#pittmas

CW: Alcohol Consumption, Canon typical violence/gore, drunk driving, inferred PTSD, car accident

WC: 2,171 (this one kinda got away from me😅)

Request: Anon

“Staaaaaaay,” a tipsy Trinity whined, as you put on your coat. She was always an affectionate drunk. Which, while it was endearing to see how much she cares, but never vocalizes, it didn’t change the fact that you were working the New Year’s Day shift tomorrow.

“Trin, it’s already 2230, and you know the surge pricing is only gonna get worse,” you responded. Your lack of a car wasn’t normally an issue since you could walk most places, but Princess’s house was in the opposite direction from the pitt.

“Plus, I gotta go thank Princess for hosting the party.” You said. Her roommate went home for the holidays, making Princess’s townhouse a perfect spot for an ED New Year’s party. You appeased your favorite day shift intern with a quick hug.

“Be safe,” you ordered, more than asking.

“Yes, Sir,” she said with an over-exaggerated salute, giggling to herself. You rolled your eyes, catching Dennis by the crook of his elbow as you passed him on the way to find Princess.

“Make sure she gets home safe, alright?” you asked, nodding at Trinity behind you.

“I will,” he nodded with a smile, “I’ll text you when we get home.”

“Thanks, Whittaker,” you said with a smile, continuing on your way. You had become a quasi-big sister to her after you covered a day shift and saw how Langdon treated her. You understood not babying the next generation of doctors, but he was fucking hostile, and it made you sick. You recognized her confrontational shell as a defense mechanism. Sure, she still had a blunt personality, but her combativeness was there to protect her. A survival tactic you yourself had employed when you entered the male-dominated medical field. While you may only be two years out from your own residency, you recognized that you’d still be there if it weren’t for a certain attending backing you.

His support raised your confidence; at every challenge, he was there to offer guidance, and he knew when to step back. His respect meant the world to you, and fuck if his earned cockiness didn’t do something for you. Especially when he was being cocky about his mentorship, bragging about you to Robby and any of the other senior attendings that’d listen. Fuck the subtle things this man did to you, he-

“Shit, sorry, Abbot,” you said, almost falling over after running straight into his firm chest.

Speak of the fucking devil

“You alright, kid?” he asked, his warm hand felt like a brand as he held onto your elbow until you steadied yourself. You felt hot embarrassment rise on your neck, crawling up to your face under his attention.

“Yeah, no,” you said, taking a step back, “I just wasn’t looking where I was going.”

“No, kidding,” he laughed, “I’d make sure you aren’t driving home, but you don’t have a car.”

“Yeah, it’s definitely an uber kind of night.” You replied sheepishly.

“Are you heading out early, too?” he asked.

“Um, yeah,” you nodded, “I’m covering Collins’ shift tomorrow. ”

“You need a ride?” he asked.

“No, I’ll be fine, plus I’d just be out of your way.” You replied.

“Kid, you’re only ten minutes out of the way.” He replied, “Plus, I’d feel a hell of a lot better if I dropped you off at your door than waiting for you to text me you got home safe.” He dismissed.

“I’m not gonna be able to get out of this one, huh?” you laughed,

“Not unless you want me to tail your Uber home.” He replied firmly.

“Okay,” you replied, not knowing if he was joking or not, “I just have to say goodbye to Princess, then I’m ready to head out.”

“Alright, I already thanked her, I’m gonna go warm up my truck. I’ll meet you out front in 5,” he said, clapping you on the shoulder as you left. You swallowed your nerves as you filtered around, finally finding Princess in her kitchen.

“Hey, I’m gonna have to call it a night,” you said,

“Leaving already?” she asked,

“Yeah, I’m in at 0700 tomorrow.” You confirmed.

“That’s rough.” She laughed, clearly a little tipsy, “Thank you so much for coming, and for the cookies, I think they only lasted a half hour.”

“Thank you for hosting.” You replied,

“Anytime,” she smiled, “Get home safe.”

You shared a brief hug before you headed for the entrance. As promised, Jack was parked out front. You made a quick sprint to his car to beat the cold on this windy December night. You let out a sigh of relief when you closed your door and were engulfed by the pleasant warmth of Jack’s truck.

“So, how’d you get strapped with a day shift?” he asked,

“Oh, Collins covered for me when my granddad passed away last spring. She’s home visiting some family, and I didn’t really have a reason to say no,” you said with a shrug as he pulled away from the curb.

“Good, thought for a second you might be trying to transition to days.” He confessed.

“Fuck, no,” you said without thinking, causing a surprised laugh to punch out of Jack’s chest.

“I mean, I don’t have anything against day shift,” you tried to back track.

“Sounds like you do,” he replied still laughing.

“It just has a different vibe,” you tried,

“Sure,” Jack said, clearly not believing you.

“I mean, I don’t not miss having a normal sleep schedule, but it’d be weird not working with you anymore,” you confessed, before quickly tacking on, “I’d also feel bad leaving Ellis alone. If I’m gone, whose gonna keep you and Shen in check?”

“Ellis can hold her own. I don’t think she could have asked for a better mentor than you.” Jack replied, Your face warmed.

“Well, I had a good teacher,” you commented softly, avoiding Jack’s gaze as you looked out the window. He took a breath like he was going to say something, before slamming on the brakes. The next thing you heard was metal against pavement as you watched the Jeep in front of you roll upon impact from an SUV t-boning it after running a red light. If you and Jack had left 20 seconds earlier, it could have been you. You immediately clocked a Disney-themed family decal on the back of the Jeep with two adults and three children.

“I’ll call 911,” you said as you and Jack both threw your doors open. He had his go-bag slung over his shoulder as you connected with the operator. You both rushed towards the Jeep, you taking the passenger side, while Jack took the driver’s side. It took priority because of its rapid leaking of gasoline.

“911, what is the location of your emergency?” you heard a level female operator’s voice call out now on speaker phone. You quickly supplied the crossroads of the intersection.

“What is the nature of your emergency?” she prompted.

“Car collision,” you started, getting on your hands to check the inside of the car, you took a sigh of relief, it was only a driver. Whom Jack had already maneuvered out of the car. You aided Jack in dragging him just far enough away that the potential issue of the car igniting was dampened. You began assessing him as a middle-aged woman staggered out of the SUV. She was bleeding severely from a head wound, walking with haste away from the scene. While a number of factors could explain her disproportionate bleeding, you had a sinking feeling in your gut that it was alcohol. You and Jack made the slightest eye contact, immediately understanding his next moves without him vocalizing it.

“Go, I’ve got him,” you reassured, before leaving, he informed the operator of the need for two ambulances, fire, and police. You turned your full attention to the victim. He had a broken nose from the impact of the airbags, he was unconscious, and his breathing was shallow. You called out your observations to your phone; you could hear the alarms heading your way in the distance. Just as you reached for a pulse, his breathing stopped altogether; you couldn’t find a pulse.  

“Starting compressions,” you called out as you straddled the victim, mindful of possible internal bleeding as you interlaced your hands and started CPR. You could barely hear the crack of his ribs as the first ambulance pulled up. You were greeted by name as a familiar EMT ran over to you.

“Hey, Javi,” you replied,

“Though you had to night off?” he asked,

“Had’s the operative word there,” you replied before filing them in on the patient’s status.

“Wanna go for a ride?” he asked as his partner saddled up next to you, ready for transfer.

“Your call,” you replied, not missing a beat with your compressions. You could see him and his partner nod at each other before you were loaded in with the victim. It took two more minutes before his pulse came back; it was thready, but it was there.

You quickly moved off the stretcher and out of the way as they pulled up to PTMH. Once they were out and in the pitt you hopped off the rig, only noticing how you looked. Your once clean, white shirt was now splattered with drying blood, and you still had residue of the tinted glass stuck to your jeans from when you initially crouched down to check the Jeep. You had just leaned your back against the brick wall on the outside of the ambulance bay, hands slightly shaky from the residual adrenaline, when a familiar green truck pulled up.

“You okay, kid?” Jack asked as he rounded the hood, holding out your phone.

“Yeah,” you nodded in thanks as you pocketed it.

“Drunk driver?” you asked. He nodded, a crease in his forehead, and lines accentuating his frown as he looked down at his phone.

“What’s up?” you asked

“I was trying to beat the fireworks, but there’s no way I’ll make it back to my place in time,” he sighed.

“Why would you-oh, shit,” you replied, realizing the answer mid-question. You immediately felt stupid for not realizing it sooner. Jack was such a sturdy force; it felt like nothing could stop him, at least to you.

“Yeah,” he nodded. You pulled out your own phone and checked the time.

It was only ten minutes til New Year's.

“I only live two minutes by car. If we hurry, we can make it back to my apartment in time.” You spoke.

“Kid, I’ll be fine-”

“No, you won’t be.” You said, cutting him off, “I’m not letting you get through this alone.”

“I’ve done it before,” he said, rocking on the balls of his feet, “You really don’t have to-”

“Dammit, Jack, just let me.” You said desperately, “Nothing that happens will change my perspective of you. You don’t have to be a hero all the time; can you just be human? Just for tonight. Just for me?”

You both stood frozen in time, eyes locked, before he broke and looked down at his phone. He took a deep breath before responding.

“Okay,” he replied, just above a whisper. You nodded, giving his hand a reassuring squeeze before you piled back into his truck. You gave him directions to your unused parking spot, five minutes remaining as you entered your building. Thankfully, the elevator was on the ground floor. You made it to your apartment with two minutes to spare. Jack trailed behind you, locking your door behind him. You pulled him into your bedroom and quickly closed your blackout curtains before grabbing a pair of headphones that had been charging on your desk. You held them up to your ear as you turned them on and activated the noise-cancelling feature. You thrust them into his hands, pulled out your phone, opened Spotify, and gave him your phone.

“For the noise,” you answered simply at his confused look. You urged him to put them on and take a seat on your bed as you turned off the lights. You were bathed in darkness as you made your way back over to your bed. Your eyes had just adjusted as you heard the chanted countdown from your neighbor’s apartment. You interlaced your hands and gave Jack’s hand a squeeze, smiling up at him reassuringly. You could hear the noise of the rock music he was listening to leak out of your headphones. You studied his face for any sign of panic as the first of the fireworks sounded off. To your relief, he was unaffected and smiling down at you. Your face warmed when you realized how close you were, but as you went to pull back, he caught your jaw. Your eyes fluttered shut as you shared a chaste kiss.

“Happy New Year,” he whispered against your lips, foreheads resting together.

“Happy New Year,” you replied, pulling him in for another kiss, your own fireworks going off.

A/N: I pushed prompt 9 back so that my days would line up again. I will hopefully still be able to get it out tonight.

CW: Alcohol Consumption, Tipsy Whittaker

WC: 1,813

Requested by: @sportsnightnut

“Honey, you look amazing,” Michael reassured you as you smoothed out your dress outside the restaurant. You were wearing your go-to black dress that was flattering but not too revealing. He and Jack had rented out a back room of a nice Italian place near the pitt for a holiday party. It was only the first weekend in December, but you were well aware that there were no days off as a fellow first responder. This party was hard enough to plan, and the holidays hadn’t even officially kicked off yet. Jack took care of the restaurant reservation while he made the schedule for this week as fair as possible. The staff missing this party were simultaneously being delivered takeout, so they didn’t feel left out. Michael was among the day shift employees who were going to arrive late from the night shift handoff. Thankfully, you lived close enough that he was able to grab a quick shower at your apartment before you headed over.

“I know, I just want to make a good first impression, that's all.” You replied. You knew how important the people in that room were to him.

“Yah know, it’s not too late to stay in. I can think of a few things I’d prefer to be doing,” he said, leaning in, lips grazing yours, “Namely you.”

“Michael,” you scolded, hitting his chest with your clutch.

“They’ll love you.” He affirmed with a laugh, looking down at you with those dopey brown eyes that made you fall for him in the first place. You shared a brief kiss before he interlaced your hands.

“Ready?” he asked, giving your hand a squeeze.

“Yeah,” you responded with a smile, squeezing his hand back. He led you through the edge of the dining area after checking in with the hostess. You took a deep breath as he released your hand to open the door. There was a loud greeting at the sight of Robby in front of you, followed by a brief silence when people caught sight of you walking in next to him, holding the crook of his arm. Thankfully, the lull was quick. It ended in an instant after a blonde woman shot the group a single look. Based on that and Michael’s description, you had an educated guess that it was Dana. You smiled as she turned her gaze towards you and made her way over; you and Michael met her halfway.

“You must be the one lover boy’s been hiding away,” she said with a smile. You let out an affirmative laugh before supplying your name. A smile glossed your lips as you saw Michael’s neck begin to flush in your peripheral vision.

“Well, I’m Dana, do you want anything to drink?” she asked, “I’m heading over to the bar now.”

“I’d have to look at what they have, but I’m happy to join you,” you responded before turning to Michael, “Do you want anything, babe?”

“I’d take a beer,” he responded, with a smile.

“K, do you want something on tap or one of the IPAs you like?” you asked.

“Surprise me,” he said, his focus divided between you and something happening on the other side of the room. You glanced over but couldn’t see anything from your vantage point.

“’ Kay,” you nodded, following Dana through the crowd.

“So, what do you do for work?” she asked as you perused the drinks menu.

“Oh, I’m a 911 operator.” You responded, before ordering your drink and a local brew for Michael.

“Where’d you two meet?” she asked, after ordering for herself.

“At an independently owned coffee shop, we were both regulars. We actually have very similar work schedules. So even if it wasn’t on the same day of the week, we’d see each other there all the time from our scheduled intervals. We both always read when we’re there. I actually broke the ice because he was reading one of my favorite books that I absolutely love to talk about. I literally told him that he could tell me to shut up at any point. But, um, he never did.” You admitted shyly,

“I can see why,” she said warmly, making you even more flustered.

“Yeah, um, we kinda started a mini book club after that,” you responded.

“Just two people?” she asked with a laugh,

“Yeah,” you laughed in agreement, feeling warm as blood rushing to your face, “I’m apparently not very good at discerning when people are being friendly or hitting on me,”

“I’ll take an educated guess that Robby’s not the one you’ve done that to,” Dana responded with a knowing smile over the rim of her wine glass.

“Yeah, no, after Robby confessed, it was kinda like the end of The 6th Sense, where the main guy looks back and realizes they were all ghosts the whole time. Except for my version, it was people trying to get with me.” You admitted bashfully, “He had to be super clear without a shadow of doubt. We were three books in when he asked me out.”

“Christ,” She laughed, “Sorry, I’m not laughing at you, sweetheart,” she said, covering her mouth, “I just gave him too much credit. Here, I thought he had some semblance of game when you walked in, but you just confirmed my intuition. How long have you been seeing each other?”

“Official for about five months, but we’ve been talking since...” you trailed off, trying to remember exactly which month you had met.

“May?” Dana offered up.

“Yeah,” you nodded, confused, “How’d you know that?”

“Not to say he’s not a happy person, but his mood did a one-eight last spring, and no one could figure out why.” She confessed.

“Oh,” you said, slightly flustered as she gave you a knowing look.

You both shared a smile at that. Speaking of Michael, you hadn’t seen where he went. You scanned the room and found him with his arms crossed as he addressed a gaggle of younger doctors in the corner he was looking at when you left; you’d guess residents and students. Some of them were holding cash. If you had to guess, you’d say he was breaking up one of the betting rings he’d told you about. Not that that was your focus. You were too busy taking in the serious look on his face. You were too far away to hear them, but you knew what tone he’d taken with them. You were intimately familiar with it to the extent that you could feel a spark in your core at the mere thought of it.

Before Dana could say anything else, a waiter came out to announce that dinner was being served. Everyone not already sitting congregated towards the tables. Salad and bread were served as the waiters went around taking everyone’s orders for entrees from the set menu. Between appetizers and dinner, toasts were made first to the nursing staff (Dana was individually recognized along with the night shift charge nurse), next were the students and residents, and lastly, Robby and Jack (whom you had met briefly) individually acknowledged each other. You couldn’t help but smile as Michael’s face glowed red. Your hand found his when he sat down, and everyone cheered. The next hour of dinner was frankly overstimulating as you met and talked to everyone in your vicinity. You’d had mirrored conversations of the one you had with Dana with each new person you met.

Before you knew it, dessert was being served, and the night had begun to wrap up. You opted to get one last drink from the bar since Michael was driving. While you were waiting to be served, a younger guy with dirty blonde hair walked up next to you. You immediately clocked he’d had his share of drinks already by the slight sway in his walk.

“Hello,” he greeted mellowly, as he waited for the bartender.

“Hi,” you responded politely.

“Are you new to the ED?” he slightly slurred.

“No, I’m a guest.” You answered, slightly amused. You aren’t typically a fan of drunk people, but he seemed harmless.

“We weren’t allowed plus ones,” he offered up, clearly confused.

“Oh, I’m Michael’s date.” You responded as the bartender placed your drink down.

“You’re with Robby? But you’re not old,” he asked, with a stunned look you couldn’t quite place. Before he could say anything else, he was whisked away by one of the other young doctors.

“I didn’t get a drink!” he said slightly too loudly to her.

“Cool it, Huckleberry, this is your Christmas gift.” She responded firmly. You could only laugh to yourself, turning back to find Robby by your side.

“Was Whittaker hitting on you?” he asked.

“Maybe?” you laughed.

“I don’t know if I should laugh or be jealous.” He said with a grin.

“Love, he’s a fetus. I would only worry about people in your weight class.” You replied with a grin. He smiled down at you before placing a chaste kiss on your forehead.

“You ready to get out of here?” he asked, most likely clocking your fatigue.

“Only if you are.” You replied.

“I’ll take that as a yes.” He said, helping you into your coat before once again offering his arm. You instantly took it, sharing a content ride home, to what you thought would be a quiet night. You and Michael had both worked today. So, all you were expecting was your normal routine of changing into something comfortable, then spending a bit of time together before bed. But you were more overstimulated than you thought you were initially, too busy trying to make a good impression to check in with yourself. Robby noticed, though, immediately clocking it when you were slow to answer and became more withdrawn as the car ride went on.

So instead of immediately going to your bedroom for a change of clothing, Michael sat down on your couch, catching your wrist to pull him down with you. You blinked up at him dumbly as you sat straddling his lap, dress bunching up.

“How are you feeling, love?” he probed. He had already lost his jacket and was in the process of unbuttoning his shirt. You took a moment, but couldn’t form any cohesive thoughts. He cupped your face to force eye contact, only to find a familiar, faraway look in your eyes.

“Alright, I think it’s time to get my girl to bed.” He stated. Before you knew it, you were in your bed under the covers, surrounded by Michael’s scent as he held you close. You cuddled up against him, hiding your face in the hollow of his throat. Your eyelids soon grew too heavy to keep open. The last thing you heard was him humming softly into the crown of your head as you drifted off.

A/N: Sorry this is a day late, but better late than never i guess 😅 Decided to go in a fluff direction with this since the next request is just smut lol.

CW: (MDNI!) Subspace, Oral F! & M! Receiving, Sir kink, Daddy kink, age gap, Unprotected PIV, Some fluff sprinkled in

WC: 1,561

A shiver rocked through you as you and Robby trailed behind Jack as he made his way up the hill, saw in hand. The tip of your nose had long gone cold in the early light of this windy Monday morning. Jack had insisted on going to the tree farm right at open. Meaning you had to sleepily pile into his truck at six this morning to make the forty-five-minute drive outside of the city to this specific farm. Your and Michael’s enthusiasm was well stated by the quips you had been making all morning, which you’re sure Jack appreciated.

“How do we feel about this one?” he asked, stopping in front of a white pine, not to be confused with a fraser fir. Which, while also triangular, was less full than the tree you stood in front of. Jack had happily yapped about the 6 different trees this farm had, while you and Robby did your best to stay awake on the drive up.

“I still liked the one three trees ago back,” Robby responded.

“It’s definitely a tree,” you added, taking a sip of your hot cider. Jack gave you both an unamused look over his shoulder.

“That one had a sparse back,” Jack reiterated his stance to Robby, opting to completely ignore your comment.

“We’re putting it in a corner, only 2/3 have to be pretty. No one else will know if it's ugly in the back.” Robby argued. While you loved these men, they could take a stance on anything and argue that opinion til their dying breath.

“It’s not the one,” Jack responded firmly. He was still mourning the loss of the first tree he fell in love with, but another family had claimed it with one of the neon rubber ties they used for those who pay to get their tree chopped down. That was an hour ago; you were so young then.

“I get it,” you cut in, hopefully nipping a potential argument in the bud, “It’s gotta pass a vibe check.”

“I like this kind,” you offered, stepping up to give it a better look, “It’s full enough if we put fairy lights on it, it’ll hide the wires.”

Jack hummed in agreement as he circled the tree.

“Does it pass the Abbot bar of excellency?” Robby asked as Jack gave the tree one more once over.

“It’s not a good as the first one, but it’ll do.” He conceded, handing Robby the saw as he shed his winter jacket and passed it to you.

Despite all of your and Robby’s bitching and moaning, neither of you would dream of stopping this Abbot family tradition. It went without saying how honored you were to have Jack open up to you in this way. While cooking traditional foods with Michael was more comfortable. You’d never trade this experience for anything. So, you dutifully held his coat while he crawled down to start sawing at the trunk.

“Fuck,” Robby cursed softly, as you both shamelessly checked out the muscles moving under the back of Jack’s henley, and the way his ass strained against his jeans. This moment justified having to wake up early and leave your warm bed to do essentially an uphill hike in frigid weather. Jack stayed on his knees after the tree fell, cutting a section of the trunk. You smiled when he handed off the circular cut. This is where your traditions came in, based around crafting and decorating. You’d use the cut later to craft it into a coaster with a picture of you three from this holiday season.

“Which one of you drama queens is going to help me get this down the hill?” he gruffed, standing back up. Robby immediately offered your name while stepping back.

“Fuck no, you think I wanna get sap on me?” you huffed, only half serious, “Mikey’s built like a tree make him do it.”

“Together?” he offered as a truce, looking down at you lovingly. Fuck, those fucking doe eyes will be the death of you. You reluctantly agreed, earning a soft peck from Michael before you lifted the front of the tree. Robby and Jack stationed themselves at the trunk, holding the brunt of the weight as you guided it down the hill.

From there, you and Jack secured the tree to the truck after it was wrapped and started on your drive back to the city. To your delight, Jack made a surprise stop at the bakery you liked just outside of the city. After getting their coffees, both stepped aside as you made the executive decisions on which sweets you’d be taking home. Mirth filled their spirits; they could only smile at the serious look on your face as you picked between cupcakes or macarons. Little did you know they’d happily buy out the bakery if you’d let them. When you got back to your shared home, you let them squabble about the best way to get the tree inside and set it up. No amount of mediation could avoid this fight. So, you opted to put on some holiday instrumental music, put a fresh pot of coffee on, and warm up your pastries to take the chill off them. When you were done, the tree sat in the corner, bare and ready to be decorated.

It was now Jack and Robby's turn to relax as you got down to business. You skillfully weaved battery-operated fairy lights through the limbs of the tree. Once you were done, you began to hang up ornaments by feel, making sure they were spread out consistently amidst the tree. When you were content, you turned and smiled at Robby, allowing him to put the star on top, christening the tree.

“It looks amazing as always, sweetheart,” Jack husked, wrapping his arms around you and resting his chin on your shoulder. He kissed the side of your head affectionately as Michael joined in, gathering both of you in his arms from the front.

Despite their presence, a shiver still rocked through you from the draft.

“Oh? Are you feeling cold love?” Robby asked, pulling back.

“A little,” you admitted, leaning into his hand as he cupped your face.

“Don’t want our girl to go cold, do we, Jack?” Robby asked in a teasing tone, over your shoulder.

“No, we don’t,” Jack answered in a matching tone.

The air shifted as you found yourself straddling Jack’s lap on your shared bed, while sharing a kiss with Michael. You couldn’t help but moan into the kiss when Jack started to rock you in time with him grinding up against your core. You could feel your mind start to grow fuzzy as you offered yourself up to them in any way they’d like, knowing they’d always have your best interest at heart. You whined as he pulled away, lips chasing his.

“You feeling good, baby?” he asked.

You hummed in response, a distant look in your eyes. He immediately clocked your subby headspace as you retreated inside yourself.

“You just need Daddy and Sir to take over, is that it, baby?” Jack asked, and you nodded back. He tisked at your nonverbal response.

“What was that, honey?” Robby asked.

“Yes,” you answered in a small voice.

“Yes?” Jack prompted,

“Yes, Sir,” you immediately corrected yourself.

“Good girl,” he praised, pulling you down for a loving kiss. You could hear Michael shift as Jack dominated your kiss, still grinding up to meet your core. When you pulled back, you were greeted by the sight of Robby, situated at the head of the bed, now nude. You shared an easy smile as you crawled over to meet him, Jack hot on your tail. He embraced you from behind as you and Robby shared a kiss.

Jack mirrored your movements, kissing down your back as you kissed down Robby’s chest towards his happy trail. In a practiced move, you took the head of Robby’s cock into your mouth, letting your drool drip down it as you jerked off what you knew wouldn’t fit in your mouth. You couldn’t help but moan around the head of his cock as Jack’s tongue flicked against your clit. Robby threaded his fingers through your hair, guiding your movements to keep your focus on him as Jack fingered you open. Your breath stuttered as you felt Jack ease himself in; his sharp, calculated thrusts took your breath away. Your eyes fluttered shut as you lost yourself in the tug and pull of your partners. Your chest filled with warmth under your partner’s attention, losing yourself on their cocks.

Despite your state, you recognized Jack’s hard grip and stuttered hips were the beginning of the end. Your orgasms dominoed as Jack came with a moan, his harsh thrust sending you over, causing you to tighten your grip on Robby. The vibration of your moans made him reach his own limit. The rest was a blur as they dutifully cleaned you up and had a check-in before cuddles. Robby pecked your forehead before you buried your face into his shoulder, Jack holding you flush against his chest.

You were always more prone to fall into that headspace when things were stressful, especially near the holidays. You felt so lucky to have partners you knew would always look out for you. You couldn’t ask for a better gift. 

A/N: Once again getting this in before midnight by the skin of my teeth 😅 I want to say tomorrow will be different, but I'm baking and distributing cookies, so we shall see lol

CW: mention of military, familial manipulation, dead parent, drinking, smut (MDNI), age-gap, Sir kink, PIV, Oral F! receiving, some fluff at the end.

WC: 2,266

You took a deep breath to center yourself before ordering another drink. You frowned as you absentmindedly checked your phone. It’d been less than an hour since you left your childhood home after a blow-up fight with your mom, and you already have three missed calls and a slew of passive-aggressive texts from her. You flashed a smile at the bartender as she refreshed your drink and took a deep swig, trying to calm down. You could do this. You still had six more days left in your agreed-upon stay, and then you could get the fuck out of P-burg. You wished you’d seen this coming and booked a hotel instead of opting to stay at your mom’s house for the holidays. You could already feel a sense of dread settling in your stomach at the thought of going home to her. Before you could get lost in that feeling, you heard your name cut through the semi-packed bar.

Your head jerked up as you turned and were greeted with the familiar sight of lovely hazel eyes.

“Jack?” you asked, shifting on your bar stool to face him. An absent-minded smile spread across your lips.

Fuck, did he get hotter? You questioned to yourself. While you loved his auburn curls, something about his now grey hair had emotions stir up inside you.

“You’re a sight for sore eyes,” he said, with a matching grin. Looking past him, you could see a cluster of older veterans from the VA walking in. You were greeted with warm smiles, nods, and some waves as they made their way over to their corner booth. You were happy to see most of your dad’s old cohort still kicking. Most being Vietnam vets, with a few younger guys from Jack’s generation thrown in. In the last months of your dad’s life, you had the routine of going out every Monday night for poker at the VA, followed by drinks at the bar you were currently sitting at. At that time, you did the most to help him feel any sense of normalcy from his pre-cancer diagnosis life.

You were so upset from your fight with your mom, it didn’t even register that it was poker night. You could feel your face warm under his attention as he shamelessly gave you a once-over. Old feelings rising in your gut. Just being in his presence brought back memories of finding comfort in each other’s arms, back to your late twenties.

He was a tragically young widower, and you were actively grieving the loss of your dad as his body rapidly deteriorated from cancer. It was never meant to be serious, just a physical outlet for your overwhelming emotions. You’d always be grateful to him for that distraction.

“What brings you back to town?” he asked, perching next to you at the bar.

“Got guilt tripped into coming home for the holidays.” You answered honestly. You’d never bullshit Jack out of principle; even if you did, you knew he’d see right through it. He hummed in acknowledgement before ordering a beer.

“Your mom still-”

“Batshit?” you asked, interrupting him. He let out a laugh before nodding.

“Yeah, we got into a fight that I should have seen coming.” You sighed.

“She still ragging on you for not being more like your sister?” he asked, now taking a proper seat next to you. He nodded in acknowledgment as the bartender placed his beer in front of him.

“Yeah, doesn’t matter that I have a successful career. Unless I settle down and have 2.5 kids, it’ll never be good enough for her. Not that she’d ever acknowledge my sister’s 16-year headstart. Or the fact that I’ve never wanted to be a stay-at-home mom. I’m not knocking my sister; child rearing is no joke, but the dependency and societal pressures are just not it for me.” You vented, taking a sip of your drink.

“And I’m sure your sister’s being a real help.” He snarked.

“Oh, always. My contact in her phone is still under ‘the accident’, like I chose to be a late-in-life baby and dare to take any attention from her.” You replied.

“How long are you in town for?” he asked.

“Six more days at the earliest. I have off til New Year's, but I think I’m barely gonna make it through my extended family’s holiday celebration next weekend. But if I don’t go to that, my mom will go nuclear.” You sighed, “On a hopefully happier note, how are you doing?”

“Good, no major changes outside of the side effects of getting older.” He sighed, taking a swig of his beer.

“The grey looks good on you,” you replied absent-mindedly, taking a sip of your own drink.

You knew it immediately went to his head when he flashed a cocky smirk at you, which, after all these years, still made your heart skip a beat. While it may be tragic, it was hard to deny that you’ve been holding a torch for him since you first met.

“You, seeing anyone?” he asked, never one for subtlety.

“You think my mom would have run me out of the house if I brought someone home to appease her?” you asked back.

“You got me there,” he laughed,

“You?” you asked, at least trying to be coy. Like you hadn’t clocked the absence of his wedding ring when he sat down.

“Here and there, but they never compared to a certain Spitfire.” He responded with a wink. You couldn’t help but smile. Sure, it was your familial nickname, but Jack and your dad were the only ones to ever use it as a term of endearment. That feeling was fleeting, as your phone once again vibrated, signaling a text. When you checked it, Jack didn’t have to ask to know it was bad.

“What’d she say?” he asked, putting down his half-finished beer.

“She’s threatening to lock me out if I’m not back within a half hour.” You sigh.

“You drive?” he asked.

“Nah, I was so annoyed I just kept walking til I ended up here,” you sigh, pulling up Uber and hoping to god you could get a quick ride. Jack’s gentle but firm hold on you interrupted your panic.

“Do you even want to go home?” he asked earnestly.

“No, really. But all my stuff’s there. Even if I wanted to rent a hotel room for the night, I don’t have a change of clothes, a charger, or my wallet that has my ID. I walked out with my phone and debit card.” You sighed.

“Why, don’t you stay with me tonight?” he offered,

“Nothing needs to happen.” He quickly tacked on, “I’d just sleep a hell of a lot better knowing a narcissist wasn’t actively manipulating you.”

“Jack, that’s sweet, but I couldn’t put you ou-” you started, before he cut you off.

“Just let me.” He said back, bordering on begging as he looked into your eyes.

“Okay,” you nodded, earning a smile from the M.D.

“Alright and I,” he said, gently taking your phone and powering it off, “Will hold onto this until tomorrow morning.” He said, pocketing it. Despite the time apart, he was still painfully aware of how neurotic you are when it comes to your family.

“Thanks,” you said, with a shy smile.

“Anytime,” he replied with a matching look. Before either of you could say anything, a firm hand clapped over Jack’s shoulder.

“You over here hogging Spitfire, Abbot?” One of the older vets, whom you recognized as one of your dad’s buddies, cut in. He didn’t wait for an answer before turning to you.

“I hope you know you’re not getting outta here until we get a proper update, young lady.”

“Wouldn’t dream of it, Sir,” you laughed, following him back to their booth, where the old timers had set up a chair for you. You proceeded to have a better night than you could have imagined as you caught them up on your life and listened to their updates of new grandchildren, ex-wives, and good trouble these men had gotten up to over the last few years. Thankfully, just when your social battery began to run out, Jack cut in that he was your ride and had to work the next day. Your mood had done a one-eighty as your real smile, a rarity to see when visiting home, stayed planted on your lips.

“Do you really have to work tomorrow?" you asked, interrupting the content silence as he pulled into his spot near his house.

“No, but you looked like you were done for the night, and those old timers don’t know when to quit.” He said, unbuckling his seatbelt.

“Are you in a position to call anyone old?” you sassed, giggling to yourself.

“Sweetheart, I know you didn’t just call me old,” he husked, sizing you up.

“And if I did?” you asked back in a bratty tone, unintentionally leaning in.

“Then I’d say you’ve lost those manners I worked so hard to teach you.” He whispered against your lips.

“I think I need a refresher,” you whispered back,

“Is that right, sweetheart?” he asked.

“Mhm,” you hummed against his lips, “That’s right, Sir.”

Jack immediately closed the gap, taking advantage of your gasp to slip his tongue into your mouth. You moaned against his lips, revoking all control as his calloused hand cupped your face, thumb stroking your cheek. You relaxed against him. Jack had always been a constant, dependable, and unwavering force. One you could let your guard down around and trust he’d have your best interest at heart.

A deep whine escaped you as he pulled back, resting forehead to forehead.

“Baby, are you sure about this? I’m not expecting anything from you. We can forget about this and go to bed.”  

“Jack,” you said, taking a firmer tone, “If you don’t fuck me in the next ten minutes, I will go and find someone else who will. Been wet for you all night.”

“Fuck,” he groaned. The next few minutes are a blur as you make it from his truck to his stoop, all the way up to his bedroom, straddling his lap, lips locked.

You couldn’t help but moan against his lips as you grind down on his cock, his hands hot on your hips, encouraging your rocking motion. The few layers of fabric between you felt like too much. You whined against his lips, pulling back.

“Fuck, please, need it, need you so bad, Sir.” You whine against his lips.

“Strip and lie up against the headboard.” He ordered.

You lost your dress as soon as you pulled back and kicked off your soaked panties. You watched him desperately as he lost his prosthetic and shimmied out of his boxers and jeans at the same time. Finally, he fell nude between your legs, after tearing off his t-shirt.

“Fuck, you are soaked.” He groaned against your lower lips, before you could get a comment in, he licked a wide strip from your opening to your clit.

“Sir!” you gasped, hips following his mouth. He immediately barred down your hips with one forearm, as he began to finger you with his other hand. All you could do was moan as he played your body with precision, like no time had passed at all. You couldn’t tell if he was being merciful or was as desperate as you were when he crooked his fingers while sucking on your clit just right to make you fall to pieces. You seized before relaxing into your orgasm. Jack working you through it with practiced rhythm, only pulling back when you crest on overstimulation.

“Jesus, Jack,” you sigh, as he kisses his way back up your body. You eagerly accept his kiss when he nips his way up your neck to your lips.

“Gotta give you some reason to come visit,” he pulled back and teased against your lips, his member pulsing hot against your thigh.

“Still with me, sweetheart?” he asked,

“Yeah,” you nod in a small voice.

“You tapping out or-”

“No,” you shake your head, “need you, Jack, wanna feel full.”

You couldn’t help but whine as he pulled his hot body back and stretched away from you to grab a condom from his nightstand.

“Shh, it’s alright, I’m back.” He reassured, rolling on the condom in record speed, tapping the tip of his cock against your entrance.

“Fuck, please Jac-” before you could beg, he started to shallowly thrust inside, once again forcing your hips down as you chased after his cock.

“Fuck,” he moaned into your shoulder, “how are you so fucking tight?” he groaned, going slow, not only for your comfort, but to dampen his own orgasm. You both shared a content sigh as his hips lay flush against yours. He always had the perfect stretch. Enough to feel the next day, but not enough to be painful.

Moans echoed through his bedroom as you lost yourselves in each other’s bodies. You knew you weren’t going to last. The second his thumb swirled around your clit, it was over. You came with a shout, triggering his orgasm in the same breath.

You panted as you came down, his hips still locked against yours. You couldn’t help but whine again as he pulled out, tied off his condom, and pulled you back into his arms.

“I got you, kid,” he reassured, kissing the crown of your head affectionately. He shushed you against your lips, sharing one last kiss before exhaustion set in.

Maybe coming home wasn't so bad?

A/N: Hope you enjoyed the first day of Pittmas ^_^ It was such a pleasure to be able to write again, so I hope you liked it 💛

CW: SMUT, MDNI!!, Anxiety, Panic Attack, mention of unaccepting family, holiday drama, miscommunication, PIV, Anal (Reader Receiving), dp, edging, daddy & sir kink, Oral (Reader receiving), face riding (I think that's it? if you see something not listed, please LMK!)

WC: 2,708

Request: @nocturnalro

“Mornin’, baby,” you heard Robby husk, peppering kisses on your neck and face; his beard scratching lightly against your skin. You grumbled in return, rolling away from him, taking the covers with you. You did a full rotation as you burritoed yourself rolling into Jack’s empty side of the bed.

“Oh, no, you don’t.” Robby laughed, voice still thick with sleep, as he grabbed the edge of the blanket and tugged on it hard, forcing you back into your lover’s arms. He straddled your hips, grinning down at you as you crack your eyes open to glare at the affront to your sleep. While you do have boundless love from your partners. Robby was currently the opposition, preventing you from sleeping.

“Baby, we’re gonna need to get back on the road soon.” He reminded you, “You’ll be able to get plenty of rest in the car.”

You hummed in consideration, eyes fluttering shut. The pit in your stomach grew as you felt a spike in anxiety at the mention of going back on the road. You and your partners were currently road tripping to your hometown to spend the holidays with your family. You were on the last leg of the three-day drive. You were only about twoish hours away now; you’d driven five hours yesterday and the day before. Even if you didn’t voice it, your partners were aware of how anxious you were over the meeting. You’d been dancing around the topic since you planned the trip this past October. It was a catch-22, telling them no may risk the end of your relationship if they felt like you weren’t okay sharing your unconventional relationship publicly. While telling them yes made it so they’d have to meet and face possible rejections from your traditional family.

You wish you’d never gotten the letter from your parents inviting you home, or rather, you wished you’d never given Robby the okay to open it up and read it to you while you were making dinner. You loved your safe little bubble in Pittsburgh, where you could freely choose who was or wasn’t part of your life. You just didn’t want to hurt either of your loves if your family shared negative opinions. I mean, fuck, it took them years to come to terms with you being trans. Jack & Robby’s health and well-being were your top priority. You’d do almost anything to maintain your relationship. So, despite your own anxious feelings, you agreed to the trip.

“C’mon, love, if you get up now, I’ll give you a treat before we hit the road.” He wagered, morning wood pressing up to your belly button from his position sitting on your hips.

“You can do more than a quicky,” Jack interjected, making both you and Robby jump as he gave away his position at the door of the bedroom. The carpeted floors of the Airbnb muffled his steps.

“You’re the one who told me to wake him up,” Robby said, confused.

“That’s before I knew about this,” Jack said, crossing the room and pushing the curtain open. You squinted at the light, eyes widening as a snow-covered scene appeared. It was still coming down fast; at least three inches had built up on the outside ledge of the window.

“I thought it was just supposed to be overcast,” you said, confused. You’d all been keeping an eye on the weather, even taking off a day earlier than planned to beat a storm that’d be present on the outskirts of your planned route.

“Wind changed the predicted route. We’re getting at least another five inches; we’re fully in the red zone on the weather map now. The NWS has a shelter-in-place order until tonight.” Jack replied. Even in your position, you could make out the untouched snow covering the road. There was no way, even in Jack’s truck, that you wouldn’t be able to safely get to your childhood home.

“Shit, I’ll call my parents to let them know we aren’t making it today.” You tried to hold back your relief as Robby shifted off of you, and you grabbed your phone off the bedside table. Another day of travel shortened your stay with your family as you all needed to be back in the Pitt by New Year’s Eve.

The call went about as well as it could have. Your dad may have immediately deadnamed you, definitely not adding to the stress of this trip, but agreeing that it was safest to postpone your visit by a day. His casual referring to you as his daughter was just icing on the cake of the thankfully short call. With a quick, “I love you too, Dad,” you signed off and immediately let out a sigh of relief. You felt anxiety build in your stomach as Robby and Jack stopped talking as you opened the door to the bedroom. The shared look they had made bile rise in the back of your throat.

“Everything okay?” you asked tentatively.

“We wanted to talk to you before getting on the road today. We still want to have that talk if you’re feeling up for it.” Robby said in a calm, neutral tone. Jack immediately clocked your anxiety as you white-knuckled the doorknob.

“You’re not in trouble love,” he reassured.

“Okay,” you nodded, barely containing your emotions. You took a calming breath because if you didn’t, you would start hyperventilating.

“We were wondering why you don’t want us to meet your family,” Jack asked, his tone even as he leaned against the windowsill.

“I-I,” you tried to start.

“We saw how relieved you were when you saw the snow, Honey,” Robby added. Fuck, of course they did.

“Is it us?” Jack prompted, “Are you embarrassed?”

“No, it’s not you. God, it could never be either of you. I just don’t want you to be hurt in any way, and my family has a habit of finding triggers and abusing them. I mean fuck, I was only on the phone with my dad for less than a minute, and he deadnamed me and misgendered me in the same breath.” You said, breath quickening. You fell to your knees as you became slightly lightheaded; you could hear your rapid heartbeat in your ears. You tried to focus on your breathing, but the pounding in your ears only got louder. This was it; they were going to break up with you. You were going to lose them because you couldn’t handle a simple home visit. What was wrong with you?

Before you could have another negative thought, your chin was jerked up by Jack as he held your face in his callused hands. He held your face steady, opening your throat to allow for more air to come through than your previous position of chin to sternum allowed. His worried eyes filled your vision, and the pounding in your ears continued. You saw his mouth moving, but couldn't make out any words. Robby had stationed himself behind you, pulling you back into his lap. His arms wrapped around you in a tight hold, acting in place of your normal go-to weighted blanket in your shared home. Jack removed one of his hands from your face, lightly holding your hand as he pressed your palm to his chest. You automatically began to match the rise and fall of his diaphragm, his heartbeat guiding your own back into a safe range. The pounding lessened after a minute, as you were able to focus in on Jack’s words.

“That’s it, atta boy.” He encouraged, “You’re doing so well, that’s it.”

Once you had calmed down enough to be able to breathe on your own, Robby’s grip loosened, and Jack leaned back, sitting back on his calves in front of you.

“Baby, if this trip was stressing you out so much, why didn’t you tell us?” Jack asked in a calm, hushed voice.

“I just didn’t want to lose either one of you,” you admitted tearfully.

“Why would you lose us?” Robby asked, chin resting on your shoulder.

“My family is very traditional, and I just didn’t want either of you to get hurt. At the same time, I didn’t want to make you think that I’m ashamed of either of you.” You let out through sniffles.

“Baby, you’re gonna have to do a lot more to scare me off. I’d cross no man’s land if it meant spending another second with either of you, even if it was my last.” Jack confessed, looking down at you with an expression that could only be described as love.

“Honey, I’d spend twenty-four hours handcuffed to Gloria if it meant never losing you both,” Robby replied jokingly. You let out a wet laugh and shared a smile with Jack. Knowing that Robby’s statement was as sincere as he was able to handle. His defense mechanism of humor came out like clockwork.

“Nothing your family does will change how we feel about you. We love you so much, baby.” Jack reassured, kissing your forehead.

“I love you too,” you said, breathing fully back to normal.

“Good, how about we get some water and food in you and see how we can fill our time til tomorrow morning. Okay?” Jack asked softly.

“Okay,” you nodded, you untangled yourself from Robby and had a light conversation as Jack made eggs. Luckily were planning on making breakfast before you left, meaning, with your road trip snacks, the fridge was stocked with enough food to last until morning.

“Thanks,” you told Jack as he placed your plate in front of you with a bottle of water. You were mostly a spectator as Robby, and he talked.

“You still doing okay, Honey?” Robby asked, nudging you with his elbow.

“Yeah,” you nodded with a small voice.

“Do you want to go to sleep?” Jack asked,

“No,” you shook your head, still feeling a bit out of it.

“You want Daddy and Sir to take care of you?” Robby prompted, clocking your headspace.

“Yeah,” you nodded, face warming at how transparent your needs were to them.

“Finish up your water bottle and two more big bites of food, then we’ll take over. Okay, Sweetheart?” Jack asked.

“Yes, Sir,” you nodded, slipping deeper into that headspace. Missing the loving smile Robby and Jack shared while looking at you. Once you were done chewing and taking the last swig of your water, Robby whisked you away back to the bedroom. He pulled into a soft kiss as he unbuttoned the top of your PJs set. Lips pulling back as he kissed down your neck, refreshing a fading hickey at the base of your throat. You could only squirm against him and moan as he pulled back his tongue, laving over the fresh bruise.

“You okay, with us touching your chest toda-” he was cut off with a moan as you threaded your fingers into his hair and tugged him down to your nipple.

“Fuck,” he groaned, and you mewed contentedly as his mouth enveloped your now erect nipple. You a moan, punched out of your chest as Jack appeared next to you, kneeling to your right as he sucked on your neglected nipple into his mouth.

“Fuck, please, Daddy,” you cried, grinding up against Robby’s growing erection.

“What would you like, Angel?” Jack prompted, popping off your chest while you pulled, moan after moan from Robby.

“Wanna be full,” you whined, desperately.

“You want Sir to stretch you out so you can take me and Daddy?” he clarified, working your sleep shorts off. It took an immense amount of effort not to rip your new sleep set.

“Fuck,” you moaned as Robby cupped your core, “Yes!”

Robby made his way down to your boxer-covered core as Jack disappeared from your side. You didn’t complain, though, too caught up in Robby licking a firm, hot strip up your seam. He immediately zeroed in on lapping up your wetness, his tongue thrusting into you as his thumb found your clit, circling it just how you liked.

“FUCK,” you panted, rapidly approaching your orgasm under Robby’s focus.

“Daddy! Daddy, please, need it so bad,” you begged, you were right on the cusp, when you lost all contact with Robby. You blinked open your eyes, tears threatening to spill as you took in the sight of Jack holding Robby back by the hair.

“Sir,” you whined, tears spilling down your cheeks.

“Baby, did I say you could cum?” he husked.

“No, Sir,” you sniffled.

“And whose pussy is this?” Jack asked.

“Yours,” you groan, his other arm bracing your hips. Preventing you from getting any relief from rubbing your thighs together.

“That’s right, love you cum on my time. Got it?” he asked, pushing Robby over onto his back.

“Yes,” you whined.

“Yes, what?” he asked, uncapping the lube in his free hand.

“Yes, Sir!” you called out.

“Good boy,” he affirmed, “Now I want you to straddle Daddy’s face, Sir’s gotta prep you.”

You rolled over, knees on either side of Robby’s head, your slow descent onto his mouth was interrupted as he hooked his hands behind your thighs and yanked you down.

“Daddy!” you moan, as his tongue once again fills your core. Just as you adjusted to that, you could feel the cool slickness of Jack’s fingers circling your asshole.

“Fuck,” you groaned as his hot spit found your back opening, before he immediately began to finger fuck it into you. You could hear the rustling of him grinding down against Robby. Robby’s moans stimulated your oversensitive core.

“Daddy, Sir!” you cried as Jack’s pace increased tenfold, equally desperate to be inside of you. You were right there again, clenching around both their fingers when Jack shoved you off to the side, once again stifling your orgasm. You blinked up tearfully as Jack before he pulled you in for a desperate kiss.

“Just wait until you’re full. Then you can cum as much as you’d like.” He promised, also climbing off of Robby. In practiced form, they both stripped as Robby found his way up to the head of the bed. Jack guided you onto Robby’s lap as he leaned back against the headboard.

“You’re gonna take Daddy first,” Jack ordered,

“Yes, Sir,” you confirmed, earning a kiss to the crown of your head as you lowered down onto Robby. You bounced up and down, taking more of him in each go, going as fast as you could without hurting yourself. You shared a moan with Robby as you sat flush with him. A gasp escaped you as the head of Jack’s cock breached your back entrance. You could feel your face warm at the loud, slick sound of the excess lube he used to prep you. It only took a few precise thrusts before you were full of him.

“Ready, love?” he asked, staying as still as possible, cock pulsing in your ass.

“Please, please, Sir, I’m ready,” you whine, air is punched out of your chest as their thrusts alternated, jerking you back and forth so that you were never empty. You only lasted a minute tops before your first orgasm ripped through you, still sensitive from their edging. Neither of them breaks pace as they work you through it. Overstimulated tears run down your face as the pain becomes pleasure again. You lost yourself in the sensation of their cocks filling you, your mind fully going fuzzy. You were now just a vessel for their pleasure. No worldly problems could reach you here. A moan cuts through your whines as Robby cums, filling you to the brim. Jack, ignore your shared pleas, as he continued to fuck you, listening intently for your safe words as you kept a firm grip on Robby’s cock; overstimulating him. You collapsed on Robby’s chest as Jack pulled back, releasing his hot load on your back. You couldn’t complain, too fucked out to acknowledge anything happening around you.

It was a blur as you went from the shower to being dressed in a loose t-shirt and boxer briefs to being enveloped by your partners in bed. Sleep took you as they whispered sweet nothings that you didn’t have to hear to know their overwhelming love for you.

A/N: Sorry this was late Ro 😅

CW: SMUT (MDNI!), anal, hickeys, mention of dacryphilia, lingerie, jerking off, anal plug

A/N: Robby is only mentioned in a supporting role in this one.

WC: 1,572

Request: @nocturnalro

To put it in simple terms, Jack had a night. It was never easy losing a patient, but he had lost a young veteran within the first hour of his shift. Was it because of something he couldn’t have accounted for because of an incomplete medical history? Yes. Did it make it any less heartbreaking to break the news to that veteran's fiancé when they were finally able to track him down? No. To the extent that he actually took a full meal break. When he had called you at two in the morning to vent, you knew it was bad. You were a perpetual night owl who worked from home. While Jack knew you were always there for him if he needed it, he’d only ever broken down and called you half a handful of times in the years you’ve been together with him and Michael. No, this was going to haunt him. It was exactly the kind of thing that triggered his insomnia, and this was his first day back to work for his rotation of on shifts. You were thankful you had been able to talk him into coming home first for a hot meal instead of going straight to the gym and working out until rest was the only option. He definitely needed a distraction, but you had something else in mind.

You had woken Robby up early, and he quickly agreed to your plan. You had been planning on saving this particular set until closer to the break, your partners shared right before the holidays kicked off, but Robby agreed that Jack needed a release. With Robby’s help, you were prepped and ready for Jack. Wrapped up like a present on your shared bed. You killed time on your phone until you heard the door open and the thump of Jack’s bag hitting the floor. After that, you waited with bated breath as your home once again fell silent to the extent that you jumped a bit when Jack opened your bedroom door. It wasn’t even to the sound of him opening it, no, he only gave away his position by talking.

“Fuck,” he groaned, taking you in. You were lying on your stomach, so that he could take in the big bows covering both your bust and bottom that were built into your silk lingerie.

“Hey, handsome,” you smiled up at him, tossing your phone to the side.

“Hey, beautiful,” he replied huskily. You could feel your face warm under his gaze. Despite your makeup, you felt naked like his eyes were piercing through you.

“Can I ask the occasion?” he said, crossing the room and kneeling in front of you at the foot of the bed.

“Can’t a girl get all dressed to appreciate her man?” you asked rhetorically, as he cupped your face, thumb gently stroking your cheek.

“Baby, I’d never stop you from expressing yourself. But I hope you didn’t feel like you had to do all this just because I had a bad night.” He said, tilting your face up, lips close enough you were sharing breaths.

“Baby, I don’t need a reason to get dolled up for you. You deserve the world.” You replied against his lips. He groans into the kiss, more aggressive than normal as he laces his fingers in the hair at the base of your neck and holds you firmly against him. You squealed as he bit your lip before shoving his tongue into your mouth. Sweet little whimpers escaped you as Jack dominated the kiss. You couldn’t help but whine as he pulled back.

“Fuck, baby, you look so messy, and all we’ve done is a little kissing.” He smirked down at you, a bit of your lipstick smeared on his lips. You intentionally chose lipstick that transfers and mascara that’d run when you cried. You knew Jack loved when you looked wrecked.

“Sir, please.” You beg, already desperately grinding against the bed. The last forty-five minutes between when Robby had finished prepping you and Jack coming home after their shift swap were barely manageable; now that Jack was here, within arm’s reach, you were desperate.

“Patience, baby, I’ll give you exactly what you need.” He replied, standing up and going for his belt while looking down at you with a smug grin. You pushed yourself up in a kneeling position, sitting back on your calves as he dropped his pants and boxer briefs. He fell back onto the bed, popping off his prosthetic and kicking off his bottoms.

“Headboard,” he quipped, removing his liner off of his stump. You wordlessly followed, settling with your back flush with the wooden headboard; your bust and now bulge on display. 

“God,” he groaned, taking you in as he tossed both his scrub top and undershirt to the side.

“You got any Zoom meetings this week?” he asked, crawling up to you.

“Yeah, but it is seasonally appropriate for me to wear a turtleneck,” you replied with a knowing smile.

“So-” Jack started.

“So, mark me up, Sir,” You smirked up at him,

“God, what am I gonna do with you?” he husked against your lips, before pulling you in for another aggressive, impatient kiss. He pulled back and started to skate kisses down your throat, leaving a trail of your lipstick in his wake. He only stopped when your breath hitched, immediately targeting and abusing that sensitive little spot on your neck.

“Fuck,” you moaned, grinding up his matching bulge. He instantly corrected your behavior, pinning your hips down with his own.

“Getting desperate, Angel?” he asked, pulling back and smirking down at you. Your desperate little whines went straight to his cock.

 “Please,” you begged, eyes getting glossy.

“Please, what love? You feeling needy?” he teased, playing with the bow covering your chest, “You know I’ll give my baby whatever she wants, but she’s gotta ask nice,”

“Fuck, need you,” you groan as he finally tugs on the ends of the bow, freeing your tits from confinement. A gasp jerks out of you as he immediately sucks one of your nipples, his cold fingers teasing the other one. You could only moan and lace your fingers in his hair as he peppered your chest with kisses, taking his time to mark up your cleavage. You lost your grip as he pulled back.

“Stomach,” he ordered, slapping your outer thigh lightly. He kissed your shoulder blade as he unhooked your bra. You slink it off, before grinding shapelessly back against his hardened cock, dropping your shoulders down to be flush with the mattress.

“Behave,” he groaned, stilling your hips as he impatiently undid the back bow.

“Fuck, baby,” he sighed, taking in the sight of a matching red plug.

“Did Daddy help you get ready?” he asked, toying with it.

“Mhm,” you hum before letting out a moan, “He helped with that and the bows.”

“Remind me to thank him later,” he sighed, admiring you from behind,

“Sir,” you whined, getting him back on track.

“Sorry, baby,” he replied, kissing your lower back, “take a deep breath for me,”

“And, exhale,” he followed up, pulling the plug out in time with your breath.

“Good, girl.” He praised, reaching in front of you to squeeze your bulge.

“Fuck,” a gasp punched out of your chest as he frees your cock and slides down your panties so you can kick them off with the rest of your clothing forgotten on the bedroom floor.

“Sir, please,” you begged, as he pressed into you. One of his hands keeps you steady as the other stays wrapped around your cock. You could only moan as his thrust aided him in jerking you off; every push forward slid his hand back down to your tip, before he’d jerk his fist back down. Your moans diluted into babbling as he found and abused your prostate.

“I-I can’t,” you tried to warn as he destroyed you in the best possible way.

“Go ahead, baby, you’ve been such a good girl,” he praised, kissing the side of your head. You barely make it through his next thrust as you cum hard onto the bedding below you. You were left as a moaning mess as he released his hold on your cock and held you up by your hips. Doubling his efforts as he ruthlessly pounded into you.

“Fuck,” he groaned as the only warning before he came deep inside you, collapsing to the side of you as he tried to regulate his own breathing as you cuddled against him.

Jack leaned over and grabbed a makeup wipe before dutifully wiping your face clean. Then he grabbed body wipes out of his bedside table’s drawer. While they were designed for camping, they were perfect for helping Jack be able to participate in aftercare without making him put his prosthetic back on or trying to carry something with his crutches. He peppered your face with kisses as he pulled out and wiped you clean.

“You good, baby?” he asked, receiving a hum in response as you buried your face into his shoulder.

“Baby,” he repeated firmly.

“Yes, Sir,” you pulled back to reply. You still had a faraway look in your eyes as you cuddled back into him.

“Good girl,” he praised, holding you close as his own eyes began to droop. You couldn’t help smiling to yourself as his breathing evened out and he began to lightly snore.

A/N: I think this is my first time writing a MTF!Reader insert for a smut piece🤔 , hopefully it came out okay 😅