daiy routine reveal
Summary: you are the personal assistant of Harry Castillo, a wealthy entrepreneur who asks you to go with him to his friend's wedding. there you meet your ex-boyfriend and things get out of hand
Warnings: fluff, a little bit of angst, friends to lovers (maybe?), some wine, almost kiss, mentioning ex-boyfriend, Reader feels insecure
A/N: I'm giving you this chapter. Be gentle with me, please. I don't have much to say, except that I'd like to thank every single person who left a sign under the first chapter. I was afraid to write this, but with you it's somehow easier. Thank you,
your feedback is very important to me and I want to thank you for all the reblogs, comments and likes. I secretly hope you like this story.🖤 sorry for all the mistakes
[my masterlist] [Harry Castillo masterlist] [a beautiful little lie- series masterlist]
"Harry asked about you." Susan leaned out from behind the monitor and looked at you over her glasses. "You're fifteen minutes late."
"I know!" you groaned, throwing your bag on the desk. "The whole street was jammed. I was texting him."
"I know, he told me. But he asked anyway." she smiled, reaching for the cup of coffee you brought her. "Thank you, honey. You know, that guy would die without you. Me too."
“He'll be fine. He's Harry Castillo, he'll always be fine.” You replied, trying to calm your breathing and smoothing your skirt with your hand. “How do I look?”
“Like you ran three blocks to get here.”
“I did!” you laughed, glancing toward the glass doors leading to Harry’s office. “Okay, wish us luck.”
You entered Mr. Castillo's large office and immediately noticed him talking on the phone, leaning against one of the windows. He nodded to you in greeting without interrupting the conversation, then pointed to the folder lying on his desk. You quickly put it in your bag.
“I could send a car for you,” he said, pocketing his phone, frowning. “Did you run here?”
“A lot of people run in the morning. Are we ready? Mr. McCullen should be in his office in an hour.”
Harry took his jacket off the chair and put it on. You quickly walked over to him and straightened his tie. "I'm ready now."
The offer had landed on Castillo's desk out of the blue, but it was so good it piqued his interest. Mr. McCullen's company was about to be sold, and Harry was considering buying it. You didn't have much time to prepare, since your sources told you there were a lot of companies interested.
However, everything was going to go your way that day. You had arrived at the company building early, so you quickly mumbled, "I have to go to the bathroom," and disappeared down one of the hallways leading from the conference room.
You were already washing your hands when you heard a quiet sob in one of the toilets. You anxiously wiped your hands on a paper towel and cleared your throat. "Excuse me? Is everything okay?"
The sobbing came from the last stall, where you noticed a pair of shapely legs in red heels. "Ummm... Do you need anything? A tampon or a tissue?"
The stall door opened and a young girl with swollen eyes stepped out. She sniffled and blew her nose into the toilet paper she was holding. “You can’t help me…” she said in a hoarse voice. “Until you find me a new job.”
"Oh! You know... You shouldn't worry so much about work, it's just..." you started, but the girl rolled her eyes. You clearly didn't understand her at all.
“I should care, because I’m about to lose my job!” she groaned. “I’m only working for this company until the boss closes this stupid deal, and then he’s moving to Los Angeles. That idiot got himself into so much debt…” she shook her head. A cold chill ran down your arms.
"What are you talking about?" you asked. "Not Mr. McCullen, right?"
She leaned against the counter and wiped her red nose, then crossed her arms over her chest. “His company is a bottomless pit. He’s desperate to sell it, and the guy buying it is a fucking idiot. He doesn’t even know what he’s signing up for.”
It was your second run of the day, your footsteps echoing through the empty hallway as you made your way to the conference room, but then your heart stopped. Harry was already sitting inside with two other men.
Everyone was chatting happily, or so it seemed to you, because the men were sitting with their backs to you, and all you could see was your boss's face.
"You can't go in there now." the female voice rang out as you grabbed the door handle.
“I’m Mr. Castillo’s assistant,” you said firmly, but the woman sitting behind the desk just tilted her head, unimpressed, looking you up and down appraisingly.
"I don't care. I said you can't go in there."
You huffed angrily and reached into your bag. You clenched your hand around your phone and a moment later you were dialing Harry's number. He must have felt the vibration of his phone in his pocket because he looked up and saw you behind the glass wall. He shook his head slightly.
“Shit!” you hissed. You had to think of something. You pulled out your folder and grabbed the first sheet of paper, then pulled out a pen.
Harry's brown eyes widened when he saw the piece of paper in your hands that said "BULLSHIT! DEBTS!"
one year earlier
You glanced around the hallway and took a deep breath, clutching your briefcase like it was a lifeline. The pretty brunette sitting across from you smiled, but you were so nervous you could barely lift the corners of your mouth.
How were you supposed to compete with them? Each of the five women waiting with you outside the glass doors to Mr. Castillo's office was simply beautiful and certainly had excellent references. And you? Your inner critic certainly had her hands full.
An hour passed, a very long hour. You were alone now, and the woman sitting behind the monitor glanced at you from time to time.
"He won't eat you alive, sweetie." she finally said.
"Huh?" you looked up, looking at her with fear. "You think so?"
"I've been working for him for a few years now. Just be yourself, girl."
You looked down at your nervously twisted fingers. It wasn't good advice.
Finally the girl came out of the office and you were invited in. The office was spacious and brightly lit by the rays of the setting sun. Behind the solid desk you saw a man, he was already over forty years old, broad shoulders, a prominent nose and a charming smile. He looked up from the paper and you saw beautiful brown eyes.
Your name flowed from his lips. "Please take a seat, it won't take long."
You sat on the edge of the chair feeling like your soul had already left your body. Mr. Castillo was looking at what must have been your job application.
"You don't have much experience." he said, there was no disapproval in it, more curiosity. "Why did you decide to apply?"
You barely recognized your voice when you spoke. "Can I be honest?"
Mr. Castillo made a gesture with his hand as if he was encouraging you to do so.
"I need a job. I know I don't have much experience as an assistant, not as much as previous candidates, I'm sure, but it's either that or going back to customer service."
"Mhm." he mumbled, rubbing his chin with his finger.
“Mr. Castillo.” Brown eyes focused on you again. “You’re looking for an assistant. I spent over an hour outside your office and saw other candidates. They’re beautiful women with references, and I understand that I can’t compete with them, but… I’m hardworking, loyal, and a quick learner. If you give me a chance, I assure you that I’ll do everything in my power to make sure you’re not disappointed.”
“I like your energy,” Castillo murmured, leaning back in his leather chair.
“Yeah? It’s more like desperation.”
He chuckled, and you finally smiled back. You stared at each other for a few seconds until Castillo finally closed the folder in front of him and reached for his phone, signaling that the conversation was over.
"Thank you for giving me your time." he said politely. "We'll call you back."
You nodded, mumbling a quiet, “Thank you and goodbye,” before quickly leaving the office, your legs feeling like jelly. The walk to the elevator wasn’t memorable, nor was the entire ride down.
You knew you had fucked up this interview. Tears welled up in your eyes, but you wanted to wait until you were outside the building to cry. As you stood on the sidewalk, you took a deep breath and a sob tore itself from your throat. You felt pathetic, small, and weak. What were you even thinking, coming here, standing in front of this office? Fuck. You idiot.
The phone in your pocket vibrated and you rolled your eyes reaching for it, you couldn't even cry in peace anymore.
"Yes?" you said, not caring how you sounded.
“Hello, this is Harry Castillo. We spoke a few minutes ago.” A pleasant male voice spoke on the other end, and you felt your heart skip a beat. “Would you be interested in starting work on Monday?”
“Mrs. Diane Kruger-Waltz will be here next week. She would like to meet with you.”
Harry handed you a glass of wine and sat down on the couch next to you with a quiet sigh. “Okay, let me know when she’s available. We’ll work it out.”
You took a sip and set the glass down on the small coffee table, then quickly typed something on your computer. It was a pleasant, albeit rainy evening. After returning from Mr. McCullen's, Harry met with his accountants, who confirmed the information you had received in the ladies' room.
You both breathed a sigh of relief, this deal would cost the company millions and you didn't even want to think about what the consequences would be.
To celebrate this small success, if you could call it that, Castillo made a call to one of the best restaurants and ordered a takeaway. They didn't do that, but they made an exception for their regular customer. And then both of you, avoiding the slowly intensifying rain, hid on the couch in his spacious living room.
"Done." You announced, closing your laptop and putting it aside. "You should get your suit from the cleaners tomorrow morning. The sponsors' party starts at six in the afternoon, so you should be able to make it."
"I'll pick you up twenty minutes early, okay?"
"Yeah, I'll be ready."
You sighed quietly and rubbed your forehead with your hand. It had been a long and hectic day. No wonder Harry had changed into sweatpants in search of comfort in his own apartment. Your clothes suddenly seemed extremely uncomfortable to you.
"What's going on?" he asked, feeling and seeing you shift nervously.
"Nothing. It's just... I'm tired, you know, every seam in my clothes irritates me." You mumbled.
"I already told you to keep something more comfortable at my place." you rolled your eyes and Harry chuckled "What's that supposed to mean?"
"I'm not keeping my clothes in the boss's apartment." you replied, taking a sip of cold wine "That's unprofessional."
"Now this," he pointed at himself and you sitting on his couch, "that's professional, right?"
"Oh, never mind." you snorted but couldn't hide your smile and after a moment Harry also chuckled.
He liked spending time with you. There was something about it that made him feel free, like he could take off his tie and just be himself. Yes, he was a mature man, he knew his worth, but with you, a lot of things just seemed easier. Like he didn't have to pretend to follow rules and regulations. He didn't have that with other employees, only with you.
"Can I ask you something?"
"You already did." you replied, and seeing his face you lightly nudged him in the shoulder "Sure, ask."
"What was between you and Daniel? Of course, if you don't want to, you don't have to answer, but I was wondering... You seemed really upset after you met him."
You were silent for a moment and Harry thought that he might have crossed some line. Maybe the question was too intimate, too personal. But finally he heard your voice.
"We met through mutual friends. He started as a lawyer, quickly climbing the career ladder. I did my own thing, you know, but I wasn't as flashy as he was. We were together for two years, I think..." you closed your eyes, wrinkling your nose slightly as if you wanted to remember something, Harry was silent, watching you
"I was really in love. I supported him in everything he did, I practiced what he was supposed to say with him, ironed his shirts and stuff like that. I totally gave myself to him... At one of the parties he met Beth. I wasn't there because I had to be at work, the boss wouldn't let me off. Beth is different from me, better than me, you saw it yourself."
You smiled, looking at Harry, but the corners of his mouth barely twitched. He was staring at you attentively, listening carefully to every word. You lowered your gaze.
"Daniel started dating her. He didn't even tell Beth he was in a relationship... I found out by accident. It was like a slap in the face. We started arguing and he blamed everything on me... I believed him. I believed every word he said. I was in a bad place at the time."
You fell silent again for a moment, those memories must still be hurting you. A little hesitantly, but Harry reached out and squeezed your forearm in a supportive gesture. You smiled slightly.
"Huh! We broke up, of course. Daniel got together with Beth, officially. She was and still is a beautiful woman by his side, now carrying their child. It took me longer to get myself together and now I'm here. I'm drinking wine with my boss and telling him the pathetic story of my relationship."
You wanted to laugh, but just like that time at the wedding, the laughter died in your throat. Harry leaned slightly towards you, his voice calm and soothing.
"Daniel told you that you were a lot to handle?"
You nodded and quickly put your hand to your cheek, trying to wipe away a tear unnoticed.
"I'm sorry." Harry said quickly, placing a hand on your shoulder and caressing you "I didn't mean to..."
"No, it's okay!" you replied quickly, although your voice trembled "I'm telling it for the first time in so long, huh, I thought I was over it. But it hurt a little when I saw him, with her, so happy."
"Yeah, I understand that."
You finally looked at him, smiling even though your eyes were slightly red from the tears that had gathered in them. Your hand found his, squeezing it lightly.
"It's okay, really. Don't worry. I'm even glad you asked. I haven't talked about it with anyone. It's good to get it off my chest."
"I still feel guilty." Harry mumbled.
"Unnecessarily, really." You drank the wine to the end and put the glass on the table. "It's a bit embarrassing, sorry."
"You don't have to apologize for anything. To be fair, Daniel should apologize to you. He shouldn't have done that, he should have been honest with you from the beginning."
You waved your hand dismissively. "It doesn't matter anymore, Harry. I'm in a different place now. I have a cool job, my boss is okay too. I manage somehow."
You both laughed quietly until silence reigned again. And then Harry decided to say what had been on his mind for some time. Maybe it wasn't the right time, but when would there ever be one? He was still holding your hand, you were sitting so close, and he felt like he had to get it out.
"You're not a lot to handle." You looked up at him, surprised. "To tell you the truth, I think it was my lucky day when you showed up in my office for the first time. Remember?"
"This is embarrassing too, Harry. Let's not go back to this." You said, the corners of your mouth twitching even though your eyes were still scared. You waited to hear what he was getting at and you felt fear welling up inside you.
"It wasn't your fault. And you're not a lot to handle. Don't even believe it. You're worth so much more..."
You stared at him as if enchanted. Harry had such wonderful eyes, you noticed it from the first day, and since then you reminded yourself of it every now and then. And in that moment you saw almost everything in them - care, sincerity, sympathy.
"Don't say that, or I'll fall in love with you." You joked, but he didn't laugh.
"Would that be so bad?"
Something tightened your throat when you saw him leaning closer to you. He was too close, your lips inches apart, his scent filling your nostrils. "I have to go." You blurted out quickly and jumped up, freeing your hand from his.
"I..." Harry began uncertainly, but you had already grabbed your laptop and quickly shoved it into your bag "Listen, I didn't want to..."
"It's totally okay!" you said a little too quickly and too nervously, throwing your bag over your shoulder and slipping your shoes on "I really have to go now."
Harry wanted to say something else, but his head was completely empty. So he just watched as you gathered your things, threw a quick "See you!" and headed for the exit, closing the door quietly behind you.
Harry fell onto the sofa and rubbed his face with his hands, letting out a quiet groan.
☆☆☆☆
Thank you for your time.
taglist: @nrschuster30 @maried01 @lunariantears @thatesqcrush @suzysface @youkeeno @legoemma @nuo0n @sarahhxx03 @hazzzy418 @pedrofan @peepawispunk @readingiskeepingmegoing @maryfanson @anoverwhelmingdin @o-sacra-virgo-laudes-tibi @axshadows @picketniffler @underneath-the-sky-again @kaysfanficcorner @noisynightmarepoetry @xmaykeca @orcasoul @sincerelywithheartt
📷 saskialawaks
kendrick REALLY won that rap beef… drakes being called a pedo at fhe grammy awards LMFAOO
Love your work!!! Fic or headcannon request where Jack's wife/girlfriend has insomnia and just shows up with a plate of cookies or a fully cooked meal in the middle of his shift at least once a week
Aaaa thank you so much lovey!!!! I’m so glad you like my work🥹🥹🥹 THANK YOU for sending this really cute request!!!! Lets goooooo I hope you like this💕✨
It is another sleepless night; you go to bed a few hours after Jack left for his shift at The Pitt but then wake up around two in the morning.
You try to go back to sleep, you really do, but just like always, it is as if there is no trace of drowsiness in you while you are exhausted.
You toss and turn in the bed, burying your face into Jack’s pillow in hopes of his scent calming your racing mind and lull you into a dreamless sleep.
Wrong. It doesn’t work.
You drape his blanket on yourself, pulling it up to your chin as you cuddle his pillow, humming in delight as the warmth of it seeps into your body and eyes.
Wrong. Again. You don’t fall asleep, and the ticking of the clock is not helping either. So with a very tired groan, you kick the blanket off and sit up on the bed.
This isn’t something new to you. You experience this a few times a week when you don’t take the pills, but tonight? You did take them and they still didn’t work.
Your mind wanders to Jack; your poor boyfriend having to work with barely sleeping five hours, you just know he must be hungry and tired.
You halt in your step when you stand up to go the bathroom, head striking by a pretty great idea.
After your quick trip to the bathroom, you bolt to the kitchen, shuffling through the cupboards to find the ingredients for Jack’s favorite cookie.
You don’t know when you start and when you finish, all you can remember is that you are walking to your car at four in the morning with three bags filled with stored cookies and sticky notes on each lid.
The car ride is uneventful; the roads are clear and streets are quiet, and you get to your destination in ten minutes.
As soon as you step inside the triage, a nurse you have met before spots you and waves at you, rushing to help you with the bags.
You duck your head as she helps you through the doors, trying to stay invisible when a man shouts ‘Why is this woman going there—‘
“Look who’s here!” Parker grins, nudging Shen with her elbow before she meets you halfway, pulling you into a quick hug, “What are you doing here? Are you hurt? Y’know Jack’s gonna flip out if he—“
“I’m totally fine, I just… couldn’t sleep and decided to be useful!” You bring one of the bags you are holding up, “Cookies for all! Chocolate chip with a sprinkle of sea salt.”
“If he doesn’t marry you immediately, I will—“
“Finish that sentence and you’ll find a tube down your throat.”
There he is, your protective secretly jealous old man. You smile at him when turns his head to look at you, making his way towards you to cradle your head to his chest.
“Honey, what the fuck are you doing here?” Jack cups your face in his hands, his brows furrowed as he searches your face for any sign of bruises or swelling.
“Jack, I’m fine! I swear!” You smile, resting your hands on his, “Couldn’t sleep so I brought your favorite cookie!”
“At four A.M.? Seriously?” And it finally dawns on him that the medicine didn’t work tonight, “I need to make you a very strict sleep schedule. Can’t have you running around the city with bags of cookies for anyone but me.”
“Don’t worry, I brought something super special just for you, baby,” you lean up to kiss his cheek, reaching for the bag on the Nurse’s station, shuffling through the plates before you pull his out, “Brownies for the most handsome doctor of The Pitt.”
“Sugar coating it won’t make me go easy on you,” he glares at you playfully, but reaches and opens the lid, taking a bite from the brownie before moaning and shaking his head, “You know what? It probably will make me go easy on you— these are fucking delicious.”
“Glad you like it,” you beam at him and he just can’t resist it— he leans down, pressing his chocolate-covered lips to yours, totally forgetting the entire floor is watching the two of you.
“Didn’t peg you for a PDA type of guy, handsome,” you tease him, wiping his mouth with a napkin you pull out from your bag, “Easy, this has to keep you fed until you come back home.”
“Fine, but—“ he points his finger at you, his face twisting in worry before he shakes his head, “Call me when you can’t sleep. Don’t come running into the ER, okay?”
You do exactly what he told you not to do.
Next time, you can’t even get a blink of sleep. So what better way to spend another four hours up to make full trays of Fettuccine Alfredo for your favorite night owls?
“Where do you think you are going?”
This time, Jack spots you instantly in the ER before you can sneak out, making you groan and turn around, only to be met with your very scowling boyfriend who has his hands on his hips, ready to scold you.
“Home?” You reply sheepishly, biting your lip when he sighs and pinches the bridge of his nose.
“It’s one in the fucking morning,” he says, his tone laced with worry and affection as he crosses the floor to reach you, his hand flying to your lips to pull you closer, “I told you what to do, what pills to take, but I bet you forgot.”
“I brought Pasta?” You try to dodge the question, and you sigh in relief when Jack just rolls his eyes affectionately before he kisses your forehead and leads you to the Central, already finding Shen and Ellis elbow deep inside one of the plates.
“Maybe we should hire her because goddamn-“As soon as Ellis wants to bring a fork to her mouth a trauma barges inside the floor, making her groan and glare at Shen who shrugs and doesn’t stand up from his seat, “Fuck you, man.”
“I’m your attending, now go save that poor guy while I finish my dinner.”
“Stop eating and go supervise the case,” Jack snatches Shen’s fork from his hand and pulls him up, “Go.”
You watch as the young doctor follows Ellis into the room with a loud whine, and Jack takes this chance to help you on the chair, handing you a clean fork before he sits down next to you as well.
“This tastes like heaven,” he whispers, swallowing a mouthful of the pasta while you watch him. He frowns when he notices you not eating anything, twisting his fork as he gathers a large bite of the fettuccine before he brings it to your lips, “Open up, sweetheart.”
“I’m not hu—mmf,” your eyes go wide when he pushes the fork past your lips, smirking when he watches you finally chew on the meal you have cooked.
“This is the first dinner we’re having together after a few weeks, enjoy it.”
“You’re not gonna scold me for not sleeping?” You pull your chair closer to his, resting your head on his shoulder.
“Nope,” he kisses your head after he wipes his mouth with a napkin, “Listen, if it helps, you can sleep with me in the mornings, like you’re doing night shifts.”
“Yeah, I think I can fall asleep if you’re with me.”
jack seems to be so composed in your writing, especially during sex. is there ever a scenario you could see him maybe losing control/composure during?
Oh, definitely—Jack’s composure isn’t just habit, it’s armor. But under the right pressure? He’ll break. And when he does, it won’t be loud or reckless—it’ll be raw. Quiet.
Here’s where I think he’d lose control—physically, emotionally, or both. 18+ ONLY. Do not interact if you’re a minor.
warnings/content: rough sex, deep emotional repression, emotionally charged confessions, unprotected sex, dom/sub energy without labels, messy pacing, loss of control, clingy post-sex silence
You shouldn’t be here.
Not after what you said. Not after the door slammed. Not after you’d spent the past few nights curled under someone else’s blanket on someone else’s couch, trying to forget how his voice sounded when he didn’t ask you to stay.
But it’s raining, and you’re here. And Jack opens the door like he knew you’d be on the other side.
Still, he doesn’t say anything. He just stares.
His gray curls were tousled, flattened at the sides like he’d been dragging a hand through them too many times. The shirt he’s wearing is soft, white, the collar stretched, the hem sitting uneven over a pair of sweats. He stood still, but not at ease—his weight angled slightly, one leg bearing just a little more than the other. The prosthetic stayed grounded, subtle in its silence, like something his body adjusted to without thinking—something you’d learned to notice only when he was this still.
He looks tired.
He looks like he hasn’t been able to stop thinking.
You speak first. Quiet. “Can I come in?”
He nods, barely. His jaw twitches like it pains him not to reach for you.
You toe off your shoes in the entryway. The house smells like coffee, antiseptic, and whatever candle you left half-burned in the kitchen—still faint in the air, like the memory of your warmth hasn’t fully left.
He closes the door behind you. Doesn’t move.
The silence between you presses down—thick and unfinished.
“I wasn’t sure you’d open the door,” you say first. Voice quiet. Uncertain.
Jack huffs through his nose. Not a laugh. Not quite. “I wasn’t sure I should.”
Your voice drops. “I didn’t come to keep fighting.”
“I didn’t think you did,” he says. Then, after a pause: “But you did leave.”
You nod, once. “I left. You shut down. Not that different.”
It lands. He doesn’t argue. Doesn’t deflect. Just stands there, still, eyes locked on yours like there’s more he wants to say but no good way to say it. He breathes out, sharp at the edges, and you know—it got through.
“I didn’t know what else to do,” he says.
You nod again. “Neither did I.”
It hangs there for a moment—we hurt each other. We didn’t mean to. But we did.
Then finally, you say it. Not softly, not dramatically. Just truthfully.
“I missed you.”
And that—that—is what breaks him.
His hand’s in your hair before you can breathe. His mouth finds yours—desperate, uneven, like the words he didn’t say are still stuck in his throat and this is the only way to let them out. Not polished. Not careful. Starving.
He's everywhere—your jaw, your waist, the small of your back—like he doesn’t know what to hold onto first. His body crowds into yours, chest to chest, thigh slipping between yours without finesse, without warning. It isn’t about sex. It’s about contact. Closeness. Like he’s trying to fit both of you back into the same breath.
“Jack,” you whisper, lips brushing his. “Hey—”
He kisses you harder.
“I can’t—” His voice breaks at your throat. “I can’t do that again. I can’t watch you leave and pretend it didn’t fucking gut me.”
Your hands find his chest first—flat against the worn fabric, fingers curling into it like you’re trying to steady both of you. He’s burning beneath it. You slip your palms beneath the hem, not tugging, just touching, just wanting—a wordless way to say me neither.
“I’m not going anywhere,” you breathe.
That’s when something in him gives.
He grabs the back of your shirt and pulls it off, fast and clumsy. His own shirt’s gone next—tossed to the floor. You catch a glimpse of the scar trailing along his ribs, but he doesn’t flinch, doesn’t slow.
His hands move to your waistband, not asking. Just moving. Just needing. He drags your pants down with both hands, catching your underwear with them, tugging hard until they’re off and forgotten on the floor. Then his hands are back on you—raking up your thighs, gripping the curve of your hips.
You start to reach for him, but he’s already gathering you into his arms—like instinct took over before thought could catch up. You cling to him without hesitation, arms winding around his shoulders, legs locking at his waist. He carries you down the hall without a word, without pause, like getting you to the bed is the only thing anchoring him now.
He lays you back on the bed and follows you down.
No teasing. No pause.
Just Jack—pressing into you, one hand bracing beside your head, the other guiding himself between your legs. You’re already wet. Already open. And when he pushes in—deep, slow, all at once—his breath leaves him in a broken exhale.
He stills.
Not to tease. Not to hold back.
Because it wrecks him.
He lowers his head, jaw clenched tight, arms shaking with restraint. You feel him tremble above you—one, sharp tremor—and then he starts to move.
Not rhythmically.
Not smoothly.
Just fucking desperate.
Every thrust is erratic, forceful, like he’s been holding this back for days, weeks. He can’t find a pace. He can’t breathe through it. He’s rutting into you like it’s the only way to stay grounded. Like it’s the only place he knows how to be.
Your fingers dig into his shoulders and he doesn’t pull away. Doesn’t slow down. He presses his forehead into your neck—sweat damp, teeth clenched. He makes no sound. But you feel it.
The unraveling. The shudder in his hips. The way he drives deeper, harder, chasing something even he doesn’t have words for.
And when he comes—he doesn’t curse. Doesn’t groan.
He just breaks.
Whole body locking up. A silent, shuddering gasp against your skin. Hands gripping too tight. Hips stuttering through the aftershock.
And then stillness.
He stays inside you.
Doesn’t move.
Just breathes—shallow and wrecked—his weight braced against your chest like it’s the only thing keeping him from falling further.
He’s lying on the bed, propped against the headboard. Bare chest rising slow and steady like he’s trying not to let the day get to him.
And then you crawl into his lap.
No warning. No words. Just your body over his, thighs straddling his hips, your skin barely covered by the oversized shirt he left folded on your side of the bed. His shirt. Still carrying his scent.
His hands move automatically—to your waist, to the back of your thigh—but you push them back. Gently. Firmly.
“Let me,” you whisper.
His brow lifts—only a little. The only sign of tension is the flicker in his jaw, the way his thigh shifts beneath you. But he doesn’t stop you.
You lean in, kiss his collarbone, run your hands over his chest, the scars and the muscle and the years of wear he never talks about. You don’t rush. You don’t ask. You just slide your hand lower—over his stomach, beneath the waistband of his sweats—and wrap your fingers around him.
That’s the moment he falters.
His head drops back against the headboard. His mouth falls open. One of his hands fists the sheet beside him, the other grips your hip—tight, like he needs something to hold onto. He bucks up into your hand once, twice, breath caught in his throat.
“Don’t—” he rasps. “Don’t tease.”
You do.
You stroke him slow, deliberate, watching the tension build in every part of him—his abs flexing, his breath shortening, the way his eyes shut like he’s fighting not to give in. You feel him throb against your palm, hot and heavy and helpless in your grip. He’s panting now, voice shredded when he tries to speak.
And when you finally slide down onto him?
He gasps—sharp and strangled. His hips jerk upward and he catches himself on instinct, trying not to lose it too fast. But you ride him with control, your hands braced on his chest, grinding down slow and deep until he’s twitching inside you, his voice stuck in his throat.
His hands fly to your hips again, gripping hard, trying to hold you still. You lean down, brush your mouth against his ear.
“Let go.”
And he does.
He flips you onto your back, his mouth crashing into yours, and drives into you with everything he’s been trying not to feel. No rhythm—just need. His voice is raw when he breaks, forehead pressed to yours, thrusting so deep you swear you’re going to come undone from the inside out.
“You wanted to see me lose it,” he growls, breathless. “Here.”
And he fucks you like it’s not just sex—it’s relinquishing. It’s him, undone.
He doesn’t say a word when he comes in. Just shuts the door, tosses his keys somewhere near the counter, and disappears down the hallway like the house is too loud, even in silence. You hear the shower.
By the time the mattress dips behind you, you’re barely awake.
But then you feel it—his hand. Heavy. Flat against your thigh beneath the sheets. He doesn’t trail it up, doesn’t ask, just presses. Like he needs to know you’re warm. Real.
You shift toward him, barely murmuring his name—and he’s already on top of you. No words. No preamble. Just his body moving over yours like a weight he can’t hold anymore. His mouth finds your shoulder first—open, hot. Not a kiss. Just breath and teeth. Desperation.
His hands work fast. Pulling your sleep shorts down, dragging your legs apart with his palms wide on the inside of your thighs. Breath stuttering as he fits the head of his cock between your folds.
And then he pushes in.
Deep. All the way. In one solid thrust that stretches you wide and makes your whole body jolt. You gasp, clutching his forearms—but he doesn’t move. Not yet.
He just stays. Buried to the base, forehead resting against yours, his body trembling with restraint.
“Jack…” you whisper.
His jaw is clenched tight. Breath shaking. His hands grip your hips hard—too hard—but you don’t stop him. You don’t want to. You know this isn’t about rhythm or foreplay. This is him trying not to break.
And then he starts to move.
It’s not fast. Not sloppy. It’s intentional. Each thrust deep and full, grinding into you like he’s trying to anchor himself inside your body. You feel every inch of him dragging slow and thick through your cunt, your breath catching every time his hips meet yours.
His arms cage you in. His mouth is at your throat, hot and wet and lost. Not saying anything—just making small, broken sounds against your skin.
You moan his name again, and that’s what shatters him.
He pulls out almost all the way and slams back in, the sound obscene, wet, raw. You cry out. He doesn’t pause.
Again. Harder.
He’s shaking now—his abs tensing under your hands, his breath rasping in short, uneven bursts as he fucks you harder, deeper, wrecklessly, like something gave out inside him and there’s no pulling it back.
You feel him pulse inside you before you hear the sound he makes—low, guttural, broken. His whole body tightens, chest pressed to yours as he comes hard, buried deep, cock throbbing with each wave as he empties into you, mouth open against your collarbone, completely silent now.
He stays inside you. Breathing. Not moving. One hand slides up your side and stays there.
You don’t ask what happened at the hospital.
You just hold him like he’s still unraveling.
Because he is.
He’s already fucking you when it happens—slow, deep, focused. Jack above you, heavy with control, arms braced tight on either side of your head. His chest brushes yours with every roll of his hips, thick and steady, cock sliding in slow and hot with the kind of precision that only comes from someone who never lets himself get carried away.
He doesn’t talk much during sex. Just the occasional sharp breath, a low curse when you clench around him. Mostly silence. Measured. Like everything else he does.
His body covers yours completely—his weight, his warmth, the subtle difference in how he shifts to keep balance—but there’s nothing hesitant about the way he moves. He knows your body, knows how to make you fall apart. He just rarely lets himself need it.
Tonight’s no different.
Until you say it.
“I love the way you fuck me,” you breathe—first, casual. And he grunts, lips brushing your jaw, pace unchanging.
But then: “I love you.” “I mean it.” “I want all of you.”
That stops him.
Not entirely. His hips stall mid-thrust, chest tight against yours, his jaw locked so hard you feel it in the weight of his breath. His cock throbs inside you, thick and full and unmoving.
You cup the side of his face—fingers slow, tender—and say it again.
“I mean it, Jack. I want you. All of you. Not just this.”
He exhales through his nose—sharp. Controlled. Like he’s trying to fight the way that lands. You feel it in the way his arm flexes. In the way his cock twitches inside you, untouched and aching.
Then suddenly—he moves.
Faster. Rougher.
He drives into you like something cracked, like if he keeps fucking you hard enough, he can shake the words out of his head.
But it’s too late.
They’re already inside him.
He fucks you with his whole body—thrusts rough and deep, every stroke dragging moans from your throat as he hits you just right. Your thighs are hooked around his waist, back arching into him, nails raking down his shoulders as he starts to unravel.
“You don’t know what you’re saying,” he mutters, voice hoarse and close to ruined.
“I do,” you gasp, holding onto him tighter. “Jack, look at me.”
He does.
And his rhythm falters the second your eyes meet.
“I love you,” you whisper.
His whole body stutters.
He growls—actually growls, low and guttural—as he drives into you harder than before, pace snapping, control slipping completely. You feel him start to lose it—his hips jerking, cock throbbing so deep inside you it makes your vision go white. He’s there, on the edge, and trying not to be.
You dig your heels into his back and pull him closer. “Don’t hold it in.”
His eyes flutter shut. His mouth crushes to yours, desperate, brutal, all tongue and teeth. His thrusts go ragged—sloppy and devastated—until he buries himself fully and groans, deep and wrecked, as he comes inside you.
You feel every pulse, hot and thick, his cock twitching deep inside your cunt as his whole body jerks. His arms are shaking. His breath is gone.
And still—he doesn't move.
Just stays there, pressed full length against you, forehead buried in your neck like if he lifts his head, he’ll say something he can’t take back.
THE GASP I GUSPED WITH THIS OMG
i think we need to make jack abbot the nastiest freak in the entire world
𝐣. 𝐚𝐛𝐛𝐨𝐭 – 𝐦𝐞𝐬𝐬𝐲 (𝐬𝐦𝐮𝐭; +𝟏𝟖) | this got out of hand. god forgive me. warnings are that this is all porn and no plot, very gross, language, dirty talk, lots of bodily fluids, squirting (!), pussy slapping, fingering (f receiving), oral sex (m + f receiving), 69, overstimulation, jack being the "nastiest freak in the entire world, very very mention of robby x reader (literally a sentence). minors dni!
“Now, what’s this here all about? S’pose to be watching a movie and you’re too busy soaking my favorite panties…”
Jack mumbles the accusation like he hasn’t been snogging at a spot just below your ear, and pressing at your clit for the past twenty minutes. No matter how sweet you whine or gentle you squirm, he’s got you trapped atop the mattress, hand between your legs while his other arm hooks around your shoulders to keep you still.
“Fuck the movie,” you groan out, finally finding the room to grind your hips into where his fingers have slipped past the waistband of your shorts and underwear. You aren’t allowed very long to sit in the warm pulse as it spreads, Jack rescinding the pressure the pinch lightly at you swelling pearl. “Ah.”
The man chuckles at your squeal, tongue flicking the shell of your ear before dragging down to lap at your neck. He sucks in a hiss after a few licks, not noticing the hand you're snaking to the thick bulge at the crotch of his sweatpants until you squeeze the girth and release a breathy moan.
He tilts his head so he can look you in the eyes as your hand drags up and down, gripping him. You both hold the stare, hot and unafraid, just as Jack’s tongue snakes back out of his mouth and licks a long swipe across your bottom lip. He doesn’t stop until your mouth is slick with his spit before his lids finally shut so he can focus on curling his tongue to rake against yours. Jack sucks, consuming you, bucking into your palm.
“Grab the towel, baby,” Jack huffs, barely pulling away to give the soft command. He kisses where your eyebrows pull together with an entertained smile, nodding his head to the edge of the mattress.
Swiveling your head, there it is. The towel, folded up tight and waiting patiently. You turn back to Jack with blinking eyes, who’s still grinning at you. A few thick beats of silence pass before you grin back, pecking his chin and reaching for the fabric.
It doesn’t take long for Jack to get you settled. All he lets you do is watch as he diligently spreads the towel and moves the pillows, shifting on his side and patting the bed when he’s finally satisfied. “C’mere, gorgeous.”
You fit against him easy, and he slides off your shorts with even less trouble.
“Fuck me,” you hear Jack mumble to himself, his hand returning to your center and finding that you’ve completely ruined the thin layer of material. “Jesus, look at all that.”
Head against the pillows, you stare and buzz with poorly-concealed anticipation. You’re aching with a muddied throb, clenching around nothing as Jack peels your pantnies from your slit with a measured exhale. He doesn’t even look to see when he throws the garment as you automatically shift and spread your legs. So much for them being his favorite...
“How much you think you got in you tonight?”
Jack’s question is followed by him spitting at his fingers, and the sight of him freezes you into silence. His chest and biceps puff proudly in the simple t-shirt he’s sporting, a vein stretches up his neck like lighting, and his eyes are determined yet overcast with a haze of fervor. You swallow at his build, peeking down to catch a glimpse of where his cock sits completely solid and visible through the groin of his sweats.
You know better than to reach for it now, but it doesn’t make the desire any less compelling. Head flooding with the image of his tip angry and leaking, shaft twitching at it pulses out a load, an involuntary whimper forces itself out of you.
“What was that?” Jack asks you, stare twinkling with satisfaction when your delayed response is interrupted by a silent scream. He studies you, tongue peeking out of his mouth while he slides two fingers knuckle deep inside you.
Your chest heaves when he immediately curls until the pads of his fingers knock right across your g-spot. You gasp, already arching from the bed as Jack massages the location with heavy strokes, thumb angling to frame steady circles around your clit. He pairs all of this with a dipping of his head to suck where your nipples pebble through your tank.
Not one care in the world does he give to the wet patches he’s forming across your shirt. His teeth nip at your bust, and your chest hums with a dizzying thrum. His fingers continue to work you, your pussy strangling their thickness as Jack increases the speed with a grunt into your still-covered tits.
“Am I hittin’ that spot, baby? Did I find it?”
Fuck Jack because he already knows the answer to that question, but also Fuck, Jack because he keeps the pump of his fingers at a perfect tilt, his thumb hasn’t stopped its kneading of you either, and you’re damn near tears.
The electric feeling rooted just below your belly is blooming something profound. It sweeps across you, numbing out Jack’s groans and the squelches that sound every time he drives deeper inside you. You’ve oozed out a mess out along his fingers and palm, and you sniffle when a familiar urge starts its overtaking of you.
Jack drags his mouth back near yours, mumbling through the kisses he plants at the corner of your mouth.
“You’re almost there, aren’t you? Keep choking my fingers, just like that.” His demand barely reaches your ears, blood rushing past them and making you feel as if you’re under water.
Gasping in short breaths, you’re no longer able to control the volume of your moans, crying out a string of unintelligible words as your legs begin to shake with a new vigor You aren’t aware you’ve already started to surge, but Jack is well wise to each of the gushes that splash against his hand.
“Thaaat’s it,” Jack observes, biting his lip at your writhing and the blind clutch of his arm while you douse the towel beneath you. “That’s a girl. Keep going for me, alright? You got a few more in you, I know you do.”
Your gripping of the man does nothing to stop the pressure from rolling across you once again. The mewls you release are more slurred than the lasts, pussy pulsing as Jack orchestrates another round of impressive cascades of fluid from your hole. You whine and cry, tears dripping a layer of moisture across your cheeks before a wave of something different cruises over you.
There’s no leaking of liquid from you this time but rather a decorating of his fingers with a creamy mixture that makes Jack's mouth water.
“Christ, look at you,” the man breathes, completely captivated. “Make a man lose his mind with a pussy that leaks like that, baby.”
Jack waits until the meat of your lips stops clenching to drag his fingers out of your hole. He takes his sweet time removing them, making sure to mumble out something about how he isn't quite done with you just yet and you’re levitating.
He maneuvers, shuffling you to lean closer into his side. Your eyes crack open only just, still panting but reaching out for the fingers that had just hauled you across the world and back.
The breath that Jack inhales fills his lungs with a tight heat, staring with hooded lids when you open your mouth and engulf his middle finger. His jaw clenches at how your tongue swirls, cock straining almost painfully where it presses against your thigh.
“You gonna save some for me?”
Jack smirks at your slow nod, whispering out a quick good girl before licking a stripe up his palm. Your eyes stay met the entire time, working in tandem to clean his hand so close that your noses bump a few times. Moans tying together, neither of you stop until his skin only slightly gleams with the reminisce of you.
When his finger slides from your mouth, Jack tugs you in for a wet kiss.
“Sorry about your sheets,” you vocalize between kisses but you pout when he pulls away. He looks over you with squinted eyes, sighing as he returns to a lean on his elbow.
“...you’re joking, right?”
You don’t have enough energy to hide your smile, lips curling into a grin as you stretch your limp legs. You sag closer into Jack’s welcoming side, smile widening when you catch him rolling his eyes.
“Just for that, I should make you wash ‘em,” he deadpans, arm reaching back to fold behind his head. Somehow in your haze, he still looks a dream.
You give yourself a long moment to let your eyes dance across the entirety of him, head lulling away from his chest to get a better look at one spot in particular.
Jack manages to stay silent when you free his thick member from his sweatpants, though a long moan can’t help but seep out when you throw a leg over him and fold at the waist.
Maybe it's the twisting of your tongue around his tip, or the smell of your lingering mess that causes it. He decides it's definitely both plus the way you flip off the shirt he’d dirtied with his spit before bending once again. You fit in not more than two licks across of the veins on the underside of his cock and only pull one grunt from his chest before he tugs you backwards by the waist.
“Jack–”
You can feel his smirk as he drags you until you’re hovering over his face.
“You’re my water, gorgeous… all my fuckin’ air,” he invokes, tongue reaching to kitten lick along your slit. Eyes rolling, Jack sinks you all the way onto his tongue, and groans at your taste. Swallowing whatever his sucking can gather, he partakes in the rare action of letting his eyes shut as he commences his devour of you.
Lips smacking messily, his sounds come out hoarse. They’re broken and nearing a desperation that rolls your stomach nicely. And despite how he’s reducing you back into a shaking mess, you still manage to circle a firm grip around his cock.
A weak thrust of Jack’s hips allows him to pump into your hand and his desired speed while still saving enough space in his head to flick over your clit at a furious pace. It’s when his tongue trades between dunking inside you and trailing back up to sweep at your still sensitive pearl that you flinch.
“Shit,” you declare shakily, hips rising just barely for a second to breathe. Jack just growls and circles his arms around your thighs without enough pressure to lower you back onto his mouth in record speed. “Ja-Jack, wait. I’m close–ah.”
“So am I, so don’t fuckin’ move again,” he grumbles with a slight strain. Sucking messily across your folds and inhaling you with a buried nose, he moves to plant his left foot against the mattress. Whining, you do as he says, remaining cemented to his mouth and slurping at his cock as best you can from when he has you.
You soon find that Jack wasn’t lying when he said he was close, as it only takes a few more short minutes of your sloppy, spit-slick sucking for him to detach from you with a loud groan that’s a mixture of several curses and your name.
“Yeah, right there.” There's a new wobble to his voice when you cup a hand under his balls to give them a gentle squeeze, cheeks hollowing with a little more pressure to really make him really feel it. “Right fucking there.”
You suck until you hear him hiss, pulling off with a pop and licking up the cum from his stomach that had missed your tongue. You end up warm with victory the way Jack has to take five seconds instead of three to catch his breath.
The warmth melts into a blistering heat when Jack regains his head, pulling you to sit up straight and properly ride his face. He helps with the grinding of your hips, one hand one your ass while the other plants onto your waist to guide you. Part of you worries that he isn’t getting enough oxygen with the way his pants have changed to heaves but you don’t dare pull away again.
Your palms find his chest as you approach another edge, mouth parted and voice mewling about how good his tongue feels when it pauses to jerk at your clit. Hips growing a mind of their own, the mattress starts a patterned squeak beneath the both of you as you desperately chase the crest of your peak.
Jack holds you as your vision goes white. You’re unable to breathe as another stream of your juices sloshes out, crashing against Jack’s mouth and face. He moans along with you, gladly swallowing down each drop that has the pleasure of finding his tongue.
With one last splash, you wrench yourself away from his lips and huff. Jack sniffs, not bothering to wipe his face before he kisses along the swell of your ass. Stubble scratching across your skin, he eyes your syrupy hole and grins to himself silently.
Three times is nothing to hang his head at, not with the way you were slurring out his name… even if he did miss Robby's record with you by two.
© 𝐬𝐮𝐩𝐞𝐫𝐡𝐨𝐞𝐯𝐚
Clackamas United Church of Christ in Oregon
can’t wait to be harry castillo’s wife, ex-wife, girlfriend, ex-girlfriend, best friend’s daughter, business rival, secretary, doctor, dentist, nanny, pet sitter, waitress, maid, sister-in-law,
Btw, you can donate to menstrual hygiene kits for Sudanese women, which I would highly recommend if you can
https://www.globalgiving.org/projects/padsforpeace/