leave around nine, and you practically have to guide your boyfriend into the Uber waiting at the curb. He’s nearly unconscious on the ride back to his apartment, just awake enough to walk on his own. You help him inside, stay with him while he showers, and then watch over him as he collapses into bed.

A glass of water and two aspirins on the nightstand. A kiss on the forehead. And then he’s snoring, totally out.

You close the door gently behind you and, leaning your back against it, pick up your phone.

You open your chat with Harry. The last message is a simple “ok” you sent after he asked to reschedule a meeting.

There’s no telling how long you stand there, staring at the screen and imagining a thousand different scenarios, but when you finally type something, it’s:

“Let the front desk know I’m cleared to come up.”

Because even though your name is on the list of people with access to his apartment, the building has strict policies about non-residents after 8 p.m.

Harry replies ten minutes later:

“Done.”

The doorman, an older gentleman who’s always polite, greets you as always: with a gentle tone, a compliment (this time about your dress), and a polite question about whether Harry’s being a decent boss. But you catch the slight wrinkle between his brows, the subtle confusion in his smile. It says: What the hell are you doing here at this hour?

You see the same look from the security guards, and from the person at the front desk. But you lift your chin, square your shoulders, and pretend your reason for being here is purely professional.

You build a whole story in your mind as you walk across the marble lobby, your heels clicking with each step, just to make it easier to face. Harry needs a report for Monday morning, and he’s paying you overtime for it, but the source documents are physical, and he can’t scan them.

He took them home because he planned to work on them tonight, but the cocktail party took over his evening.

You step into the elevator and enter the code for Harry’s apartment.

And he remembered the report at the event, of course he did, because the partner he’s meeting on Monday mentioned looking forward to the negotiations. So you, ever the good employee, offered to stop by and grab the documents.

The elevator doors close, taking you toward the penthouse duplex, and you shut your eyes, erasing the fake narrative.

Now, it’s just you and your conscience.

There’s no report. No meeting. No overtime. Now it’s just Harry and you, both willingly choosing to do this and hurt your partners in exchange for nothing more than physical satisfaction.

The doors open into the private foyer of the penthouse, warmly lit and lined with framed art. Harry is standing in the doorway of the apartment, barefoot, blazer gone, bowtie undone and hanging loose at his collar.

You take one step forward, leaving the elevator.

“How was the rest of the party?” you ask, trying to sound casual through your nerves.

“Good. They liked the feature.”

You stop a few feet away, feeling his eyes on you. You twist your clutch in your hands.

“We left early because she had to catch the flight,” Harry adds, answering the question you hadn’t asked. “Want to come in? I think I still have some champagne.”

You nod, agreeing, and step inside as Harry closes the door behind you. The long hallway leading into the living room, all decorated in earth tones and golden light, greets you like a witness.

“There are some things I’m assuming based on the fact that you’re here,” Harry says behind you. You turn to face him. “But obviously, I need you to say it.”

“I don’t know if I can say it out loud.”

He watches you for a beat, reading your face.

“Morals?”

“It’s called having a heart.”

He smiles, and it’s far too sensual for the subject at hand.

“Speaking of hearts… what excuse did you give your boyfriend?”

He walks past you, heading down the hallway, and you follow. The two of you move into the living room, and you settle onto the couch, watching as Harry disappears for a few seconds and reemerges with an unopened bottle of Bollinger and two flutes in his hands. He sits beside you, and within moments, the bottle is open and champagne is flowing into both glasses.

You slip off your heels. Harry tosses his bow tie onto the coffee table. And only after you’ve taken your first sip of champagne do you finally answer.

“I didn’t need an excuse. He was asleep,” you say, referring to your boyfriend. “I think he had a lot of whiskey.”

“That’s a shame. He could’ve spent the night with you, but he chose to drink,” Harry replies, settling in beside you as he clicks his tongue. “Rookie mistake.”

“You think it’s exciting to sleep with me because it only happened once and it’s forbidden. After three years, he doesn’t think like that anymore.”

“There isn’t a universe where I don’t find having you in my bed exciting.”

That makes you blink slowly at him, then at the ring on his finger, while the champagne tastes suddenly bitter on your tongue.

He notices where your eyes have landed.

“Does it bother you?” he asks, gesturing to the ring.

You don’t even need to think, which probably bumps you up twenty points on the I’m-A-Terrible-Person scale.

“No,” you say, because it’s true. “Did you feel guilty?”

“Tonight?” you nod, and he draws in a long breath. He seems to test a million possible words before landing on: “No. I didn’t. I was angry at your boyfriend, and then I felt like an asshole for that.”

When you don’t respond, Harry throws the question back at you.

“Did you?”

You take another sip of champagne, gaze fixed on the massive TV mounted across from the sofa.

“I wish I had. It would be easier to deal with all this if I felt guilty.”

Harry reaches over and takes a lock of your hair that had fallen over your chest, twirling it around his finger before brushing it over your shoulder. He does the same with the others, gently moving each strand behind you, letting it fall down your back.

Before anything else, he places his glass on the coffee table beside the bottle and settles into the cushions.

“Come here.”

The way he pulls you brings your body into his, with your back partially resting against his chest and your legs tucked beneath you.

“I usually have answers for everything,” Harry says. “But for this? I don’t.”

You tilt your head just enough to hear the rhythmic beat of his heart beneath your ear, and you intertwine your fingers with his. His arm rests over your right shoulder.

“It’s okay… I don’t need comfort. I’m here because I want to be.”

Harry makes a low sound, like agreement, and presses his hand flat against your chest. He can probably feel the same quick heartbeat under his palm.

He changes the subject because that’s the smarter choice.

“You look beautiful in that dress,” he says near your ear, his voice more intimate now, more private. You close your eyes and savor the sound like it’s dessert. “Everyone was looking at you and envying your boyfriend.”

His hand drifts lower, cupping your breast over the smooth silk of your gown, his touch feather-light. Your skin prickles.

“But I’m the one they should envy, right?” Harry keeps whispering. The dress has a slit that’s just wide enough for him to slip his hand underneath and cup your breast. “I was trying to think of a way to make that obvious.”

“That you’re cheating on your wife with me?”

His soft thumb finds your hardened nipple, and a wave of heat rolls between your legs as he circles it.

“That I got what all those wide-eyed bastards wanted.”

“You’re awfully possessive for someone who’s the other man.”

He laughs, and you feel it more than you hear it, the vibration under your cheek against his chest. You smile, and the smile stays as Harry reaches for the small zipper on the side of your dress and slowly, slowly pulls it down.

The fabric loosens with each inch the zipper drops, and you’re the one who slides the top of the dress down to your waist, exposing your breasts. His hands cover them one at a time, squeezing gently, and you push them toward his palms.

Soon, it’s his mouth on your neck, lips parted over your sensitive skin. You have to tighten your grip around the champagne flute just to keep from dropping it as Harry kisses and bites your neck, his beard scraping and tickling in a way that leaves your whole body weak.

“Turn around and kiss me,” he says, taking the glass from your hand and placing it on the coffee table.

When he leans back into the couch again, you kneel on the seat beside him, just like that first night in his office, and meet his mouth. Harry holds your face with both hands but lets you set the pace, following your movements. And you devour it, because you’ve thought about this too much. His kiss, his taste, the way he leads without ever needing to be rough.

Your mouths part wider, undoing all the restraint that’s built up over the last three weeks. Harry slides one hand down to finish unzipping the dress completely and pushes it off your hips, leaving you in nothing but panties.

You’ve barely thrown the dress to the floor before his hand is already inside your underwear, and your knees weaken. He finds the slickness there and mutters a curse under his breath before sitting up straighter to get a better angle as he rubs slow circles over your clit.

The blood is pounding so hard in your ears that you barely register the phone ringing.

Both of you freeze, breaths and hearts racing. You meet Harry’s gaze, seeking some sort of shelter in it, and he looks back at you, lips red, before glancing toward the coffee table.

Before he can move, you kiss him again. Screw the phone. Harry immediately sinks back into the kiss, and the middle finger still inside your panties traces slowly from your clit down to your dripping entrance. It doesn’t take long before he slips it inside, and you swing a leg over his lap, settling into him.

The phone stops ringing.

Harry moves slowly, probably remembering how sensitive you were last time. He takes his time with just one finger, working you open, making you wetter. Your clit is practically throbbing, and he starts to speak—

—but the words are swallowed up by the phone ring again.

“Fuck’s sake,” Harry mutters, clearly annoyed, pulling his hand from your panties and gripping your waist. With you still in his lap, he leans forward and grabs the phone. You feel his whole body tense beneath you when he sees the screen.

“What is it?” you ask.

“My wife,” he says.

You want to be a bitch and tell him not to answer, to hang up, but you can’t. Even though you know he might actually listen if you said it.

“Answer. It could be important.”

Harry squeezes your waist as you try to move off his lap.

“Stay,” he says, and clears his throat before answering. “Hi, darling. Everything okay?”

“Hey, babe. Why didn’t you pick up the first time?”

You can hear her voice clearly because she’s speaking loudly and because of how close the two of you are, but you stay quiet and still, as if moving might somehow make her see you.

The lie rolls off his tongue effortlessly.

“Sorry. I was on a video call with some investors in Japan. I didn’t see the phone ring.”

You keep your eyes on his as your hand reaches the button on his pants. You undo it silently, then ease the zipper down.

Harry doesn’t stop you.

“I’m at the airport,” his wife is saying. “I upgraded to business class, but for some reason they need you to authorize the purchase on your bank app.”

“That’s strange. They’ve never needed confirmation before.”

With the zipper all the way down, you slide your hand into his underwear and pull out his hard cock. Your mouth practically waters.

“I said the same thing!” she laughs. “I think I’m just going to cancel and try using my own card… Not the joint account.”

Harry opens his mouth to answer, but it’s exactly when you lick your hand and wrap it around him. His jaw tightens and his eyes flutter shut. He pulls the phone away from his face to suck in a sharp breath.

“Harry?”

“I can authorize it from here,” he says into the phone, eyes glancing down to follow the motion of your hand. “Up to you.”

“Hmm… no worries, I’ll just use mine.” A pause. “My flight boards in thirty minutes and you know what I can’t stop thinking about?”

“What?”

You remove your hand from his cock only to quietly slip out of your panties. His gaze drops, devouring the space between your legs, and you sit back down on his thigh, not caring in the slightest if you leave a wet mark on his pants.

She says,

“The way you fingered me in the car after the party.”

Your hands freeze. You raise an eyebrow at Harry, and he gives you a small, crooked smile before replying to his wife,

“You liked that?”

“Mhm. Too bad I couldn’t make you come, too.”

You narrow your eyes and squirm with jealousy. You tighten your grip and focus on the swollen tip. Harry tries to stop you, but you challenge him and keep going, watching his expression break. You want her to hear.

“I didn’t need to,” he manages to say. “That was for you.”

Harry moves the phone away completely, whispering a curse just as her voice returns on the other end.

“But I miss sleeping with you.” Her tone is overly sweet, but there’s a hint of real sadness buried beneath it.

The smile that threatens to curl your lips is cruel and selfish, and you don’t dig too deep into what it means. Probably something about how you’re about to have what she wants. Which is awfully childish, you know that.

But part of you feels for her. That’s what you think as you lift yourself onto your knees, placing one over Harry’s thigh to get the angle right, and guide his erection to the slick heat between your legs.

You’d feel that way, too, if you were married to a man like Harry and he didn’t want you.

Harry leans his head back on the couch, avoiding your eyes. He stares at the ceiling, the knuckles of the hand holding the phone pale and strained.

“Sorry. A lot on my mind,” he says, just as you sink down on him.

His chest tightens in a heavy breath. His free hand clutches your hip, his thighs tense beneath you, a vein in his neck practically pulsing. He’s a vision of self-restraint, and you revel in it, grinding down onto him and biting your lip hard enough to nearly break skin just to keep quiet.

“I get it,” she says. “I just wanted you to know.”

“Darling, I need—”

“Promise me we’ll try harder.”

You lean forward as he stretches you, kissing the side of his damp neck while your fingers work on the buttons of his shirt, your tongue tracing the line of that vein. He shudders.

“I promise,” Harry says, his nails digging into your waist as you begin to rock in his lap, moaning against his skin. “I… I really need to go. Have to finish some documents. But text me when you land, okay?”

You don’t even register their goodbye. All you know is that Harry practically throws his phone onto the coffee table.

“Brat,” he mutters against your mouth as he pulls your hair, tugging off his shirt in one fluid motion. “Can’t believe the phone didn’t pick up the sound of this wet pussy.”

“Lucky you,” you say. “So Harry Castillo isn’t fucking his wife? What a shame.”

He tightens his grip around you and stands, pulling a gasp from your mouth as he slips out of you.

“You’re too old to be lifting like that,” you say, even as your thighs wrap around his hips. “Your physical therapist’s gonna be rich.”

“And you still want this old man?”

You nod, and Harry gives a smug little smile. Men are so easy to please.

He carries you through the hallway into the master bedroom. Your wide-eyed gaze meets his a moment before he sets you down on the enormous, messy bed. One glance to the side and you see the open door of his wife’s closet, purses and heels in view, just before Harry flips you onto your stomach and raises your hips.

You brace on your elbows, spine arching.

Two pillows rest at the head of the bed. One nightstand holds a book, a pair of glasses, and a man’s watch. The other has hand cream, a gold bracelet, a bottle of vitamins, and a pink hair clip.

It’s literally the most intimate part of a couple’s life, and this bedroom embodies that, exactly why you used to think, and agree, it was a line not to be crossed. But not for Harry, apparently, who climbs onto the bed behind you and slides into you again.

Your head drops forward, blocking your vision, fingers clutching the sheets as he sinks in fully.

Harry leans over your back, his fingers finding your pulsing clit, stroking in slow circles that make your whole body melt.

“Harry—”

“Come on my cock and I’ll fuck you.”

You writhe beneath him as his fingers move faster, smaller, tighter circles. You roll your hips forward and back in short, needy thrusts, just enough friction to push you toward the edge.

Your mouth dries, eyes squeezing shut as the tension coils in your belly. When Harry switches to horizontal strokes, rubbing directly across your clit, you come so hard it borders on painful, then dissolves into something warm and all-consuming, like being lowered into a hot bath.

“Just like that,” he whispers against your moans, slowing his movements so you can ride out every last wave. “I’m going to fuck you now.”

You nod, even though your ears are still buzzing. You nearly miss the weight of his body when he pulls back, but then one hand presses between your shoulder blades and the other grabs your hip, and he starts to thrust.

It’s almost too much. You’re still sensitive, your clit sparking with each slap of his balls, but it’s so good. You hear his grunts, low and rough, and you spread your knees wider, gripping the sheets. Your eyes land on his wife’s nightstand at the same moment Harry says,

“This what you wanted? Climbing on top of me while I was on the phone? Almost making me lose it?”

You nod. Harry pulls your left leg, then your right, laying you flat. He lies on top of you, keeping your legs tight between his, and thrusts again.

“Say it out loud.”

He kisses your neck, brushing your hair away. Your skin tingles.

“For a second, I wanted her to hear,” you admit, grateful you’re not facing him.

Harry breathes against your temple.

“Yeah?”

“I wanted her to know that what she wants…” You can’t finish before he speeds up, and you have to grit your teeth. With your legs squeezed together, every thrust hits deeper. “You’re giving it to me. And you’re so, so hard for me…”

There. You said it. This time, you break the rule about not talking about the others. And you can’t regret it, not when Harry wraps a hand around your throat, bites your shoulder, and fucks you, the slap of skin clashing with the wet sounds of his cock inside you, again and again, until he growls a curse.

He pulls out and flips you onto your back. Harry climbs over you, stroking himself, eyes roving over your body—your breasts, the space between your thighs. You touch yourself too, unable not to, watching his face tighten as he gets close.

And when he comes, it’s on your belly, whispering your name as the hot ropes of cum cover your skin.

“Open your legs,” he says, voice hoarse and skin sweaty. You fold your knees and spread your thighs. “You’re already close again… Look how you’re throbbing.”

This time it’s the tip of his cock that presses against your swollen clit, massaging it, smearing his cum across your skin as he strokes. His softening head glides over you in slow, steady movements. With his free hand, Harry uses his fingers to open you wider, and when he finds the exact spot again, he presses.

Your next orgasm isn’t as explosive as the first, but just as overwhelming. When it hits, you can’t take anymore. You clamp your legs shut and push his hand away.

He gets it. He lies down beside you, pulls you into his arms, and holds you while you catch your breath.

As your senses return, you notice the only light in the room is coming from the open closet. The bedroom is softly decorated, the sheets far too luxurious to have been chosen by a man, even one like Harry Castillo.

“Why did we have sex in here?” you ask.

“Hm?”

“You must have ten guest rooms in this penthouse. Why this one?”

He stays silent, stroking your back.

“Because doing something wrong turns you on?” you ask, turning to look at him. Harry meets your eyes, saying nothing, and his hand goes still on your ribs. “I get it. I think I got wetter when I realized where you brought me.”

Before he can reply, you ask,

“Will you think of me when you’re here with her?”

“I already do,” he says. “The difference is now I’ll have memories. Not just imagination.”

You lean in to kiss him, and Harry welcomes it.

Even so, the two of you sleep in the guest bedroom, because you don’t want to use her pillow or wrap yourself in the same sheets she does.

Harry takes you to the end of the hallway, into a room that seems like it’s never been used, even though the sheets smell like fabric softener.

The bed is bigger than yours, and after a quick shower, the two of you tangle up together, naked, beneath the covers. It’s the first time you’re actually about to fall asleep with him, and he behaves exactly as you expected: he wraps himself around you, throws a leg over yours, and presses you tightly to his body. You’re surrounded by Harry—in your skin, in your sweat, in the sheets, in the house, in the scent that wraps around you.

And just like that, sleep comes easy.

Maybe it’s the unfamiliar space, or the furnace that is Harry’s body, or the emotional chaos, but you wake up in the middle of the night.

He’s completely asleep, his legs trapping yours, and you try to fall back asleep for a few more minutes, but it doesn’t work. Slowly, you untangle yourself from his body and tiptoe out of the room to get your phone, which you’d left in your bag on the coffee table.

You sit on the couch to check for any unread messages, but the moment makes you feel exposed. The champagne bottle and flutes still sitting there give you a headache. You lower the brightness on your phone and go back to the guest room.

Harry hasn’t moved.

There’s a small loveseat by the window, and you curl up there, turning your phone screen back on. The first unread message is from your boyfriend, sent about an hour ago. He’s thanking you for taking care of him. Says you should’ve stayed at his place so he could wake you up with breakfast.

You deserve it for looking after me, he writes and you let out a humorless laugh, because you definitely don’t deserve anything.

There’s a message from your mom, a photo of her, and a few from your friends who saw your picture with Harry on Forbes’s Instagram. You click the link, and it takes you to the post.

Harry Castillo, CEO of Castillo Construction & Co., and his executive assistant, is the caption.

You both look good. You make a striking image.

Harry’s sleepy voice pulls your attention back.

“Can’t sleep?”

He’s rubbing his eyes, propped up on one elbow to look at you.

“Think it’s just the unfamiliar bed. I can’t fall back asleep.”

“That really all it is?”

You chew on your bottom lip, hugging your knees and resting your chin on them after leaving your phone aside. Even though you’re completely naked, you don’t feel uncomfortable around Harry, which is saying something.

“What now?” you ask instead, feeling sorry for him, seeing as he just woke up and is being struck with this emotional turbulence. “Are we something?”

“That was the proposal.”

“We’re gonna have to get really good at lying. You know that, right? At some point, ‘I need to stay late at the office’ won’t cut it anymore.” A headache pulses at your temples. You laugh. “This is crazy.”

“What is?”

“When I started working at the office, I was obsessed with you. I practically drooled when you walked by, watched all your interviews, melted whenever you talked to me. And then you got married, so I made it a point to find someone, or anyone, to date, just to get you out of my system.”

Harry looks at you in a way you don’t like.

“Don’t look at me like that,” you groan, rolling your eyes. “I’m not some virgin girl doing this because I’m in love. You fuck me well, and I like it. That’s all.”

Harry gets out of bed and grabs a pillow. He walks over to you and, without a word, places it on the floor in front of the chair. Then he kneels, and you fall silent at the sight of Harry Castillo on his knees before you, his hair tousled from sleep.

He lifts your left ankle, holding your leg halfway out to kiss from your ankle to your knee, taking his time. The moonlight from outside casts a soft glow over his profile.

You watch, heart pounding.

“I remember your first day at work,” Harry murmurs, sleep-rough voice breaking the silence as he parts his lips to kiss the inside of your thigh. Your stomach twists with nerves and anticipation. “You were wearing a white dress. Your hair was tied up. And you widened your eyes at everyone who came near, like a damn deer.”

Your own eyes are probably wide now as he rests your right leg on his shoulder, stretching your left again to repeat the same trail of kisses. You grip the edge of the seat.

He remembers what you wore your first day, four years ago.

“You came into my office,” he continues, and lifts your left leg to join the other on his shoulders, his face now nestled between your thighs as he places open-mouthed kisses along your skin. “Asked if I needed help with anything specific, and when I told you to sit beside me so I could show you how to open my encrypted report, you tripped over the edge of the rug. In that exact moment, I wanted you.”

He says the last words right before he opens his mouth over your pussy, the heat of his breath making you arch into the chair and clutch his hair.

He looks up at you, mouth still busy, and God… if you could capture a single moment in a photo, it would be this.

You slide your legs off his shoulders just to grab his face and pull him up so you can kiss him. Harry kisses back eagerly, and there’s nothing tender about the way he licks into your mouth. There’s nothing tender about the way he breaks the kiss either just to place your legs back over his shoulders and bury his face between them again. One hand presses down on your lower belly to keep you in place as his mouth seals around your clit and starts to suck.

You hold his face with both hands, pressing him harder against you, watching him, watching the way his cock hardens just from tasting you.

“So good,” you whisper, your fingers on his jaw. “You have no idea how good it feels to have Harry Castillo on his knees for me.”

He doesn’t pull away, but you swear, if he could, he’d be smiling.

What he does instead is lower his mouth until his tongue is inside you. Your eyes flutter closed. Moans echo in the room, along with the wet sounds of his mouth, and you lose yourself in all of it, until his thumb slides inside you. But just as quickly, it leaves, and instead, glides down.

You open your eyes with a jolt just in time to see Harry sucking your clit while his thumb starts circling your other entrance.

It’s different. Strange. Not unpleasant.

“You’ve done this before?” he asks, likely meaning anal.

You shake your head.

“Well, look at that,” Harry says, overly pleased, rubbing in slow circles. “So, in a way, you’re still a virgin. Can I?”

There are very few things you wouldn’t give Harry if he asked.

“Just the finger. Just one. Slowly.”

“Always, baby.”

And he goes slowly.

He waits until you’re melting under his tongue, licking his thumb before returning it to your tight rim and gently pushing in the tip. It doesn’t hurt—not with just the tip—but it’s unlike anything you’ve done, something you never even tried with your boyfriend, even though he asked.

“Relax for me, sweetheart,” Harry whispers. “Breathe. Let me in.”

You don’t know how much time passes before your breathing calms and something in you releases. You feel safer.

Harry plunges his tongue into your pussy and brings his other thumb to your clit, and you’re surrounded by him in every possible way when, slowly, he slips his lubricated thumb into your ass, pulling a deep moan from your chest. The build-up of sensitivity throughout the night, paired with the newness of it all, crashes into you, and you come in his mouth, pulsing around his fingers in both places.

He doesn’t stop, even when you try to push him away and close your legs. Harry keeps sucking your clit harder, and you shake beneath him, overstimulated. He brings you to the edge again with his mouth and hands, and just as you’re about to fall, he stops and tells you to ride him.

You do, on the floor of the guest room. Apparently, you two have a thing for sex on the floor, because it’s rawer, messier, heavier with tension. You kiss the whole time, grabbing at whatever part of him you can reach, and the two of you come together.

Harry, inside you.

You, wrapped around him.

Hardly a word between you.

The next morning, Harry drives you home in his car, without a driver.

You’re wearing one of his T-shirts over your dress, your hair still wet and your face free of makeup, and you probably look ridiculous. A charitable act from the CEO of CCC.

The good news is that the street is empty. It’s still nine a.m. on a Sunday, so there are fewer witnesses to your disastrous state. A few brave souls pass by in running clothes, others look like they rolled out of bed five seconds ago, forced outside by the physiological needs of the small dogs following on their leashes.

Harry parks in front of your building and turns off the engine.

“Too cliché if I thank you for the night?” he asks, leaning back in his seat.

“I’m not going to thank you for the orgasms, because yes, I think that’s cliché, but” you raise your index finger, watching the smug smile take over his face. “solid performance for a senior citizen. Forbes would love to know about the five orgasms.”

“Six,” he corrects, ignoring the comment about the ‘senior citizen.’ “Two this morning. One in bed and one in the shower.”

Oh, right.

“Six,” you agree. “High performance, Mr. Castillo.”

“Glad you approve,” he says. “I suppose I can’t kiss you here.”

You shake your head.

“Not here.” You exchange one last look, entirely charged. “See you tomorrow.”

“See you.” Harry says, and you force yourself to open the passenger door. You place one foot out of the car, but before you can get out, Harry places his palm on the back of your neck and makes you look at him.

“Thank you for tonight and for accepting my proposal.”

You turn just enough to place a kiss on Harry’s wrist and get out of the car, shutting the door behind you.

When you turn toward your building’s entrance, you find another gaze on you.

That gaze runs over you from head to toe, taking in the clothes from the night before, the wet hair, the bare face, and then shifts to Harry’s Mercedes.

A freezing terror takes hold of your entire body, paralyzing you where you stand.

And then your boyfriend’s cold eyes meet yours.

#hellishjoelstbr

3K notes · View notes

hellishjoel · 1 month ago

Text

this is one of those fics that's so amazingly well written, that all you can do is sit back and applaud

you really did your big one on this, agatha, well fucking done! jesus!

when you described harry kissing, I immediately thought of this kiss because - fuck

a prize i’d cheat to win

pairing: CEO harry castillo x exec. assistant f! reader

summary: you fuck your married boss during a late night at the office.

part 2 here

a/n: so… this is like… heavy cheating stuff. if that’s not your thing, then best to stop now

tags/warning: +18, mdni. harry castillo is 48, reader is 25. age gap. cheating. f!reader. partners dissing. oral sex (f! and m! receiving). unprotected piv. creampie.

w/c: 9k

Harry Castillo takes many things in life very seriously.

That’s an essential trait when you're sitting in the executive chair of one of the largest construction companies in the United States: being sharp, meticulous, and systematic is as mandatory as a contractual clause imposing penalties for breach.

But there are two things Harry is even more serious and methodical about.

The first: every single one of Harry’s suits is custom-made by the son of the same tailor who once dressed his father and grandfather. Even if a ready-to-wear suit fits him perfectly, it must go to the tailor, even if it’s just to add a single stitch to the inside pocket.

The second: his wife must receive a gift on every single occasion that concerns her or their relationship.

You keep a calendar on your computer solely for this purpose. Her birthday on June 17th, their first kiss anniversary, the day he asked her out, their official anniversary, the day he proposed, their wedding anniversary, Dalilah the Poodle’s birthday.

Yes, there's even an anniversary for the first time they slept together, on September 19th.

And on all these dates, a gift must be sent to her, signed from Harry. If not, she’ll make his life a living hell, and he’ll spiral into one of those gloomy funks for at least three days: always polite, but with short answers and a stone-cold expression. And you hate seeing him like that.

Despite your color-coded calendars and hyper-organized schedule, it did happen once, but only because you didn’t know there was an anniversary for the first time Harry said “I love you,” which didn’t happen until February 15th, 2020, even though he proposed back on October 28th, 2019. Ever since, you make sure that expensive gifts are sent either to their apartment or to her law office.

Today is the anniversary of their first fight, and you're at your desk choosing between a bouquet from The Bouqs Co. and a pair of sapphire Spinelli earrings. Or maybe both?

The elevator doors open and Harry steps out, immaculately dressed in a navy suit you bought last week. He's on the phone and looks stressed. You raise your hand to greet him, and the tension in his face softens into a small smile, which is his version of “good morning.”

He walks past you into his office, leaving the door open, which means he’ll be back in a moment to give you a proper hello.

Harry Castillo’s office is on the top floor of the Castillo Construction & Co. headquarters. Behind your desk, the company’s initials — CCC — are elegantly embossed in gold on the wall. The reception décor is all rich, dark wood. On the wall panels, desks, and on the frames of the chairs in the waiting area. Gold details on the picture frames, doorknobs, and desk edges offer a refined contrast.

It’s beautiful, but a bit dull, so last year, you convinced him to add two dragon trees near the elevator. It gave the space a touch of life, even if he insisted he didn’t like plants in the office.

In the end, he liked it. You know he did.

Being Harry’s executive assistant for the past four years, since you were a twenty-one-year-old fresh out of college, means you sometimes read him better than you read yourself. Your therapist says that’s not healthy, but you like knowing his routine, especially because you’re the one who plans it. You like being his emergency contact, having access to his passwords and bank accounts, being his legal proxy with signing authority.

So, personally, you think your therapist is mistaken.

Ten minutes later, as you confirm your choice of the Spinelli earrings with Harry’s personal shopper, your boss reemerges from his office.

He’s taken off the blazer, and his white shirt sleeves are rolled up, revealing his expensive watch and strong forearms.

“Good morning,” he says with a small smile, leaning casually against your desk. “Did you have a good weekend?”

And here comes the inevitable truth: you are terribly attracted to Harry, which cannot be healthy. Having feelings for your boss, who gives you tasks and commands, kills any remaining instinct for self-preservation.

But God, how could you not? Everything about him pulls you in. The physical traits, the personality, the mind. His strong arms, neatly trimmed beard and mustache, kind brown eyes, tailored clothes, manners, scent, intelligence.

Just the other day, Harry mentally calculated the average profit margin Castillo & Co. made over a five-year period because the financial report hadn’t included it, and then estimated the net return percentage; all in his head. It was the sexiest thing you’d ever seen.

You’ve lost count of how many times you’ve thought of him while with your boyfriend, fully aware of how wrong that is.

“Good morning, Harry.” That’s another privilege: calling him by his first name, while everyone else calls him Mr. Castillo. “I finished watching Russian Doll on Saturday.”

“Yeah? Did you like it?”

You nod, excited.

“Yes, it’s great. You have to finish it.”

Harry gives a quiet grunt.

“I know… But I get home and just crash,” he says, clearly disappointed with himself. You offer an empathetic smile. “I’ll try harder,” he adds, before shifting topics. “I have a meeting at eleven. Can you come with me?”

“Just a moment.”

You open your planner while Harry watches, and you try your best to focus on the color-coded blocks. You have a meeting with the finance team to review some items for Harry, but you can reschedule.

“I can go.”

“Thank God. I’ll need your notes.”

You tap your fingers against your forehead in a playful salute, and Harry smiles before turning to head back to his office. But before he does, he says:

“I like the outfit. Gray is my favorite color.”

He’s referring to your gray pencil skirt and matching halter-style silk blouse.

“Thank you. And I know.”

He smiles, taps his fingers lightly on your desk again, and heads back inside.

And now you can’t focus on anything else on your morning agenda.

The eleven o’clock meeting is at the headquarters of a partner company just a few minutes from Castillo & Co.’s office. Already in the building’s lobby, Harry walks calmly beside you as you head toward the elevator. You’re carrying the leather folder with your iPad and a notepad for Harry, who insists on handwritten notes.

“Did you see how many plants are in the lobby?” you ask as you both stop in front of the elevator, side by side. His security guard stands just behind you, discreet but alert.

“Don’t start,” Harry replies without taking his eyes off the elevator doors. It’s always curious how his expression changes when you’re in public. “You already put two plants on our floor.”

You find it incredibly endearing when he says “our floor.”

“It’s not enough. I’m still planning to sneak one into your office.”

The elevator doors slide open and you both step in. Harry presses the button for the twentieth floor, and you lean against the glass wall at the back of the elevator as he leans in to whisper:

“And then you’ll swing by HR to pick up your termination letter.”

By the time you reach the twentieth floor, where the meeting will take place, there’s still a slight smirk tugging at your lips.

The receptionist at the main desk takes one look at Harry and immediately stands, adopting a posture you’ve come to recognize as reserved only for partners and high-level associates. You yourself soften your voice and demeanor as part of this same executive persona.

You and Harry are led down a long, white hallway with the sterile atmosphere of a hospital (which you hate) until you reach the meeting room. Harry lets you enter first, his hand resting lightly at the small of your back to guide you in.

Inside the glass-walled boardroom, seated at an oval table, are five men and two women. All eyes turn to you, but quickly shift to Harry as he enters the room, already unbuttoning his jacket.

“Please, don’t get up,” Harry says right away, raising his hand palm-out as if to stop them from standing to greet him. Harry hates shaking hands with that many people. “Don’t mind me,” he adds, scanning the room for a free chair. Only one is available. “We’ll need one more chair. I brought my vice president with me.”

Harry is ridiculous. He always introduces you as his “vice president” in meetings like this because, for some reason, if he says “assistant,” the respect people show you is just surface-level, barely polite enough to keep Harry from getting angry. Bunch of assholes.

Someone quickly slips out to fetch an extra chair, but in the meantime, Harry’s hand returns to the small of your back, guiding you to the only available seat at the head of the table, all eyes in the room following the two of you.

Realizing what he’s doing, you whisper:

“Harry, I’m not—”

“Sit,” he cuts you off with just one word, and it leaves no room for argument.

You obey, sitting in the only chair, while Harry stands behind you. With no other option, you slide into your businesswoman persona, straighten your spine, lace your fingers on the table, and meet the stares of the executives around you.

Moments later, someone wheels in another chair for Harry, placing it beside you.

The room falls silent until Harry, now seated and relaxed, says simply:

“So?”

And the show begins.

The goal of the meeting is to convince Harry to invest in the revitalization of a hotel in Madrid, Spain, currently owned by a chain undergoing judicial reorganization. Their last hope is to reopen the hotel, which has been closed for the past ten years, and Harry’s investment would signal a vote of confidence, seen as there’s no guarantee of return for Castillo & Co.

The chain’s administrator — a short man in a tight suit — is in the middle of a PowerPoint presentation showing 3D renderings of the hotel lobby, complete with bronze detailing, when Harry lets out a dramatic sigh and raises his hand.

The man immediately falls silent.

“It’s a good presentation,” Harry says, and you pause your note-taking on the iPad. “But this isn’t what I came to see. Honestly, I’m not the one you should be showing pictures of architecture and interior design to.”

The silence is so tense you could hear a pin drop.

“So far, not a single reason has been presented to me that justifies why CCC should invest in the Madrid hotel,” Harry continues. “Has no one conducted a financial risk analysis? Or at the very least, looked at the average returns of similar hotel chains in the same area?”

“Mr. Castillo…”

“With all due respect, Mr. Edwards,” Harry cuts in again, “my question is simple: was such a study conducted?”

The administrator opens his mouth, likely to offer another flimsy excuse, but this time, one of the women at the table responds:

“Mr. Castillo, we will immediately arrange for a study addressing those questions.”

“You’re asking for more time?” Harry asks, his voice calm, not the slightest hint of aggression, yet somehow that calm makes it even more intimidating.

The woman, to her credit, is brave enough to admit:

“Yes, we are.”

You glance at Harry. He’s tapping his pen against the leather folder he hasn’t even opened. When he stops, it’s to let out a small sigh, as if being in that room is as irritating as a speck of dust in his eye.

“I started construction on a multi-business complex in Madrid last year, and had the bad luck of launching the first month of works right when construction costs in Spain hit a historic record. 117.6 points on the Eurostat index,” he sets the pen down and laces his fingers together, commanding the entire room with nothing but words. “Even with that spike, the real estate market in Madrid is growing,” he glances your way and says, “Miss?”

Of course you remember. You were the one who researched it.

“Seventeen-point-five percent increase last year alone, with a forecast of another four to five percent this year,” you say.

A flicker of pride crosses Harry’s face — but he stays impassive.

“Seventeen-point-five percent,” he repeats, whistling softly in admiration before turning his gaze back to the group. “That’s a lot. Could that offset the budget blowout we’ll likely face by the end of construction in three years? What I do know is that my contract with the buyers of the complex units includes ongoing monitoring of economic indicators and adjustment clauses, because the project team, who are very competent, accounted for all of that. And I only work with competent people.”

More silence.

Harry concludes:

“I expect a study of that level within one month. If you’re not able to deliver that, I kindly ask that you refrain from sending me any more investment proposals.”

Harry stands, and just like that, the meeting is over.

It’s past 7 p.m. when Harry steps out of his office and walks toward your desk.

Under the desk, you’ve already kicked off your heels, and your stocking-covered feet rest softly on the carpet. Your hair is tied up in a bun that probably looks tragic by now, but the kind smile Harry sends your way isn’t one of someone looking at a disaster.

Then again, his hair looks a little tousled too, like he’s run his fingers through it more times than he should’ve.

“What are you still doing here?” he asks, leaning on your desk. He sounds nothing like the man who tore through a room full of clowns earlier in the day.

“I need to go over the spreadsheet the finance team sent me.”

“They sent it late?”

“No. I’m reviewing it late,” you admit, lowering your voice to a whisper and leaning in like you’re telling him a secret. “But don’t tell my boss or he’ll fire me.”

Harry plays along, whispering back:

“A corporate scandal.”

The grin you flash him is ridiculous, and so is the flush that warms your cheeks.

“Still got a lot to do?” Harry asks. You nod regretfully. “Have you eaten?”

You shake your head.

“Alright. I’ll order dinner for both of us. The usual?”

The usual means the Lasagna della Mama Rosa from Piccola that he always gets on late nights like this.

“The usual. Thanks, Harry.”

He ignores your thanks, as always, and heads back to his office. Halfway there, still facing away from you, he asks:

“Want a ribeye? I’m about to beg for one.”

“Rare.”

You can practically hear him rolling his eyes.

“Obviously.”

Thirty minutes later, you go downstairs to pick up the food, paying with Harry’s card. When you return, you head straight into his office.

Harry is at his desk, eyes fixed on the screen. His tablet shows a few graphs, and beside it, his phone is on speaker. He’s talking to his wife, and you pretend not to hear as you walk to the lounge area in the corner of his office, where there’s a leather couch and a coffee table big enough to fit all the food he ordered.

You slip off your shoes before stepping onto the rug and kneel to unpack the takeout bags on the table.

“...because I told her we’d both go with them,” his wife says over the phone, sounding upset. “I can’t back out now.”

“The problem is that you confirmed without even asking me.”

“I thought, as your wife, I could make one tiny decision for the both of us.”

Your brows lift.

“That’s not the point,” Harry says, calm but clearly tired. “The point is you planned a two-week trip out of the country without consulting me. I can’t reschedule twenty meetings or delay fifty different deadlines tied to the 72 active builds I’m overseeing.”

You walk over to the minibar in the corner and grab two sparkling waters and a couple of glasses.

She fires back:

“You could at least try to spend more time with me.”

“You’re being irrational.”

“You drive me crazy!” she yells. “Always with your robotic tone, your charts, your stats. For God’s sake, can’t you be spontaneous for once in your life, Harry?”

You turn to Harry and start to gesture that you’ll leave him alone, but Harry points directly at the lounge area, more specifically, at the table, silently instructing you to go back and stay there.

“You knew who I was when you met me,” he says into the phone, still looking at you. “And I’m not saying that as an excuse for never changing. I’m saying that you need to think about my work before making impulsive decisions.”

She hangs up on him.

You quietly return to the seating area and sit down on the rug, feeling a bit awkward. Seconds later, Harry joins you, settling on the opposite side of the table.

“Smells good,” he says as if he hadn’t just been in a fight.

“Mhm,” you hum, staring at the lasagna in front of you. The smell of melted cheese makes your stomach grumble, but before picking up your fork, you murmur, “I should’ve asked if I could come in. Sorry for overhearing.”

Harry hands you the container with your steak and opens a bottle of water, pouring it into both glasses.

“You know the passwords to my cards and accounts, the backup clouds for the entire Castillo company. My life’s in your hands. It’s not like I have anything to hide from you.”

It’s so satisfying to hear that. Your therapist is going to have a field day.

“You don’t, but maybe your wife wouldn’t love sharing her privacy with your assistant,” you say, mostly because it’s the right thing to say — not because you believe it.

He shuts that down quickly.

“What about your boyfriend?”

“What about him?”

Harry looks up as he takes a bite of lasagna. You pick up your utensils too.

“Is he okay sharing you with me?”

Your hands freeze mid-motion.

“He…” your voice cracks, so you try again. “He knows how much I value my work.”

“Of course.”

The steak is perfectly cooked, tender and rare. To escape the sudden tension, you put on a little show, leaning back dramatically on the plush Nina Magon rug as you chew a piece of meat.

“This is the best steak in the world,” you mumble with your eyes closed. “I’d work overtime every day if this was the reward.”

Harry lets out a low, amused laugh.

“That good, huh? You’d give up sleep for it?”

You hold up a thumbs-up. His laugh grows.

“You should come in later tomorrow,” he says as you sit back up. “That’s me speaking as your boss.”

“I have an eight a.m. meeting.”

“With who?”

“The marketing team.” You already regret it just thinking about it. “Your personal branding, actually. Someone from Forbes wants another interview.”

“Again?”

“Yes, Mr. Castillo. Again. That’s what happens when you’re running one of the world’s top construction firms at forty-eight.”

“Good line. You should pitch that as the interview opener.”

“I will.”

You eat in silence for a while. You take a moment to admire the New York skyline through the huge windows behind Harry’s desk. He likes to keep the lights dim when working late, and the atmosphere feels perfect. The basil lingering in the ragu, the scent of grilled meat, the view of the sprawling city.

Harry sitting across from you. The two of you sharing dinner, like so many times before, and for a moment, it feels like this could be your actual life.

“I can take care of things if you want to go on that trip,” you say, because apparently, your brain-to-mouth filter breaks down when you’re full.

“I know you can.”

“Why not take a vacation?”

“Because I don’t want to,” he says, and you don’t flinch. You’re used to those answers. “I don’t want to travel with the people involved. She knows that. And I have responsibilities.”

“Got it,” you say, leaning back on one hand. Harry watches you. You notice his rolled-up sleeves, the open collar of his shirt, and decide to confess: “I really get it. My boyfriend wants us to go to Bora Bora at the end of the year with two other couples. I can’t stand them.”

“Really? Why?”

“They go to bed at eight. Their idea of being ‘naughty’ is drinking one glass of wine with dinner. Can you imagine that in Bora Bora?”

“Definitely not. Waste of money.”

You snap your fingers and point at him.

“Exactly what I said!”

“You’d like Bora Bora. Rum, sun, and all the shrimp you can eat,” he says, raising his eyebrows. “Might be worth leaving the friends behind and going with your boyfriend.”

“My boyfriend also goes to bed at eight.”

Harry’s face says it all, and so does his smile. He finishes his last bite, scoots back on the rug with his water in hand, and leans against the couch. You do the same, sitting beside him, both of you stretched out in that familiar silence of people who’ve just eaten well.

“Do you two live together?” Harry asks. You shake your head. “How long have you been together?”

You do the math.

“Three years and two months.”

“Has he proposed?”

Straight to the point, as always. Instead of answering, you say:

“Can I grab a ginger ale?”

“You don’t have to ask.”

You walk over to the minibar, grab the can, and come back, fully aware of Harry’s eyes following you the whole time. As you crack open the can, you answer:

“He proposed at the beginning of the year, but I said no. For now.”

“Can I ask why?”

You shrug.

“I’m not really sure. I think a proposal should make you excited about the future, but I didn’t feel that. I felt trapped.”

“I see.” Harry studies your face like he’s searching for something. “I don’t think I felt excited about the future either when I proposed.”

“You love your wife.”

“Do you love your boyfriend?” he returns.

“I do.”

“Okay, but?”

“There’s no but,” you say. “I love him. I love our routine. It’s comfortable.”

Harry is silent, but his expression says he doesn’t buy it.

“Harry.”

“I didn’t say anything.”

“You didn’t have to,” you reply, shifting to face him. “I love him, but I don’t think I’ve ever been in love with him. No butterflies, no excitement, no stomach-flipping moments.”

“That’s anxiety, not love. Love should be calm.”

“Maybe.”

Silence again. You look out the window. He looks at you.

“I was going to file for divorce last year,” he says suddenly, and it feels like a punch in the stomach. “My therapist told me to wait six months, so I wouldn’t do it in the heat of the moment.”

You’re speechless. He unclasps his watch, slowly continuing.

“I know there’s something wrong with my marriage when I’d rather stay here than go home. I should want to get home to see her. But I don’t. And I know that’s not fair to her either.”

He sets the watch down on the coffee table, next to the empty containers, and rubs his wrist. The hands on the dial show 8:20 p.m.

“I’m sorry,” you whisper.

“Not your fault.”

As he says this, Harry crosses his left arm over his chest to press his right shoulder, wincing slightly.

“Your shoulder okay?”, you ask.

“Pulled something at the gym this morning. Been bothering me all day.”

Before you can even think through the consequences, you offer:

“Want me to press on it a bit? Maybe it’s just tension.”

“Isn’t that a bit outside your job description?”

“I won’t tell anyone.”

Harry smirks and shifts, turning his back to you and giving you space to move closer.

There’s something different about today. You’ve never touched Harry like this before. At most, there were brief handshakes or polite taps on his arm, but now you’re kneeling behind him, pressing your fingers into his shoulder in what feels like the most intimate gesture of your life.

His muscles are rock solid.

“Jesus, Harry. I’m booking you a session with your massage therapist.”

Harry leans forward slightly as you apply more pressure on the tight traps and neck tendon, and for a second, your mind slips to a criminal thought: what he must look like under that shirt.

“Please,” he says, replying to your earlier comment. Then he grabs your hand and places it exactly where it hurts. “Harder, please.”

You press. He lets out a satisfied murmur, and without thinking, your fingers slide under his shirt where it’s already unbuttoned. Warm skin meets your touch, and you feel him stiffen just a little.

“This okay?” you ask.

“Yeah. Keep going.”

You hold one shoulder steady and massage with the other hand under the shirt for a few more minutes.

“If I gave you a raise,” Harry says, “would you become my full-time massage therapist?”

“I don’t even know what I’m doing.”

“And it still feels fucking incredible.”

He never swears around you. Or anyone. Hearing him say that makes the moment feel even more charged. Strangely, it encourages you. You press harder, still behind him, both hands now working the tension from his shoulders.

Then Harry reaches back and takes your left hand. His thumb brushes lightly over your ring finger, and your breath catches.

“There should be an engagement ring here.”

“Maybe.”

“If you get married, would you still work with me?”

“Yeah. I have Stockholm Syndrome,” you say, shifting your position and stretching one leg beside his body. He lets go of your hand, and you go back to massaging, now reaching the base of his neck. Goosebumps rise under your touch. “I could never live without you barking twenty report requests a day.”

“I’m not that bad. I’m nice to you.”

“You are.”

God. His scent is going to kill you.

“You know what the finance team says about us?” Harry starts. You hum, prompting him to go on. “They say you and I are having an affair.”

“Marketing, too. Pretty much the whole company.”

“What? Why?”

Maybe because you turn into a puddle around him.

“Because you pay me more than anyone else,” you say simply. “And I get privileges and people notice. Of course they’re going to think we’re sleeping together.”

“You don’t care?”

“Maybe I’d care if I worked on one of the lower floors. But here? Not a chance. Let them envy me.”

Harry chuckles, shoulders shaking, and rests a hand on your shin, right over the tights. That touch is new too, and, once again, you freeze.

“I know you pay me well because I’m indispensable,” you continue. “Which is very satisfying.”

“So when we stay late working together—”

“Yes,” you answer before he finishes. “They probably think I’m bent over your desk.”

Harry turns to look at his desk. For one second, you both know exactly what the other is imagining.

“Interesting,” he says slowly. “Has anyone ever said anything to you?”

“No. No one’s crazy enough to say anything to the boss’s supposed mistress,” you joke, but the line falls a bit flat, so you quickly add, “According to their little narrative, I mean.”

The awkward moment is cut short by a notification sound from Harry’s computer. You both look toward his desk, and he groans:

“I hope that’s the report from the Chinese investors. They’re three days late.”

He starts to stand, wincing again because of his shoulder, but you place a hand on his arm and get up:

“I’ll check it. Stay put, old man. Even standing up seems like a challenge for you right now.”

“You just got a 10% pay cut.”

You make a “blah blah blah” gesture with your hand and head to his desk, settling into the chair that’s more like a plush couch. On the screen, there’s an open chart, but you quickly move to his inbox.

The latest email is from someone named Yijun, and there’s an attachment.

“You got it,” you say. “Want me to reply?”

“Acknowledge receipt and say I’ll get back once I’ve reviewed the data.”

You begin typing the reply, carefully channeling your best Harry Castillo voice.

Through your peripheral vision, you catch Harry leaving the floor and settling into the leather couch with a satisfied murmur.

“Best regards,” you read aloud, finishing the email. “Harry Castillo, CEO of Castillo & Co Construction. Sent. Done.”

As you minimize the email window, another one pops up. It’s a pre-filled PDF titled “divorce agreement.” You shrink that window as if it had burned your fingers, only to reveal Harry’s personal inbox behind it.

The last message is from his lawyer. You catch a glimpse of the words “as requested,” “speak with her,” “assets,” and “properties” before closing everything immediately.

There’s a knot in your throat as you stand and silently walk back to the lounge area while Harry watches you. He’s left space beside him on the couch, and you settle there, folding your left leg underneath you.

You’re so close that your knee grazes his thigh.

“I sent it,” you say.

“Thanks. You can head home. I’ll stay a little longer.”

“Avoiding your wife?” He doesn’t answer, and honestly, silence is the wiser choice. But you’re not wise. “Can I ask you something?”

“I might not answer.”

“Fair.” You hesitate. “Swear you won’t fire me?” He still says nothing, and you let out a breath, trusting that you won’t be jobless tomorrow. “Is it true you had a thing with the finance manager?”

Harry’s response is a look of disbelief, as if you just told him the strategy department was considering investing in a country undergoing an economic collapse.

“Where’d you hear that?”

“People talk.”

He rolls his eyes.

“Right. And people also say you and I are having an affair, but that’s not true, is it?” If anyone else had used that tone, you’d probably shrink in your seat. But this is Harry. His stress never goes beyond sarcasm—at least with you. “Of course it’s not true. You really think I’m the kind of boss who sleeps with an employee?”

That silences you, and you’re not even sure where this sudden wave of disappointment comes from. It makes you painfully aware of your place in the company. Despite the trust, the passwords, the confidences, in the end, you’re the executive assistant. Nothing more.

“I don’t” you say finally.

He laughs, incredulous.

“Why do you sound disappointed?” he asks. And at this point, you don’t even know what to say, so you start putting on your heels instead, but Harry is faster. “No, no… Hold on.”

“Do you need anything else?” you ask politely, your left foot already in the shoe.

Harry freezes, eyes locked on you, and you freeze too.

“I have my morals,” he says.

“I know that,” you shake your head slightly, as if trying to hear him better. “Sorry, what do you mean by that?”

“I mean I have my morals, and that’s why I’ve never tried anything in here with the one person who makes me want to, especially because she’s my fucking assistant.”

God. You freeze, heart racing. Your mind latches onto the tense of the verb.

“Makes? Present tense?”

His quiet laugh is almost bitter.

“Unfortunately,” he says, settling back into the couch. “My father raised me right. I have morals, I respect my wife, and I care about my reputation.”

You drop the shoe again and turn to him. Your question is clear, firm:

“Even on nights like this one?”

He says your name like a prayer, rubbing his face with one hand.

“Don’t do this.”

That quiet, simple plea brings you crashing back to reality for the thousandth time. You whisper an apology just as softly, pick up your heels again, and before you can put them on, the leather cushions shift beneath you.

That’s the only warning you get before Harry is close behind you, his hand gently gathering your hair and moving it over your right shoulder to expose your neck.

“I have my morals,” he repeats, coming closer. “Don’t you?”

You think of your boyfriend, and how sweet he is to you. Your mind conjures up images of happy moments, trips, dinners, gifts, and you know you can’t just shove those into a box and lock it away for a few hours. That’s not how it works.

But the way your stomach knots with Harry’s closeness shrinks all those memories down like a sheet of paper folded over and over. They’re still there, but small. Insignificant.

“I do,” you say, because it’s true. “But I can live with that.”

“I don’t know if I can,” Harry murmurs the way he always does when something matters, as if tasting the words.

“If you’re just going to feel guilty—”

“I’m not talking about guilt,” Harry interrupts. And then his hand is on your stomach, pulling you back toward him with one decisive motion that makes you gasp. “I’m saying having you just once wouldn’t be enough.”

“Well, it’s going to have to be.”

At the very first touch of Harry’s lips on your neck, your entire body feels like it’s catching fire, every nerve alive with want, your hands clenched tightly on your thighs. It’s as if every hair on your body is standing on end.

“Did you forget I’m the one giving orders here?” he says. “Once isn’t enough.”

“Is that a command?” you challenge.

Harry’s mouth trails down to your throat, leaving open, wet kisses on your sensitive skin.

His fingers glide lightly to your breasts, the tips barely grazing your nipple through the silk of your blouse. The friction of the fabric makes you arch into his touch so slow and torturous it nearly drives you mad.

“If only you actually followed my orders,” Harry murmurs.

“Of course I do.”

“Yeah?” He kisses the corner of your mouth, pausing just to say, “Then get on your knees for me.”

You shift on the couch to face him, and suddenly, it all feels terrifyingly real. The weight of what you’re doing crashes into you like a slap across the face, because he’s right there, wedding ring on his finger and lips still flushed red.

But unfortunately, it’s not enough to make you stop.

“I want a kiss first.”

Harry parts his legs, giving you space, and you rest one knee between them on the couch, moving in closer to sit on his thigh. You run your fingers along his cheeks, his beard, the collar of his perfectly white shirt. It’s the first time you’ve touched him like this, and you’re certain your gaze gives away more than you want, because there’s a softness in the way Harry pulls you closer.

You’ve caught yourself wondering what kissing him would be like, even during office hours. You’ve seen him kiss his wife before, but it was always just polite pecks, the kind of affection acceptable under New York’s high-society scrutiny.

But nothing could have prepared you for how naturally your lips fit together, or how good it feels. It’s even better than you imagined, just like the rush of doing something so wrong, yet so irresistible, precisely because it’s forbidden, and everything you’ve secretly wanted.

Harry’s hands slide to your waist, deepening the kiss, and yours go straight to his hair, already messier now. The moment his tongue touches yours is the same moment his hands slip beneath your skirt, lifting the fabric as they go.

He finds the lace tops of your stockings, held in place by a garter belt. His hands go straight to your ass, gripping tightly as if it’s instinct.

The curse he whispers makes you smile.

“Take off the skirt and blouse. Get on your knees,” he says, cupping your face and pressing one more kiss to your lips. Then, with a whisper: “Please.”

Hearing this man plead is a dream come true, which is exactly why you nod right away and walk toward his office door.

You close it. Lock it. And as you return to him, you unzip the skirt and slip off your blouse, leaving it behind in your path. The air conditioning makes your nipples hard and sends chills across your skin, but Harry’s gaze, now seated deep into the couch with legs parted, more than makes up for the cold.

Next goes the skirt, and now you’re standing before him in just your stockings, panties, and garter belt.

His lips part as he draws in a deep, appreciative breath, eyes trailing slowly up your body. It’s almost as if he’s touching you with his stare. His hand goes to his tie, loosening it as you sink to your knees.

With your hands resting on your thighs, you watch as he pulls the tie off (the one you bought last month) and undoes the top buttons of his shirt. Next comes the belt and then the button on his pants. Harry leans forward slightly, legs still open, and pulls himself free from his boxers.

Despite the curiosity and heat flooding through you, you keep your eyes locked on his until your tongue brushes the tip of his hard cock. Harry exhales sharply, eyes fluttering shut, and there’s a quiet power in watching a man like him unravel — even just a little.

That alone is enough to make you take him fully into your mouth, lips closing around his thick shaft, sinking him deep.

It earns you a low, guttural curse.

Harry gathers your hair in one hand, holding it tight at the base of your neck. You have one hand on his thigh, the other stroking what your mouth can’t reach, and for a few minute, you lose yourself in the weight of him on your tongue, in his taste, his scent, the sounds he makes just for you.

And then just one question slices through the haze:

“What would your boyfriend think, seeing you like this?” Harry asks, his voice so polite it almost clashes with what you’re doing. He pulls your head back, letting his cock slip from your mouth, dragging the tip across your lips like he’s marking you. “On your knees for your boss. Do you suck his cock this well too?”

You narrow your eyes.

There’s probably an unspoken rule about not mentioning spouses or partners during moments like this. The act is already betrayal enough.

But if Harry wants to play that game, you won’t back down.

You rise slightly on your knees, aligning yourself so he can press his cock between your breasts, and you reach for his mouth to whisper:

“And do you get this hard when it’s your wife sucking your cock? Because if you did, you’d probably want to be home right now.”

Harry smiles against your lips and kisses you again as you climb onto his lap, and he remains silent.

“Let’s go all the way,” you say, because you’re far too wet to let this go to waste. “Right?”

“Right,” Harry answers without hesitation. “No turning back.”

“Do you want to?”

He slips his hand into your panties and finds so much wetness that his fingers glide immediately. His answer comes when he lifts the same fingers to his mouth, eyes locked on yours.

That makes you rush to unclip the garter belt and slide off your panties, tossing them aside. Harry gets the message and starts striping off his pants and shirt. And suddenly you’re on your back with Harry’s heavy and sturdy body on yours, skin on skin.

Harry rolls down your stockings in one smooth, hurried motion. You wrap your thighs around his hips.

“I don’t have a condom,” he says, and God, if eyes could beg, his would be on their knees. “It’s not like a married man needs to carry one around.”

“I printed your test results last week. And I don’t have sex without a condom…” you begin—and then add, “…with my boyfriend.”

He gets it.

“Can I?”

“You can.”

Harry doesn’t even glance down as he guides himself inside you, keeping his eyes on your face, your mouth, his own opening bit by bit while sinking into the wetness. When he’s fully buried, you have to shift your hips to adjust to his thick length.

“Just a second,” you whisper, wrapping your arms around his shoulders. He nods, and you take the moment to ask, “Had you imagined this before?”

“I don’t know how to answer that without sounding like a pervert.”

You run your thumb across his eyebrow, studying his features in the dim light of the office.

“Would it make you feel better if I told you I’ve imagined you while fucking my boyfriend?”

Harry raises an eyebrow.

“I want details.”

“Earlier that day you and I were at a meeting. You did some absurd calculation in your head, and it made me wet. So I went home and…”

“Fucked him while thinking about me,” he finishes, smiling. “Filthy mouth.”

When you keep staring at him, silently asking for his turn, Harry sighs.

“Of course I’ve imagined it. Every time we stay late together, or when you wear that damn red dress and walk into my office, and especially when you put arrogant assholes in their place. You drive me insane.”

You reach between your bodies, your fingers trailing along where you’re joined, circling the base of Harry’s cock. He jerks his hips reflexively, breathing out a soft moan.

“And…” you press.

“And sometimes I dream about you and wake up so fucking hard that…” Harry begins to move his hips slowly when you give him a nod. The thrust is deep, slow, excruciating, and he fills you entirely. You almost miss his next words:

“…I wake my wife up and fuck her.”

“While thinking of me.”

Harry grips your hips and covers your mouth with his:

“While thinking of you.”

Your mouths open into a kiss that matches the way he fucks you: raw, urgent, drenched in tension. Every thrust hits something deep inside you, something you’re not sure anyone else ever will again. You cling to his shoulders, resisting the urge to claw at him, lifting your hips to match his rhythm.

You’re soaked, so much it’s nearly embarrassing, and you’re certain Harry’s lap is drenched with it too. As his movements grow more erratic, you slide a hand between your legs.

Harry catches your wrist, guiding it back to his shoulder.

“No, no… You’re gonna come on my mouth later.”

Well. Okay.

Harry shifts to sit back on the couch, one foot planted on the floor, the other tucked under his leg. He pulls you into his lap again, and this new angle makes him reach deeper, every little shift filling you completely. When he's about to come, he grips your waist tightly to keep you still and thrusts harder, driven by your moans, his mouth open against the space between your breasts."

“Can I come inside?” Harry asks, holding you firmly.

“Please.”

He groans, wrapping his arms around you, and just a few more thrusts later he’s pulsing inside you, breathing heavily against your skin. The warmth floods you in a way that makes you throb for your own release.

“Harry, I need to—”

“I know.”

You’re not sure how it happens so quickly, but in the next second he’s back on the couch, and you’re straddling his face. Then it’s his mouth, his lips on your aching clit.

You grip his hair and glance down, meeting his gaze. Your whimper turns into a moan as he drags his tongue along your folds, tasting both of you, and returns to sucking that overstimulated spot.

“Stick your tongue out,” you beg. “Please—”

He does, and you immediately grind against it, whispering Harry’s name over and over like a prayer.

It hits you like an earthquake. So sudden, so intense that your whole body trembles on top of him, and for a split second, it feels like you forget how to breathe. When you come back to yourself, you’re sitting on his chest, and Harry’s wiping his beard with the palm of his hand, a crooked little smirk on his red lips.

You look down at him and say:

“We’re going to hell.”

He wraps his arms around you and sits up, keeping you in his lap.

“I’m an atheist,” he says, kissing your shoulder. “So… okay.”

“Okay.”

“And now?”

“Now,” you say slowly, cupping his face and making him look at you again. “This never happened. We go back to our lives like nothing ever did.”

Harry sighs your name.

“You say a lot of smart things. That’s not one of them.”

You pinch his cheek, offering no reply, and slip off his lap to gather your clothes from the floor. Your stockings, panties, skirt, and blouse. When you return to the couch, Harry’s already pulled on his boxers and pants, so you sit next to him to do the same.

The entire process of getting dressed again is done in silence, and you’re not sure what you feel: shame, guilt, some strange sense of calm… The only thing that doesn’t hit you is regret — and that makes you feel guilty too.

As you’re slipping on your heels, Harry says:

“It’s only nine-forty.”

“Hm?”

“We still have two hours and twenty minutes before the night’s over. And I’ve got an empty apartment about twenty minutes from here.”

You look up at him, and he adds:

“If tomorrow we’re going to pretend this never happened, we might as well make the most of it tonight.”

You know it’s a terrible excuse. You know that tomorrow neither of you will be able to pretend this didn’t happen. You don’t know what comes next, and the ring on Harry’s finger sits like a weight in your gut, but you’re not a good person.

You lied to Harry. Your morals are bent, and even though you’re fully aware of the circumstances, they don’t stop you.

Nothing could stop you from getting what you want. And right now? You know exactly what you want.

“I’ll wait for you in the garage,” you tell him.

#harry castillo x reader #harry castillo #harry castillo imagine #harry castillo fanfiction #pedro pascal x reader #pedro pascal #pedro pascal imagine #pedro pascal fanfiction #hellishjoelrecs

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