i beg of you to do a plus size reader (who's got a lot of shame around her body and stuff) fic with stiles where he takes her virginity after they start dating but he's not super experienced, but it's still really good for her
༄ word count — 3.6k
፨ characters — stiles stilinski
☓ tw — none
⊹ cw — smut & oral, losing of virginity, mentions of body insecurity
☼ a/n — i'm plus size and the first person i ever dated wasn't so i love this idea. also this is a bit longer than most of my other stories, so enjoy :)
✎ masterlist
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if you could've seen the way stiles looked at you when you had your back turned, you would melt. such adoration, such attraction, it was hard to find. at least, for you it was.
you'd always been bigger, since the second you were born. you were a chunky baby, and despite hoping it was just baby fat you'd grow out of, it stayed. you spent your entire life doing your darndest to hide it, wearing baggy clothes and adjusting them every chance you got.
so when stiles, a lanky skinny guy on the lacrosse team, asked you out, all you could think of was the weight difference.
but stiles didn't really notice. in fact, the only thing he saw when he looked at you was beauty. he thought you had a body that would've been immortalized in a statue back in ancient greece, give or take a few pounds.
you didn't see it but the first time he laid eyes on you, he couldn't take them off for a good thirty seconds. just watching you at lunch, wondering what you were looking at on your phone that made you smile.
there was one day you were at your locker, absentmindedly messing with your books and binders. you weren't far from where stiles was standing with his friend scott, who was also getting what he needed out of his locker.
the immersion was only broken when scott pulled his attention away.
"dude, if you think she's pretty go ask her out," scott insisted, finding you in his eyesight after a few seconds. "you've been pining over her for weeks."
stiles shook his head. "no, man, she's out of my league."
"yeah, so is every girl here." stiles rolled his eyes at the quip. "just go talk to her. she seems nice."
it was just then that you closed your locker and walked toward them, and stiles turned away from you and tried to act casual, like he wasn't just staring intensely at you. you passed them, not even noticing that they were there. once you were out of earshot, stiles leaned against the lockers.
"she's gone now, so..."
scott sighed. "if you wanna date you're gonna have to get over your fear of talking to girls."
"i'm not afraid of talking to girls. i'm awkward. you and i both know that."
"some girls like that."
"what if she doesn't?"
"you'll never know if you don't try."
the bell rang, and stiles stepped away from the lockers. "i'll see you at practice?"
"yep, see you then."
a couple of hours went by before your study hall period. you were in the library, skimming the books in the social studies section, attempting to find one about women's fashion in the 1700s for a book report.
as soon as you pulled a book off the shelf, just like a scene out of a movie, you revealed stiles' face on the other side. he came into the library because he'd seen you enter a few moments before. he didn't know you were right there only feet away from him, but the movement made him look up from the book in his hands. his eyes went wide at your lack of noticing him, reading the description of the book instead.
he studied your face, this being the closest he'd been to you thus far. he noticed the streaks of unnatural colors in your hair, the slight smile on your lips as you realized this was exactly the book you needed. you didn't look back up, instead walking away to check out the book.
he could see you at the register from where he was standing, and when you felt eyes on you, you looked over. his lips were slightly parted, his posture slumped a bit. he had kind eyes, which locked onto you for a moment.
you gave him a small wave, which he didn't return out of panicked awkwardness. when he realized how creepy it might look for him to be staring intently at you, he instead looked away and walked to the end of the aisle, hiding himself from your vision.
you were slightly confused, wondering what that was about.
after about fifteen minutes and you sitting down at a table tucked away in a corner away from other people, the same boy caught your attention. he was looking around to find somewhere to also sit, every other table full of people.
but when he found your table, he stopped in front of it. he didn't speak for a second, just looking at you.
"can i help you?" you asked, not really knowing what else to say.
"oh, uh... sorry. i didn't mean to stare. i didn't mean to stare earlier, either, i just saw you checking out books and didn't realize i was staring until you waved." he realized he was rambling. "do you mind if i sit here?" he motioned toward the chair across from you.
"sure."
once he was seated, his backpack in the chair next to him, he looked at you again.
"stiles." he held his hand out to shake. you took it and shook a couple of times.
"y/n."
"nice to meet you." you gave a small, awkward but friendly smile. "whatcha reading?"
you hesitated, not used to engaging in conversation with strangers. "i'm doing a book report on fashion evolution in the last few centuries. this one is specifically about women's fashion."
"oh, cool."
you looked down at the books he'd laid down in front of him, noticing that they were all different subjects.
"what about you? very different topics there."
"uh..." he thought for a moment. "can i be honest?" you raised your eyebrows in a 'go ahead' manner. "i kind of came in here as an excuse to talk to you."
now your eyebrows dipped down in confusion.
"what?"
"i... i noticed you a little while back. in the cafeteria. i was too chicken to say anything then, but i've been looking for an opportunity to say hi."
"oh."
he nodded. "i hope that's not too weird. i just... thought you were pretty."
you almost chuckled. "pretty?"
"yeah."
"you think i'm pretty?"
he was the one confused now.
"yeah...? why? what's wrong?"
"nothing's wrong, i just... i've never had anyone tell me that before."
"seriously?" you nodded. "you really caught my eye the first time i saw you."
"what exactly was it about me that caught your eye?"
"you were smiling at something on your phone, a text or something. you just had a really warm smile. you looked really pretty."
you could feel butterflies flapping quickly in your stomach, not used to this.
the two of you talked for what felt like hours. you learned that he was on the lacrosse team, and he geeked out talking about his jeep. it was easy to connect with him, conversation coming naturally to you, as if you'd known each other for your whole lives.
eventually, he asked you out on a date, to which you agreed. one date turned into two, then three, then six. movies, dinner, stargazing, double dates. on the sixth date, he invited you over to his house for the first time.
his car was the only one parked in the driveway, his dad at work that night. it was a nice house, nicer than you expected them to be able to afford.
he cooked for you, a simple plate of spaghetti being infinitely better than the food you'd gone out to eat with him. you sat side by side at the round dining room table, the lack of space between you two palpable.
"you're a really good cook, stiles."
with a mouthful of noodles he said, "thank you."
"i don't cook a lot, i need to learn how to. i really like baking, though."
"oh yeah, i remember you talking about that. next time it's your turn to supply the food, then."
you chuckled. "will do."
he watched you eat, distracted from his own food. there was something almost seductive about the way you ate pasta, intentional or not. the way you slurped the noodles past your lips, the sauce that stained them, he wasn't sure. it was like he was watching you in slow motion, like some cheesy eighties movie that zoomed in on your lips.
something came over him. he waited until you swallowed that bite, and he gently grabbed your face and pulled you in for a kiss. it was so gentle it was like he was afraid to do it. it caught you off guard but you melted into his lips, your entire body tensing up.
when he pulled away, you looked at each other, your eyes wide.
"oh," you whispered, not knowing what else to say.
"i-i'm sorry. i shouldn't have-"
"it's okay. that was... that was good."
"yeah?"
"yeah."
"probably not the best kiss you've ever had."
"stiles, that was the only kiss i've ever had."
you'd already told him your lack of past relationships, and he couldn't help but think how blessed he was that he got to be your first experience dating. he was truly lucky.
"oh, right."
"i don't really have anything to compare it to, but it was good."
"yeah?"
"mhm. just... next time don't be so afraid to kiss me."
as if that was his cue, he immediately pulled you back in for another one. you dropped your fork and gripped the edge of the table, kissing him back as if you knew how.
the next thing you knew, you were standing at the side of his bed, his hands gripping your ribs and him continuing to kiss you. with his lips still against yours, he unzipped your jacket and gently pushed it off your shoulders. it dropped to the floor around your feet, and he broke the kiss to look down at your body.
you had on a simple knit sweater, one that was a bit more fitted than most of your clothes.
as his hands slowly slipped under the material, you stopped them.
"what's wrong?" he whispered.
"uh... it's just... i don't want you to be disappointed by what you see."
"what do you mean?"
"i mean... i don't look like the other girls at school."
"in what way?"
you furrowed your brows. "c'mon, stiles, i know you know what i'm talking about."
"elaborate."
"i'm not... thin. i don't have that great of a body."
"seriously? that's what you think?"
"well, yeah. i have a mirror, stiles. i know what i look like."
"not from my perspective."
"i mean, i guess so. but you have to admit, i'm different from them." as you spoke, he unbuttoned your jeans while maintaining eye contact. "i'm serious."
"i know. i get that you feel that way but i don't think that when i look at you."
"what do you think?"
"i think you're out of my league." this made you chuckle. "i'm serious. i told scott the exact same thing the day we met."
"did you now?"
"you can ask him yourself." your pants were now undone, but he stopped before he went any further. "let me show you how beautiful i think you are."
"mm, how are you gonna do that exactly?"
"i may have to just make you wait and see."
you thought for a second before reaching down and pulling your sweater over your head. you felt like your heart was going to pound out of your chest, or stop entirely. you'd never taken your shirt off in front of a boy before, and you were a bit scared about what his reaction would be.
but the look in his eyes as he looked at you made you feel like the prettiest girl in the entire world. your anxiety melted away when you saw the look in his eyes. it was a look of true love, one no one had ever given you.
"wow," he whispered, studying your body.
"okay?"
instead of answering, he planted another kiss on your lips. he wrapped one arm around your back to pull you against him, his other hand cupping your face to hold you close.
he reached around you and gripped the hooks of your bra.
"can i take this off?" he asked into your mouth, to which he received a nod.
this level of vulnerability and openness wasn't something you were used to giving. not one soul had seen your boobs since you went shopping for training bras with your mom and she had to teach you how to use them. that was around the time you'd become truly aware of your weight and body, and decided that you weren't going to show it to anyone for a long, long time.
he continued kissing you as he struggled to unhook it, eventually getting it. to be fair, it was a bit of a difficult one to unhook.
he didn't look down at first, wanting to continue kissing you. his palm laid flat against your back where your bra band previously was, and you let the straps fall off your shoulders and it fell to the floor.
when he did finally take the opportunity to look at your bare chest, he took in a deep breath.
"wow," he said for a second time.
the urge to cover yourself was overwhelming, almost burning. so when your arms gave in and wrapped around your stomach, he pulled them away.
"why're you doin' that?" he whispered.
"just... not used to anyone seeing me."
"well, get used to it. you're so beautiful."
"you really think so?"
"i don't see how you don't."
"you know, just constant years of bullying." you were slightly joking but also not, that being the main reason for your insecurity. a slightly sad expression formed on his face. you looked down and shook your head. "sorry, i didn't mean to kill the mood."
he hooked his finger under your chin and made you look back up at him.
"don't apologize. it's okay." you nodded. "but i promise i'm gonna make you feel like the prettiest girl in the world. because you are."
you smiled and kissed him, pulling his hand up to cup your breast. he took in a sharp breath at this, his thumb gliding over your nipple.
"your turn to take something off."
he obeyed, pulling his shirt up and over his head. he had a patch of chest hair and a couple of moles here and there, but you noticed the scars on his stomach and ribs too. you ran your thumb over one of them and he looked down at it.
"what are these from?"
he sighed. "long stories. they're old, though."
you decided not to pry, realizing he didn't want to talk about old injuries before having sex with you for the first time.
a moment later, you were on your back in his bed, your head on his pillow. he slowly pulled your already undone pants down your legs and kissed the skin as they came off. he decided to go ahead and strip himself of his, leaving both of you in only your underwear. there were only two layers of thin clothing separating you, and as he leaned back down to kiss you, you could feel the tent in his pants growing.
he pressed a kiss to your neck, then your collarbone, then your chest, before engulfing your right nipple in his mouth. he circled it with his tongue for a moment before continuing down your body, leaving a trail of wet kisses on your stomach.
to have someone love your body instead of shame it made you tremble, not used to the pure affection bursting from his body, leaking from his pores.
he hooked his fingers under your panties, looking at you for permission, which you granted with a hesitant nod. you kept your thighs together for a moment before he kissed your knees, resting his chin on them after a few seconds.
"you don't have to hide anything from me, y/n." he ran his hands up and down your outer thighs and gave a soft smile. "you look so beautiful right now."
this boy was love drunk, his eyes soft and watery. you didn't think it was possible so see an expression so full of love, so desperate to show amore.
you spread your legs, bracing yourself to show all of you to him, to expose your most private areas. but he looked at you like he was an addict, like he needed you just to function.
he'd fallen for you fast, and he'd fallen hard.
after a few seconds he was on his belly, licking and lapping at you like you were a pot of honey. you couldn't hold back the sounds that escaped your throat, unable to describe how good he was making you feel.
you'd masturbated plenty, unsure when it would be someone else pleasuring you. all you'd had was your hand and fingers, and this was way different. it was much warmer, much wetter.
his much stronger than expected hands holding you exactly where he needed you meant all you could do was arch your back. him forcing your hips to still almost made it better, more intense.
because this was the first time you'd been eaten out, you felt your orgasm coming quickly, and when you finally reached your climax, the only sound that came out was a loud and long gasp. you couldn't keep your hips from leaving the mattress as much as he tried to control your movements.
he'd told you before that he wasn't super experienced, only having had sex with one person before you. but you couldn't help but wonder how many times he did this in the past to get him this good at it.
once he was back at your lips to kiss you, he was rock hard, and him grinding against you gave you an idea of what you were in store for.
once his underwear were off and he was sliding a condom on, you got a good look. he was bigger than you expected him to be, but it looked like something you could handle. he was thick too, and you knew you'd be getting stretched out.
"are you still okay with this?" he whispered, kissing your jaw.
"yes, stiles. please." you didn't know why you were begging, it's not like he wasn't going to fuck you if you didn't. but you were antsy, desperate, horny.
he looked into your eyes. "i... shit, i might not last long. it's been a minute."
"that's okay."
"i still want it to be good for you."
"i know it will be. it's okay if you don't. it's my first time, i don't want it to be a marathon."
he nodded. "okay. ready?"
"so ready."
he kissed you as he slid into you, the feeling different than you expected. better than you expected.
once he was fully seated in you, you both let out a soft moan.
"okay?" he asked.
"mhm. i just need to get used to it."
he was gentle, tender with you. he was going slowly as to not hurt you, but it was too slow. you needed more motion and he picked up on that.
"stiles, please, go faster."
he adjusted his position, bending his knees a bit more and pushing your thighs closer to your stomach. he picked up his speed and your moans were already becoming more desperate, more whiny.
"shit, you feel so good," he grunted, trying not to go too fast.
"you do too."
his lips latched onto your neck and his hands balled the sheets under you. the sounds of your wanton moans bounced off the walls and were like music to his ears. he was starting to have to control himself, making sure not to cum too early.
but you could tell he was getting there closer than he expected to. his grunts were becoming more frantic, chasing his orgasm.
after a couple of minutes, it was becoming more and more difficult to hold it off.
"stiles, stop holding back." your commands were gentle and sweet, you wanted him to feel as good as possible too. "i know you're close."
"it hasn't been that long."
"it's okay." that last one was cut off by an uncontrollable moan. "cum for me, stiles." you weren't used to using language like this, so you couldn't help but cringe internally, but those words drove him over the edge. he was thrusting much rougher than he meant to, holding back his orgasm making it even more intense for him.
he busted into the condom, filling it quickly. he slowed his movements, stopping a few thrusts later. he gently kissed you, your hands landing on his ribcage.
it took a few minutes for either of you to catch your breath, and he pulled out of you, tossing the condom in his trash can, and laying beside you. he covered both of you with his comforter, noticing how cold it was in his room.
neither of you spoke for a moment before he reached down and pulled your hand to his lips, kissing the back of your palm.
you laughed silently, looking over at him.
"was that okay? for your first time?"
you nodded. "it was."
"good. i promise next time it'll be better."
"i'm gonna hold you to that, stilinski."
"challenge accepted."
it wasn't long before you drifted to sleep, stiles watching you snore softly with nothing but love in his heart.












