•characters: dennis whitaker x fem!reader
•summary: y/n and dennis are childhood best friends, they did every and anything together, glued to each other like leaves on a tree branch in the summer, so it was only right for them to make a pact with each other. if by the time they both were in their 20’s and still virgins, they’d lose it to each other
•tags: idiots in love, fluff, smut, p in v, oral(fem!receiving),spit kink, use of her/she/y/n, both dennis and y/n are awkward and nervous losers, over thinker y/n, jealous y/n, vet! reader, nosy coworkers(especially trinity), soft dennis, petnames(pretty girl, baby, good girl, good boy, beautiful girl” switch dennis and y/n, age gap(y/n is 25 y/o and dennis is 26 y/o), might be ooc! i didn’t proof read this so sorry for any typos !
•a/n: i genuinely love dennis, his little face is so cute. i wrote for him as an early birthday gift for myself since monday i’ll be having fun! pp
reblogs, likes and comments are really appreciated
y/n felt like a major loser, she thought by the time she reached adulthood that feeling would finally fade but oh boy was she brutally wrong.
by the time she turned 25, she only had been in 2 real relationships that ended horribly, barely knew how to properly kiss someone, and was still a virgin while everyone around her had sex like it was their hobby. maybe romantic love wasn’t for her, and she felt guilty even thinking of something so silly like that, she knew she couldn’t complain because her life was finally falling into place. she graduated from college with flying colors, she was living a life she never thought she’d live being free and experiencing new things in a big city instead of living in a small town like Broken Bow, and she was working at a veterinary clinic that was a few blocks from Pittsburgh Trauma Medical Center where her roommate and best friend dennis whitaker worked.
dennis whitaker has been her best friend since they were both in middle school, becoming friends after a week of them walking in the same direction before and after school, later finding out they lived close by each other and the fact that they were both practically loners that didn’t really have any friends. by high school they were completely inseparable, even after he graduated before her because he was a year older than her they still found a way to hang out with each other until she graduated a little bit after him, by the time they both reached college nothing changed. except for one thing, after a drunken night…
y/n’s second year in college:
“you know, i don’t think i’ll ever lose my virginity” y/n said, her limp body laying on dennis’s small, twin mattress while she stared at the swirling beige ceiling, whitaker hunched over his study table, a big bulky text book in his old study desk while the other held a beat up flask he stole from him older brothers back in high school “why do you say that? you’re dating that william dude, you guys haven’t gone to second base yet?” asked dennis, his downturned blue eyes staring at her, his cheeks flustered and red “ugh no. i don’t really feel comfortable with him to do something like that, every second with him feels like walking on egg shells and i rather not lose it to someone like him. i want my first time to be decent atleast” y/n said, her fingers mindlessly tugging on his navy blue bedsheets “you genuinely deserve better, i always tell you this. you’re first time should be amazing, it will be. but i agree, i hope my first time will be decent..” whitaker says, awkwardly rubbing the back of his neck
“dude…do you think we’ll be in our 50’s still being loser virgins with like 10 cats in our shared apartment” y/n gasped, abruptly jolting forward with wide eyes, dennis shared the same look of despair and horror “i’d seriously hire someone just to lose it, i’m not even joking” dennis says, his words a little slurred but serious, y/n laughed at the severity in his tone “i’d never let you do that…you know…we can just lose it to each other, BUT only if we’re really desperate, like if we’re in our mid 20’s and still virgins we could…just lose it to each other, since we’re already so close and comfortable together” y/n suggested drunkenly, biting her lip anxiously
truth be told, her suggestion wasn’t really a suggestion, it was more of a confession. y/n never told a single soul about her smallnot small crush she had on her best friend. this stupid crush started after he went to her prom together, spending the rest of the night just star gazing and talking to one another about their future together, it felt like they were the only people alive in large world, she felt like she could do anything as long as he was right there beside her along the way. she was sure he didn’t feel like same way for her and that’s exactly why she never mentioned anything remotely romantic to him, afraid of ruining years of friendship and companionship over her silly feelings
“so kinda like a pact? like if we aren’t aren’t married by 30 we’d just marry each other?” asked whitaker, his expression lazy and calm, leaning back against his chair, his long legs spread and inviting, fuck he was so hot
“y-yeah, exactly. maybe it’s the alcohol talking, but i think it’s a good idea” y/n says, eyeing the male in front of her like prey, a smirk painted on his rosy lips, his eye low
“i think so too,that’s our pact.”
years later,back to the present:
now they’re in their mid 20’s, sharing an apartment together, inseparable with two cats named fish and gizmo. and as much as she absolutely adores the soft home she shares with dennis and her fuzzy children, she still feels like she’s missing out she still felt like she was lacking in experience and not to mention, still stupidly in love with dennis whitaker
she accepted the fact that her feelings for her best friend would never leave. as the years went by, her feelings just grew and grew like a plant thriving in nature and it didn’t help that dennis suddenly became hotter as he got older. physically, his frame now stronger and larger than before, his biceps more wide and beefy, his skin more healthier and lively, his hair longer and curlier. the best part of his glow up was his confidence and how it skyrocketed. every step he took oozed assertiveness and he never beat around the bush anymore, confronting anyone and not giving a fuck about people pleasing. it was extremely hot and it drove y/n insane, being able to see him mature into such a well-rounded man after all the years really made her fall for him even more. she just wanted to be wrapped around him like and feeling his heartbeat against hers but there wasn’t a way to subtly express that. 
y/n wasn’t sure if dennis even remembered their pact, she was too afraid to bring it up again but she didn’t really have any other option, and to be completely honest, he was the one she wanted to lose her virginity to. maybe she’ll just rip the band-aid off and go head first and ask him to take her virginity but what if he doesn’t want to lose his especially with her and he gets grossed out by the thought of being with her that way and never wants to see her again then kicks her out of their shared apartment…no, dennis wouldn’t do that to her, she knows that in her heart but her brain can’t help but come up with shit like that…whatever, she’ll just stay a virgin until she gets old and wrinkly, that sounds like the better out come.
by the time y/n clocked out, the sun was setting and the hot summer air was thick and heavy. summer in pittsburgh was very lively, the sound of horns, laughter and sirens were background noise to y/n by now, being desensitized by the chaos around her. she walked towards the front of PTMC and patiently waited on her best friend, usually dennis would be waiting on her because they clocked out during the same time but luckily today she was able to clock out a couple of minutes earlier than normal, having some time to relax and finally get a moment of peace, a moment where her brain can tune out everything and be blank.
as she stood next to the entrance of the hospital, the doors suddenly swung open, a cool refreshing gust of air blowing in her direction, she turned her head to the side and seen dennis and a fair skinned girl next to him, talking and laughing together
“i can’t believe robby let you cut through that dude’s chest, do you know how jealous i was, honestly, i still am” the short haired girl said, bumping her shoulder playfully into his “yeah, i can’t believe it either. i’m just glad he’s doing much better now. when he came in i thought he was a lost cause..all the trauma on his body..”dennis says, empathy heavy in his words, he was always such an empathetic and sensitive guy, that’s one of the reasons why y/n fell for him, she always seemed to go to him whenever she felt like she needed a shoulder to cry on and feeling validated, but it seems like other people are falling for his empathetic nature and sensitivity as well
“you’re always such a softy huckleberry. enough with the work talk, where are you headed now? wanna head to the bar with me? vic kinda flaked on me” she asked, her hands snug in her jean pockets waiting for his answer “uh, well i-“
“dennis” y/n says suddenly, her voice cutting through a little more rougher and possessive than she intended, the sound of her voice made her cringe a little, she heard the jealousy in her voice immediately but she couldn’t help it. seeing her best friend, the man she’s in love with getting close and comfortable with another woman, a beautiful woman. it didn’t sit right in her heart
dennis turned around to the sound of his name being called, his eyes landing on hers, the same eyes that taunted him since the day she introduced herself to him back in middle school, the same eyes that invaded his dreams in the late sleepless nights, the eyes that belonged to the woman he’s been in love with for years
“y/n h-hey,what are you doing here?” dennis asked with a small grin, being presently surprised, he’s missed her face all day “what? you aren’t happy to see me whitaker?” y/n asked, her voice patronizing, her tone shook dennis a little, his palms getting clammy. y/n has never called him whitaker unless she was really upset with him, but what did he do this time? he was sure he took the trash out the night before like she asked, he was sure he fed the cats before he left for work and he was sure he clocked out on time, was she waiting on him for longer than usual?
“u-um, no no, i’m really happy to see you y/n, always. i was just shocked to see you waiting out here, usually it’s the other way around.” dennis nervously laughs, making his way to where she stood with her arms stiff by her sides, his hands holding her elbows gently, trying to soothe the tension in her body “woah, huckleberry. since when did you have a girlfriend? not to mention, a girlfriend who’s completely out of your league” the black haired girl says, a wide smirk on her lips “trin please, not right now.” dennis says with rolling eyes, knowing that tone in her voice, he can feel how smug she was “i was able to clock out a little earlier than usual, so i decided to pick you up but it seems like you have plans already” y/n says with a smile that didn’t reach her eyes, dennis immediately noticed, his heart rate increasing
“no, i don’t have any plans n/n. we can head home, i just want to wind down next to you on the couch, we need to finish that show too, remember?” his voice a little strained, y/n can visibly see the exhaustion heavy in his features and body language, the sight pulled on her heartstrings a little, maybe she overreacted and was a little selfish, not taking into consideration that he might’ve had a rough shift, he didn’t deserve her pitiful attitude right now. with a sigh y/n nods shyly, wrapping her arm around his like normally, falling into their routine
“so no bar, got it. see you tomorrow huckleberry and nice to see you huckleberry’s hot girlfriend” the girl named trin says as she walks away lazily, looking back with a knowing grin, dennis shook his head, he knew what was to come tomorrow morning.
the night went by like normal. the lights in the living room turned off, a shitty tv show playing, stuffing their faces with leftover food and their furry children playing around the apartment freely, the sound of their paws hitting against the floors softly. they haven’t spoken since they’ve arrived home which wasn’t anything unusual, after working long chaotic hours and standing on their feet without any breaks, of course they’d be extremely fatigued and exhausted to talk to each other, but this time that wasn’t the reason why y/n was silent. her mind wasn’t quiet and her heart heavy. she just wanted to feel the skin of her best friend on hers, breathing in his scent and  intertwining her soul and body with his, she just wanted him but for now she’ll just have to yearn for him from a far, glancing to the side to look at the handsome man sitting next to her on their old couch, her eyes landing on his perfect side profile, looking at the dark circles underneath his wide blue eyes, his pink chapped lips and his upturned nose
“are you upset with me?” dennis suddenly speaks as he pauses the the show that played on the tv, his voice soft and warm “no den..why would i be upset with you?” y/n’s eyebrows pulled together, still looking at his side profile, dennis clearly was avoiding eye contact with her “it’s just…early you called me by my last name, you never do that unless you’re upset with me…i just don’t want you to leave me in the dark here. won’t you tell me what i’ve done wrong?” his his eyes finally connecting with hers, his expression anxious and tight, his cracked hands wrapping around her hands. y/n felt like absolute shit, here she was thinking of how he’d feel underneath her with her legs wrapped around his hips while he’s worrying about what he’s done to upset her, she knew it was stupid to get jealous over a little interaction he had with his coworker but it reminded her that he’s not hers, other girls would try to take the most important person in her life, knowing one day he’ll come home with another girl all smiley and happy wrapped around his arm knowing it should be her.
that couldn’t be how things should end with her and dennis, she couldn’t keep the truth in her heart any longer, she needed to tell him about her feelings and facing the rejection like a woman should, like an adult should
“y/n…please just tell me, i don’t want-“
the silence that followed was eerie, y/n can hear the sound of her labored breathing as her ears started ringing anxiously. this was the moment she knew would come, he’s going to be grossed out and tell her he doesn’t feel the same, he’s going to tell her he only sees her as a friend nothing more and-
dennis whitaker was now kissing her. his lips firmly pressed against hers, without any thought y/n cupped the sides of his face gently and pulling him closer to him, wanting to feel his warmth. wrapping her legs around his firm torso and slowly dry humping him, the sensation suddenly snapping dennis back to reality and him pulling back with wide eyes
“i’m sorry, i should’ve asked before k-kissing you, but i just couldn’t help it. i’ve been in love with you since middle school. i’ve waited so long for that” dennis admitted breathless “fuck, we could’ve been with each other all this time? let’s make up for it, yeah?” y/n muttered out, teasingly brushing her lips onto his, dennis groans against her lips with his hands wrapping around her waist “you remember our pact?” asked y/n, running her fingers through his soft curls, nails softly scratching his scalp “mmhm, i do baby” dennis immediately responded, eagerly hoping for her to touch him where he desperately needed attention “let’s stay true to it, you ready?” y/n asks, kissing up his hot neck then biting down his collarbone making him moan loudly, jutting his hips against hers
“fuck yes, please baby” dennis moans out, begging shamelessly “i’m yours den, be my good boy and make us feel good” y/n directed, biting down on her swollen lips, anticipating what his next move would be, dennis nodded rapidly as he positioned himself between her legs, wrapping his hands beneath her knees and placing them onto of his wide shoulders
he kissed her plush thighs as he rubbed delicately over her knees, the feeling of his lips and hands on her was making her shiver and squirm “den, please touch me, i need you so bad” y/n groaned, lifting her hips trying to get him to inch closer to her slick slit, hoping he’d take the hint “shhh, be my good girl and stay still. i’m right here, i’ll give you what you need baby” dennis says, his voice low and lustful, his hands roughly pressed her down into the couch to keep her still, his lanky fingers pulling down her wet panties down her legs then pulling them wide for him to comfortably lay between them, his eyes landing on her soaked cunt, his thumbs spreading her folds open “look at you, poor baby wetting my fingers like a needy girl. you needed my attention here didn’t you?” dennis teased, kissing directly on he’d pulsing clit, y/n whined at the sensation “yeah you did, be good and keep these legs open for me” dennis says before wrapping his lips around her clit, sucking softly then licking a long strip from her warm slit to the most sensitive part. his tongue circled her clit eagerly “mmm baby, am i doing it right?” dennis submissively asked, his puppy dog eyes looking up at her “yes baby, you’re doing so good for me” y/n validated him and he immediately dived back in, his middle and pointer fingers rubbing against her leaking entrance, slowly inserting them in between her velvety walls, y/n moaning out his name as she threw her head back
“y-yeah dennis, fuck, that feels so so good”
his fingers pumping in and out of her squeezing cunt, wetness coating his chin and fingers, dennis groaning against her loudly, his head spinning with desire, his hips humping against the couch cushion desperately, his cock rock hard and leaky “den,i-i’m about to cum, ffuck keep going, i’m cum-cummingg” y/n moaned out, the pitch of her voice sounded unnatural, she never heard her voice go so high but with the way dennis ripped out her release from her body effortlessly was earth shattering, her body shook against his hold, whines falling from his bitten lips feeling overstimulated as he kept sucking on her swollen clit. dennis gave her cunt one more lick before pulling off of her, looking down at her spent body, her body limp and satisfied, he suddenly stood up and rushed to pull his shirt and pants off, discarding them mindlessly on the floor “that’s my good girl, come on, we aren’t done.” dennis says as he picks up her body and places her on top of his, the tip of his stiff dick sliding between her wet lips
“you ready beautiful girl?” groaning out, his voice gruff and deep, y/n she nodded her head and she reached down to the collar of her shirt, ripping if off her frame and tossing it on the ground, her nipples perking up as the cool air hits them “my pretty girl, fuck you’re perfect. so perfect for me” dennis whispers, his hands reaching out and softly pinched her erected nipples between his fingers, his low lidded eyes watching her face crumble with pleasure, he leaned forward and sucked on her nipple eagerly, y/n’s back arched from the sensation
y/n grinding up and down his dick, feeling how hard he is for her as his tip caught against her weeping entrance “can i put it in now gorgeous? please? i need to feel you so bad” dennis moaned out through gritted teeth, he felt so sensitive he might cum just by her grinding on him, he couldn’t have his first time with the love of his life cumming even before he inserted himself inside her, that’ll be too embarrassing for him. y/n cupped his face and latched her lips on his, pushing her tongue on his, tasting herself on his lips, her hands reached between her legs and aligned his tip to her cunt, pushing her hips down and sitting on his dick, feeling each inch slowly sliding inside of her
they moaned together, she felt so full. this feeling was so new to her, the girth stretching her walls deliciously “oh ffuck baby, you’re so fucking wet, i feel your walls wrapping around my ddick” the pleasure was too much for him, his head falling back, his slender neck exposed and sweaty , y/n licked up his throat then sucked harshly, leaving a bright red mark that’ll definitely bruise by morning and she loved the thought of that
“fuck baby, this dick is all mine isn’t it?” y/n moaned in his ear, biting his sensitive lobe
“yes yes yes, all yours, always and forever baby, oh fuck, yeah” dennis whines out, his face flushed a vibrant red, his. curly hair sticking to his forehead. y/n quickens the pace, her hips roughly slamming down and whimpering with each slam, feeling his dick hitting spots her fingers weren’t able to. “b-bbaby baby wait- wait, oh fuck, keep fucking me like that, just like tthat” dennis wailed out, his crude grip on her hips helping her bounce on his dick, roughly bringing her down on him, his hips meeting hers eagerly.
dennis couldn’t think straight, the sound of his heartbeat and y/n’s pretty moans drowning any other sound around him, his brain fuzzing and fogging, his eyes glued on the lustful expression on her face, her eyebrows pinched together and her spot covered lips parted open. dennis needed more, he grabs her face and squishes her cheeks parting her lips even more, he gathered his clear spit and drooled it into her mouth with a deep groan “fuck yeah, swallow it baby,come on” dennis titillated, his fingers reach down to her clit, rubbing tight circles on it
“den-ffuck, so good so goood, i’m getting close again” y/n mewled out, latching onto his neck again, leaving more red marks against his neck “yeah? cum for me pretty girl, you can do it. cum on your dick like a good girl.” his blue eyes wide and wild, his hips fucking up harder making her body jolt roughly against him, her moans getting louder and lighter, dennis could feel her walls tightening on his dick, he felt dangerously close to his orgasm “yyeah baby, shit, i’m close too, cum with me please, please baby” dennis groans, his head fall back “den, i’m so close baby, shit i’m about to ccum”
“where do you want me to cum?” dennis whines, feeling the pressure deep in his stomach growing “i want it inside, i need it inside denny. fill me up like a good boy” y/n moaned out, bouncing faster leaving dennis at her mercy. y/n bounced harder until she shook against him, her movements pausing as her climax washed over her suddenly, dennis following right behind her, his legs shaking and his eyes rolling to the back of his head in pleasure. y/n’s body felt like jelly, unable to keep herself up she limped forward and laid on his sweaty chest, her ear pressed against him and hearing the sound of his heart violently pounding against his chest. y/n felt dennis’s palm rubbing up and down on her back, softly bringing her back to reality, soothing her harsh breathing
the silence wrapped around them like a blanket, it was a heavy kind of silence. y/n rubbed her cheek against his peck then kissing his chest gently, dennis brought her frame closer to his, his arms enveloped her tightly, pressing a kiss on her temple “i love you so much, i have for so long. i want to make this official, make us official. you don’t have to agree right now, i want to take you on a date and do this properly” dennis admits, his voice powdery soft, his eyes lacking any of the previous dominance and lust behind them “i love you more den, of course i want us to be official, i’ve been wanting that since forever. you kept me waiting long enough” y/n teased, a playful grin on her lips, dennis nipped at the exposed skin of her waist, making her squirm away
“i won’t have you waiting on anything else anymore baby, i promise.” dennis muttered, resting his head on top of hers, sleep starting to take over, y/n’s eyes drooping low forcing her to fully close them and letting sleep take over.
dennis felt like he was walking on clouds.
he woke up laying next to the most prettiest woman, feeling her warm body against his, the smell of the lingering scent of her perfume hitting his nose pleasantly, the morning sun shining through his off white curtains, the golden brown beams hitting her like a sun-kissed angel. dennis felt himself falling harder than before, he didn’t even know that was possible.
the moment he stepped foot into the busy and chaotic ER, trinity rushed to his side, a knowing grin on her lips “so huckleberry, wanna tell me who that pretty girl was last night? she seemed really pissed, what was that about?” she teased, her arms folded against her chest, leaning far into her personal space, he turned to face the nosy girl to tell her to mind her business but then a sharp gasp ripped from her lips, her eyes intensely starting at his neck
“VIC, DANA COME SEE THIS NOW!”
this shift is going to kill him…