Prompt: He’s a die-hard Mets fan, but you just so happen to be dedicated to the Yankees + request
Warings: NSFW, Explicit Sexual Content, Smut, Fingering, Oral (both recieving), Different Kinks (masterbation kink also releasing on girl’s face), Basically the dirtiest and most descriptive smut I think I’ve ever written.
Relationship: Dylan O’Brien x Reader
Word Count: 6,200 (Sorry not sorry, I got carried away with the details)
A/N: I literally grew up loving the Yankees (still do) and I honestly don’t know how I hadn’t thought of this before.Also, get ready guys ‘cuz some cool things will be happening the next few weeks and I really hope y’all like it.
P.s. I was originally gonna post a gif, but then I saw these two pictures and fucking lost it.
“Oh, for the love of God!” The young woman complained before taking a long gulp of her drink as she watched her team’s pitcher fail for the fourth time tonight. “Sal, I swear, I’m gonna kill him.”
“Well, at least you’re still in the lead.” The bartender chuckled, wiping down the countertop in between the two.
“Yeah, no thanks to Bryan Mitchell.” She sighed, shaking her head in disappointment.
It wasn’t exactly one of the biggest games of the season, but to her it just about was. The Mets had a surprising comeback in 2016 and the last thing her Yankees needed was to lose to that pathetic excuse of a baseball team. With her eyes glued on the television in this small but cozy downtown bar, (Y/N) placed her glass of whiskey back on her lips and let the hard liquid tear its way down her throat.
As soon as the batter of the opposing team failed to successfully hit the ball, (Y/N) let out a much needed breath of relief. Her attention was completely dedicated to the game playing on the tv screen. Well, that is, until she heard the sound of the front door opening. She didn’t quite know why, but (Y/N) felt inclined to look at whomever was arriving at this small bar she frequented so much. And, boy, was she glad she did.
Her breath hitched in her throat the second she caught sight of the incredibly handsome guy walking inside, a backwards cap settled on his dark brown hair that she felt the sudden desire to run her fingers through. The first thing she noticed was the sexy as hell scruffy, but surprisingly tame, beard on his jaw, her imagination immediately lighting on fire with dirty thoughts. His toned arms and veins straining against his muscles as he coincidentally sat on the stool beside her and lifted his arm to get a hold of the bartender was what caught her focus next. The employee instantly strode towards the beautiful stranger and asked what he wanted to drink. He politely made his order and (Y/N) couldn’t find it in herself to take her gaze off of his plump and inviting lips.
Embarrassment like never before washed over her now blushed cheeks when he, suddenly, turned to her with a confused expression and she realized she had been caught staring. She tried her best to dart away from his stare, but his eyes locked onto hers and eager chills ran down her spine when a small smirk made its way on his pink lips. She took the opportunity to really look at his eyes and they certainly didn’t fail to make her knees weak. They weren’t just a regular hazel color, they were warm with a liquid golden-brown that also had a spark of mischief in them she felt so inclined to get to know. It was strange how they both connected so easily just through looks even though neither one of them believed in love at first sight. The two did, however, believe in infatuation at first sight.
The smirk on his face didn’t leave even when she managed to break the stare the moment she heard the crowd cheering on the tv and she, immediately, turned to discover what just happened in the baseball game. Dylan certainly noticed that his Mets had just made a homerun, but he couldn’t take his eyes off of the girl in the stool next to him. She wore high-waisted jean shorts that definitely worked in favor of her, breath taking, legs and his mind already came up with different scenarios of them spread before him. Her shirt wasn’t revealing in any way, it was just a plain Star Wars tee, and yet he still felt attracted to it. Maybe it’s the fact that he already knew they had a common love for this geeky movie series without even needed to exchange in small talk. But, the way her natural hair perfectly fell on her shoulders made Dylan want to push it aside and nibble down on her inviting neck.
“Are you serious?!” The gorgeous girl shouted, angrily pointing towards the screen even though she knew the umpire couldn’t actually hear her. “That was clearly foul play!”
Her words sparked interest in him and, reluctantly doing so at first, Dylan eventually turned his head towards the sports game. A smile lit up on his face as he watched his team celebrate their newest point only to, suddenly, remember the girl he had his eye on was complaining about this very achievement.
“Foul play?” Dylan questioned and (Y/N) immediately turned around towards the source of the charming voice. “Wait, are you a Yankees’ fan?”
“A proud one to be exact.” She smiled happily and if it weren’t for his shock with this new discovery, he certainly would’ve swooned at how beautiful she was.
“Perfect.” He sighed, only now realizing the bartender had left his drink in front of him when he was too busy gawking at her just moments ago.
“What?” She asked, genuinely confused at his odd reaction and watched him take a sip from his bottle of beer. Then, the realization hit her like a truck and she shook her head with disappointment. “Oh, no. You’re a Mets fan, aren’t you?”
Dylan didn’t even say anything. He just put his bottle back down on the surface and reached behind his head to turn his baseball cap forwards. Immediately revealing The New York Mets logo stamped on the hat and (Y/N) held back her laughter at the unexpected situation they found themselves in.
“A proud one to be exact.” Dylan repeated her words and, this time, (Y/N) actually let a laugh fall from her lips. It was music to his ears and he desperately wanted to hear it again.
Their attention was back on the game when the sound of bickering and chaotic commotion came from the tv, both now focused on what was happening. Neither one of them knew why the two teams were now fighting, but their hearts lodged in their throats as they watched the players lunge at each other. It was hard to tell who exactly started the fight, but by the commentaries coming from the voice-overs it seemed to be the Yankees’ fault.
“Of course.” Dylan shook his head, taking another gulp of his beer. “Wouldn’t be the first time.”
(Y/N) immediately turned to glare at him, rage and frustration rushing through her veins at the sound of disregard towards her favorite baseball team.
“Excuse me?” She hissed, completely offended at his remark.
“Oh, I’m sorry, does the 2000 World Series not ring any bells to you?” He retorted with a cocky smirk.
“You mean the year we completely destroyed your team’s ass?” She replied, a grin on her face as she proudly spoke. “Something we had already accomplished countless times and would continue doing ‘till, literally, this very day.”
“Roger Clemens and Mike Piazza.” Dylan simply stated, chosing to ignore her bragging and (Y/N)’s eyes widened at the familiar names.
“There’s no proof Clemens intentionally hit Piazza in the head with that fastball.” She defended and he let out a dark chuckle.
“Seriously? You’re really going to defend someone who gave a fellow baseball player a concussion just because he had terrible anger management?”
“Okay, you know what?” (Y/N) scoffed, rolling her eyes at him. “At least we have players that are actually good at pitching.”
That spiteful comment was enough to spark something in him other than desire for this girl and, needless to say, Dylan was outraged. No one can just mock his beloved Mets and think they can easily get away with it.
“Says the girl whose team lost to us, their biggest rivals, in a 15 to 6 defeat in 2008.” Dylan retaliated and didn’t expect the sudden chuckle (Y/N) let out.
“Sure, but what’s one losing game compared to the 27 different World Series said girl’s team has already won?” She shrugged and Dylan hated the fact that she was right. “Making her baseball team the one with the most wins ever.
“And sweetie,” (Y/N) continued, placing a hand on his thigh that sent lustful jolts throughout Dylan’s entire body. “You’re sad little team isn’t even close to being an actual rival of ours, not when you’ve only won a pathetic amount of 2 World Series. How about you try to insult me when you catch up with us big boys, huh?”
“Fuck, I don’t know what drives me crazier.” Dylan whimpered at her touch, his eyes boring into her dilated ones and there’s no doubt both of them clearly wanted to rip each other’s clothes off. “The fact that you keep dissing my Mets or the fact that you’re extremely sexy talking so passionately about baseball like that.”
With a sly smile on her face and confidence she didn’t actually know she had in her, the young woman extending her hand towards him.
“(Y/N) (Y/L/N).” She greeted as he slipped his own hand into her grasp and shook them together. “Huge Yankees fan who apparently also happens to be very sexy.”
“Dylan O'Brien.” He smiled back at her, a small chuckle escaping his throat at her comment. “Long suffering Mets fan.”
“Nice to meet you, Dylan.” She laughed and he laughed along with her when her eyebrows, suddenly, furrowed. “Wait, why do I feel like I’ve heard that name somewhere before?”
“I, uh-” Dylan nervously scratched the back of his neck. “I’m an actor.”
“Hey, that’s right!” She exclaimed, now putting together the puzzled pieces in her mind. “You’re that kid from that werewolf show.”
“Yeah, Teen Wolf.” He corrected and she let out a long oh of realization as she remembered all the times she flickered through her channels and passed by this show without second glance.
“So, what brings a Hollywood star like you to this unknown bar?” (Y/N) asked, a playful smirk on her lips. “Shouldn’t you be out partying with models or other celebrities?”
“Nah, I hate that stuff.” He shook his head. “I really love my job but despise the attention.”
“I see.” She smiled, not expecting to meet such a humble famous person. Living in LA, you meet a few here and there and they’re usually always very egotistical. It’s quite refreshing to get to know someone that’s the complete opposite.
“But, what about you? What do you you do?” Dylan asked, taking another gulp of his beer.
“I’m the, um, GM of the Dodgers.” (Y/N) stated nervously and it took everything in him not to spit out his drink in utter shock. The woman giggled at his astonished gaze, his eyes practically bulging out of their sockets.
“Y-You’re the General Manager of the fucking Los Angeles Dodgers?!” Dylan exclaimed after he managed to successfully swallow his alcohol.
“Why so surprised?” She challenged and Dylan couldn’t stop staring at her in complete awe. “Is it because I’m a woman?”
“No!” Dylan frantically shook his head. “It’s because I was already so attracted to you and, now, fuck… I think you might just be the death of me.”
“Well, O'Brien.” She grinned and Dylan suddenly moaned when she unexpectedly gripped tightly onto his thigh. “I’m very attracted to you, too.”
“Hey, do you want to get out of here?” He asked, beyond ready to do so many sinful things to her that even the devil himself would be ashamed of.
“Ah, the game’s still on.” She shook her head as she pointed towards the television. “Can’t stop supporting my Yankees just for a hook up.”
“The fact that you work for one baseball team yet your favorite is a completely different one amazes me.” Dylan chuckled, his eyes lingering over her body before landing back on her own.
“What can I say?” (Y/N) shrugged, the actor internally moaning when she bit down on her bottom lip. “I like to keep people on the edge of their seats.”
“Well, you certainly have me on mine.”
The sexual tension between the two was so strong that even the bartender could feel it seething off of them and taking over the entire room. He, honestly, thinks he could cut it with a knife from how palpable it was. (Y/N) still hadn’t removed her grip on his thigh and Dylan silently prayed to any god out there that she wouldn’t, his body craving her touch so much it made him hazy.
“How about a little bet to make things interesting?” She proposed and Dylan’s eyes perked up with intrigue.
“Go on.” He gestured, leaning in closer to her.
“If, after the game, the Yankees have won, you have to tweet out that my team is better than yours.” She stated with a grin and Dylan immediately scoffed at her proposal. “However, if the Mets win, you can take me to your place and have your way with me.”
Dylan’s cock already felt hard just at the offer alone as he watched her take a sip of her whiskey with a naughty smirk. It took all of the self control he had in him not to moan out and crash his lips against her red ones from the beautiful lipstick she was wearing.
“Deal.” He nodded and they shook hands for the second time tonight.
The two eagerly watched the game, both way too excited with what would happen right after. (Y/N) knew that, even if she does win, she definitely won’t be spending the night at her own house. They would constantly and shamelessly glance at each other, neither one caring about embarrassment. The lust and desire was so strong at this point that every stare, glance or lick of the lips was more than welcome. Not only were their bodies attracted to one another, but so were their minds. The two had more in common than they imagined and they enjoyed every second of mindless chatter and laughter. Dylan loved it when she laughed carelessly at his stupid jokes and (Y/N) felt like she was on cloud nine everytime he listened to her speak with such intrigue.
“Seventh inning stretch.” (Y/N) sighed, taking a sip from her third drink of the night as she groaned at the score. “And it’s tie.”
“Want to make things even more interesting?” Dylan smirked, narrowing his eyes in mischief and (Y/N) swooned, still not used to this man’s beauty.
“Just how interesting are we talking here?” She grinned, putting down the glass of alcohol she had in her hand.
“Let’s raise the stakes of this bet.”
“If the Yankees win not only will I tweet they’re better than the Mets, but I’ll also record a video singing the Yankees’ theme to go along with it.” Dylan quirked his eyebrows and (Y/N) carefully listened to every word that came out of his mouth. “However, if my team wins, you have to come back to my place tonight and go on a date with me.”
(Y/N) eyes widened at the request and she, suddenly, felt her heart beat a little faster. With a happy smile now spreading across her face, she took her glass back in her small hand.
“Alright, O'Brien.” She nodded, clinking her drink with his. The sound echoing in their little bubble as they stared each other down. “I’m down with that, but you better start warming up your voice because there’s no way the Mets are going to win.”
It was as if the words she said immediately cursed the entire game the moment they fell from her red lips. The Mets were unexpectedly scoring homerun after homerun and (Y/N) would cringe everytime they did. Dylan, on the other hand, had a permanent smirk on his face the whole game. He would watch in awe whenever (Y/N) would angrily scream at the television screen and he couldn’t wait till she screamingunder him. It didn’t take long for the game to end and (Y/N) question her entire existence. It’s not that she didn’t want the things that came with Dylan winning, oh she definitely wanted them, it’s the fact that her incredibly skillful and talented Yankees lost to the fucking Mets.
“Well, well, well.” Dylan grinned, standing up from his stool as (Y/N) groaned at his taunting. “Looks like my sad little team caught up with the big boys.”
The beautiful woman glared at his mockery towards the exact words she used just a few hours ago. They were meant to work in her favor not Dylan’s. She stood up from her own stool and took a step towards him, their faces now inches from each other.
“It’s only the beginning of the season.” She defended and Dylan smiled at her proximity, the smell of alcohol on her breath making him drunk on her. “The Mets won’t survive the entire year and you fucking know it.”
“I guess we’ll just have to wait and see.” Dylan retorted and she couldn’t keep her stare away from his lips as he tugged the bottom one in between his teeth, (Y/N) instinctively doing the same. Dylan’s eyes looked down at hers and it was as if their little feud immediately disappeared and now all they could focus on was what was going to happen next.
“Okay, okay.” The bartender broke their stares, blushes painting both of their cheeks. “(Y/N) take your boy toy and get out of here already before you two start having sex on my countertop.”
“Sorry, Sal.” She cleared her throat and Dylan nervously scratched the back of his neck. “We were just leaving.”
The two shared smirks, lust taking over both of their pupils before they ran out of the door. Sal laughing at them as he closed his bar down.
“Kids.” He shook his head with a smile plastered on his face.
The ride to Dylan’s house was surprisingly pleasant. They found more things they shared in common like their love for goofy comedies and their incredibly similar taste in music. Dylan put his phone in the radio of his car and they spent the rest of the ride singing loudly to the songs they both knew by heart. Laughter was the second main theme of the night, right after desire.
“Do you want something to drink?” Dylan asked the second he unlocked the door to his one bedroom apartment and they both walked inside.
“No,” (Y/N) chuckled as she watched him throw his house keys on a small table and turn around to face her. “I’m pretty sure I had enough at the bar.”
“Yeah, you’re probably right.” He laughed, nodding. “What about something to eat?”
“Not hungry.” She shrugged. “But you can eat if you’re hungry.”
“Oh, I’m hungry.” Dylan licked his lips, walking towards her in a predatory fashion and (Y/N)’s swallowed nervously at how sexy he looked. “Just not for food.”
Her breath hitched in her throat at his comment, jolts of lust rushing through her body and landing in her core. Dylan didn’t even wait for a possible response before crashing his mouth on hers and kissing her with such force he had to hold her lower back tightly so she wouldn’t fall. Both of them have been anticipating that moment the entire night and it was so much better than either could’ve expected. Their lips meshed together in sync with the perfect combination of hard and passionate. (Y/N) wrapped her arms around his neck to drop his baseball cap off his head and finally be able to run her fingers through his dark hair. The second Dylan bit down on her bottom lip, she tugged at the roots provoking a moan to escape from his mouth. The sound sent shivers down her spine and she knew that she desperately wanted to do more than just kiss.
(Y/N) broke the kiss to take a breath, but Dylan didn’t dare stop. He pushed her waist closer into him and she moaned when she felt his growing bulge against her body. Dylan left lingering kisses on her neck which spread goosebumps all over her skin. (Y/N) tried to reach down his back and pull the blue t-shirt off of him but Dylan just grinned against her neck.
“I’m in charge here, remember?” Dylan stated, his hot breath fanning across causing (Y/N) to shiver in response. “And I want to take things slow.”
“Fuck.” She whimpered when he nibbled on her pulse point and began sucking, clearly wanting to leave a hickey there.
Dylan took his time leaving kisses and hickeys wherever he damn pleased and it drove (Y/N) crazy. His provocative touches and the way his lips moved against her skin made her knees weak, wetness already pooling in her panties just from the teasing alone.
“Do something.” She moaned.
“Are you gonna beg for it?” He snickered and (Y/N) moaned again just at his dirty talk.
But, (Y/N) does not beg. She never had to beg to a man before and she won’t start now. Then again, she’s never met anyone like Dylan before. He had her wrapped around his finger just from one night alone.
“I don’t beg.” She shook her head and Dylan slipped his hands down to her ass, squeezing roughly.
“You might as well start learning how to.” Dylan’s face returned to hers, their lips slightly touching. “Because I love it when a woman begs.”
“And I love it when a guy actually fucking touches me.” She retorted and the smile on Dylan’s face didn’t go unnoticed.
He let go of her completely and she whimpered at the loss of contact, wanting desperately to feel his body back on hers. They took this moment to stare at each other and both loved the sight. The two had swollen lips from kissing so hard and smudged red lipstick all over their lips, chins and cheeks. Dylan placed his hand on the hem of her Star Wars shirt and pulled it off her, (Y/N) slightly shivering at the new lack of warmth. He kissed her gently, mostly to tease, as he unbottoned her high-waisted shorts and let them fall on the floor. As she stepped out of the jeans, Dylan licked his plump lips in appreciation at her gorgeous body. She was wearing a matching pair of simple a bra and panties, but the black heels she had on made her look beyond sexy to him. Dylan’s cock twitched against his jeans, desperately wanting to be inside of this breath-taking woman in front of him.
“Take off your bra.” He commanded and usually (Y/N) wouldn’t like being the submissive one during sex but this dominant side of him was turning her on more than she expected.
Slowly reaching behind her back, she unclasped the bra and brought the straps down until she was finally bare. Dylan’s eyes immediately stared at her breasts, the rosy pink nipples perked and ready to be played with. Which was exactly what he decided to. He took two quick steps towards her before returning his hands on her waist, (Y/N)’s back arching the second Dylan’s lips attached to one of her nipples. His hand carefully massaging the other breast he currently wasn’t working his tongue against. She couldn’t contain her moans at finally being able to feel something, but her core still ached in anticipation. When Dylan bit down on her nipple and pulled at it with his teeth, (Y/N) had to press her thighs together to be able to relieve some of the pressure.
“Ah, ah, ah.” Dylan tsked, shaking his head before removing his mouth. He pressed the hand that was on her breast on her thigh and pushed her legs apart. “I call all of the shots.”
“Ple-” She was just about to beg but realized what she was going to do and stopped herself immediately.
“What was that?” He smirked, gripping onto her skin and (Y/N) whimpered at the pressure that was in one place but should’ve been in another. “Were you about to beg?”
“Never.” She panted, his lips back on her nipple.
“Oh, come on Yankees Princess.” He snickered and she not only moaned at the new pet name but the feeling of him sliding his fingers closer to the place she needed him most. “All you have to do is ask.”
She chose to remain silent, not at all trusting her own voice and mind. (Y/N) was already putty in his hands and she didn’t want to give him anymore satisfaction. That is, until he completely broke away from her and took a step back. She stared at him with wide eyes and Dylan grinned sexily before removing his t-shirt. She felt cold and odd without his touch as he unbuckled his belt, pulling it out of his pants. Their eyes full of lust and desire never left each other even when he unbottoned his khakis and brought them down to the floor. Dylan kicked them away, but didn’t approach her again like (Y/N) expected. Instead, he folded his arms across his toned chest and cocked an eyebrow.
“I’m not touching you until you beg for it.” He challenged and her jaw dropped in awe.
Her eyes broke their gaze to look over his body and she swallowed nervously as she took the sight in, frustrated with herself because she now felt inclined to actually beg. Thanks to his crossed arms, Dylan’s muscles were pressing against his skin and it made her head spin. (Y/N) bit down on her lip when she looked at the trail of dark and scruffy hair above his boxers which held the massive erection bulging against the fabric, precum seeping through the cotton. Her core throbbed like never before thanks to the handsome man in front of her.
“Fine, fuck it.” She groaned and Dylan’s ears perked at her words. “Dylan, please touch me. I need you.”
It wasn’t exactly as desperate as he initially wanted, but it was enough for the desire pulsing in his own veins. He, too, wanted to touch her just as much as she did. And in a matter of seconds, Dylan rushed to her and instantly ripped apart her panties. Before she could even complain, his hands moved down to her ass and lifted her up. He kissed her passionately, tongue and all, as he brought her to his bedroom. Placing her down on his empty desk, Dylan spread her legs and fit himself in between them.
He trailed wet kisses down her body and (Y/N) buzzed with excitement. Once he reached her stomach, Dylan kneeled down in front of her and gripped his fingers against her heated thighs. He licked his way towards he left thigh and trailed his tongue close to her core. Just as he was about to touch her there, Dylan immediately switched course and began licking her right thigh.
“I’m gonna kill you.” She hissed through her clenched teeth and Dylan chuckled against her skin.
“Patience, Yankees Princess.” He teased as he nibbled. “Good things come to those who wait.”
She grunted, but accepted none-the-less. Although it’s not like she actually had a choice, the Mets did win after all. (Y/N) ran her fingers through his hair, slightly pulling the strands and Dylan would hum in appreciation. The vibrations shooting through her body and increasing the pain in her core.
When Dylan felt like she’d been teased enough, he let his tongue trace against the place they both desired the most. (Y/N) immediately moaned, not at all caring how loud she was being. His tongue spread apart her soaking wet folds and the young woman’s hips bucked when he momentarily trailed against her swollen clitoris. Dylan’s hand grasped tighter onto her legs as he gently slid his tongue into her, the ache in (Y/N)’s core now being replaced with pleasure and satisfaction.
She whimpered when he pulled his tongue away after working inside of her a few minutes but almost screamed out the second his lips attached to her clit and sucked furiously. One of his hands came into contact and slowly slipped a finger inside of her, her hips bucking instantly at the delicious pumping.
“Fuck.” She moaned and Dylan’s hard cock felt uncomfortable in his boxers as he watched her become a panting mess.
The feeling of his finger inside of her heat and pressing against her soft walls made his head spin, his dick begging to replace his hand’s place. But, Dylan was determined to make her cum with just his hands and mouth first. When he felt she was ready for a second one, he put another finger in and pumped at a faster pace. One of (Y/N)’s hands was buried in his hair and the other gripped tightly on the edge of his desk, her knuckles going white at the pressure.
With the mixture of his fingers curling against her walls and his tongue drawing figure eights on her clitoris as his lips sucked, it was more than enough to quickly build up an orgasm inside of the woman moaning uncontrollably. It didn’t take long to build and, the second Dylan unexpectedly bit down on her clit, her orgasm spilled over her entire body. Dylan didn’t dare stop what he was doing when her legs shook intensely along with her back arching up against the wall. He didn’t even stop when they did. The sounds that fell from her swollen lips and the way she looked as she came made Dylan greedy and he desperately wanted it to happen again. (Y/N) was still sensitive from her first orgasm and in a matter of minutes, she was cumming for the second time tonight. The sensitivity of her core making it easy to reach the edge of her pleasure again.
Even though Dylan removed his head from her inner thighs and attached his lips back onto hers in a forceful kiss, (Y/N) could still feel the burning of his scruff scratching against her tingling skin and she truly hopes the sensation never goes away.
There was more precum spread across his boxers that earlier and Dylan was beyond ready to get rid of the excruciating pain his cock felt from the lack of attention. He made his way back in between her legs after pulling his underwear off and kicking them somewhere far from his body. Dylan brought his hand to his member and pumped a few times in preparation. (Y/N) immediately moaned at the sight of him touching himself and Dylan certainly didn’t expect it.
“What-” He smirked, biting down on his lip at the feeling of his own thumb spreading around the precum on his tip. “Do you have a masterbation kink?”
“Maybe.” She confessed, a bright blush painting her cheeks as her pupils dilated when he increased his pace.
“Damn.” Dylan groaned, throwing his head back with shut eyes. “As much as I love this new discovery, I really want to fuck you right now.”
“Oh, please do.” She grinned, spreading her legs apart even further.
Dylan didn’t even need to think twice before placing both of his hands back on her thighs and lining himself at her entrance. His cock throbbed as he coated his tip in her slick wetness, lubricating himself. The two loudly moaned the moment he easily slid into her, the feeling of them becoming one making their bodies throb with excitement. Dylan let his forehead fall on her shoulder as he waited for to adjust to his size.
“Go ahead.” She stated when she was ready and Dylan immediately pulled back before pushing in again. He started thrusting into her slowly, moaning shamelessly at the feeling of her soft and wet walls tightly around him and (Y/N) loved the delicious feeling of Dylan stretching her as he pumped their bodies together.
(Y/N) wrapped her legs around his waist, giving him a new and deeper angle which he gladly accepted. His hands now moving their positions to thrust harder into her, his left palm flat out on the wall behind her and his right gripping harshly on the edge of his desk. She, however, decided to keep her hands on the arching muscles of his bare back. Considering how turned on they already were, it didn’t take much for the familiar knot to grow inside of the two. Dylan had to use every ounce of self control in him not to cum the second she unintentionally clenched around his shaft and, instead, he sunk his teeth into her shoulder.
Dylan pounded deeper into her, now continuously hitting her g-spot no one had ever found until this very moment, and his dream of hearing the beautiful Yankees’ fan from the bar screaming under him finally came true. Her voice echoed in the room along with the sounds of his desk mercilessly banging against the wall and wet skin slapping against wet skin.
“Fuck, I’m almost there.” Dylan panted, loving the feeling of her breasts bouncing against his bare and sweaty chest.
“Me, too.” She shouted, bringing her own hand down to her clit since Dylan was using his for stability.
It took her about 15 seconds of furiously rubbing her already overly sensitive nub before she felt the tight knot inside of her explode and spread mind blowing pleasure throughout her entire body. Dylan tried to hold his orgasm in him the best he could since he didn’t exactly want to cum inside of her without a condom. It was extremely difficult to contain himself, especially when she clenched around him again and dug her nails into his back, but Dylan somehow managed to contain himself as he shouted in frustration. Once he noticed she was back down from her high, he immediately pulled himself out of her and took a step back.
“On your knees.” He panted, his voice weak as he pointed to the ground in front of him.
Even though she was completely hazy from the ground breaking orgasm she just had, (Y/N) slowly slid off the desk and instantly fell to her knees. Dylan didn’t know wether or not she fell due to how weak her legs were or if it was actually intensional but the second she gripped his member and licked his tip, the thoughts immediately flew out of his head. Dylan’s mind now focused on her taking him into her warm mouth. His hands instinctively dug into her hair as she slowly bobbed his cock. In a matter of seconds, (Y/N) hollowed out her cheeks to make an even tighter environment for him and Dylan moaned shamelessly at the feeling.
(Y/N) absolutely loved that when her tongue grazed his wet member she could taste her juices on him and she decided to deepthroat him in appreciation. She took him in as far as she could, her nose buried in the patch of his dark hair and her throat gagging at the fullness. But, Dylan definitely loved it because his dick instantly twitched in response and he quickly pulled himself out of her mouth. His hot cum squirted out of his tip and he watched with hooded eyes as it painted her blushed cheeks. Normally, (Y/N) would never allow any man do such a thing to her but the way Dylan was looking at her with pure pleasure and enjoyment swimming in his dark pupils was enough to make her want it to happen again. His liquid dripped from her face and made its way down her breasts, Dylan unable to contain his groans at the sight.
“So, I’m guessing this is your kink.” She chuckled, coating one of her fingers with his release and putting it into her mouth.
“One of many.” Dylan smirked, extending his hand for her to grab with her free one.
They stared at each other with satisfaction in their eyes as he helped her stand, both of them simply knowing without the need to actually say that that was the best sex the two ever had.
“I’ll be right back.” Dylan stated, placing a lingering kiss on her lips before walking away and disappearing into his bathroom.
One of (Y/N)’s eyebrows quirked at the sudden sound of water from a sink running momentarily but, when he returned to her with a small and damp towel in his hands, everything made sense. He kindly wiped away the now sticky cum on her skin and she smiled up at him.
“Now about that date.” Dylan grinned, throwing the towel on the desk when he was done cleaning her body. “How does the premiere to my new movie with a romantic dinner afterwards sound?”
“A first date in the eyes of the public?” She questioned, challenging him. “Borderline crazy.”
“So, is that a yes?” He smirked and (Y/N) instantly laughed.