Number Eight
re2r!Leon Kennedy x f!reader summary: at a crowded frat party you never wanted to attend, all you hope for is one night away from textbooks, stress, and the growing pressure of being the only inexperienced person left in college. wc: 12.4k content warning: SMUT MDNI!, inexperienced (virgin) reader, anxious reader, use of y/n, alcohol consumption, swearing, fingering (f receiving), protected p in v sex, oral sex (f receiving), aftercare <3 note: there's genuinely nothing cuter than my baby re2 leon. guys i was kicking my feet and giggling writing this IT'S JUST SO CUTE ARGHH!! also i swear i tried to make this shorter but i don't know what got ahold of me...
-
“Come on, y/n! Get your head out of your books for once and come with me tonight!”
Your dormmate and best friend, Claire pleaded next to you. She was leaned up against your desk, where you were sitting in front of two different ten pound textbooks, writing in a notebook.
“Look Claire, if I could I would. But my midterm is in two days-”
“-Exactly! You can spare one of those days to come out tonight. Think of it as a break between studying,” Claire tried to convince.
It was a Saturday afternoon, in the thick of midterm exams, the leaves on campus slowly beginning to turn colours and gracefully shed off the trees. You were captivated in your studies, as one of your biggest exams was only a couple days away. Being in the program you were in, it was hard to find free time for yourself. Most of your days were spent taking notes, practicing review, and rinse and repeat.
To say you weren’t struggling would be a lie. You knew college was going to be difficult, but this was on a whole other level. You couldn’t afford to miss a day of lecture or you would be completely behind, and don’t even think about trying to study the night before your exam.
But hey, that’s what it took to get a well paying career these days, right?
It also didn’t help that Claire, your dormmate that was assigned to you at random when you moved in, was in a completely different program than you. She understood that you needed your time to do your work, but when it came to a massive frat party being thrown, like tonight, there were no excuses.
“Please, it’s my brother’s first party that he’s throwing as President, and I promised him I would invite as many people as I could,” Claire begs, closing your notebook on top of your hand. You audibly sigh, and finally meet her gaze.
“I don’t think one person will make much of a difference,” you mumble, crossing your arms over your chest. Claire’s eyebrows furrow together, her bottom lip pouting.
“y/n… it won’t be nearly as fun if you don’t come with me!” She got onto her knees in front of you, her hands gripping both of your thighs in desperation. You would think she was a drama major by her performance right now.
You can see her brain working, coming up with one final way to convince you to get out. Her eyes light up, a wide, toothy grin covering her face.
“I know,” she begins, getting up from her knees and walking towards the middle of your shared room, “we can complete number eight on your bucket list tonight.”
She points to a giant poster that you and Claire had made, stuck on the wall in between your beds. The poster read ‘Y/N AND CLAIRE’S COLLEGE BUCKET LIST’ in big, bold sparkly letters at the top.
It was an exercise that your residence assistant had you guys work on to get to know one another, but as the two of you got to know each other more, the list got more unhinged.
It started with, ‘try every dining hall on campus’, and ‘meet each of your professors for each class’. But then the two of you brought it back to your dorm, and came up with some real bucket list goals.
Claire had some for herself, like ‘try a keg stand for the first time’ or ‘go skinny dipping at the pier’. Your goals were less ambitious than hers, as you were quite a lot less experienced than her. But for you, it was way out of your comfort zone.
Your goals consisted of ‘stay out all night partying’, ‘sneak out to the football field at night’, and of course, goal number eight.
‘Lose your virginity’
The words stuck out at you like a sore thumb. All throughout school, you never really had a boyfriend. You always prioritized your studies, your friends, it never really crossed your mind.
But now you’re in college, and the closest you’ve ever been romantically with someone is a cheesy game of spin the bottle in high school.
For the longest time, it felt like the person you were to “give your virginity to” had to be someone special. The timing had to be perfect, detail orientated, and with someone you were in a relationship with. And truth be told, you did still somewhat feel that way. You kept telling yourself if I’ve gone this long, I can wait a little longer, but time is running out.
Being dormmates with Claire really put things in perspective for you. The two of you were at opposite ends of your lives in that area, she had all of her “firsts” a long time ago and was definitely more spontaneous than you.
She would never pressure you into anything, but she helped you realize that your first time having sex is never usually a pleasant experience no matter who it’s with. So it was better to get it done and over with, as she had put it, so you’re not so nervous to do it with your first partner.
Your eyes widened, jaw slacked as you followed Claire’s finger to the poster.
“No way Claire. Nuh-uh.”
Claire sighed dramatically, planting her hands on her hips.
“y/n, you said you didn’t care who you lost your v-card to. I don’t see how tonight isn’t the best possible night to do so!” You run your fingers through your hair anxiously, head spinning with thoughts.
You had been studying for days already, your brain feeling impossibly full with material. As much as you didn’t want to admit it, Claire was right. A house full of frat guys, unlimited alcohol supply, and a chance to put the textbooks down. What could possibly go wrong?
“Fine, I’ll go. But I’m not promising anything-”
You were interrupted by high pitched squealing, and a strong hug around your shoulders.
“Thank you thank you! We are going to find you the perfect frat boy to hook up with tonight!” Claire ran to her closet, already beginning to plan out her outfit for the party.
You sighed, closing your textbooks for the day. This would be the first frat party you’ve attended in college, and to say you didn’t know what to expect would be an understatement. You just hoped you didn’t make a bad decision, and worst comes to worst, you just cling to Claire’s arm all night.
-
From the moment you stepped into the frat house, you figured the former had come true tonight.
The place was a mess. College kids every square inch of the house, beer cans and solo cups covered every surface. There were people playing beer pong on the dining room table, someone funneling a drink in the kitchen, and couples making out on every step of the stairs. Needless to say, it was a typical frat party.
You immediately felt self conscious as you stepped in the door. You knew you looked hot, as Claire kept reminding you, in your mini light blue jean skirt and white low neck t-shirt. Casual for a houseparty, but enough to show off all of your best assets. What was making you anxious was how out of place you felt.
You felt like a little kid in these situations, feeling out of place and a million years behind everyone else. It was times like these where you wished you didn’t keep your nose in your books all throughout high school so you could at least pretend like you belonged.
Claire waved a hand in front of your face, one eyebrow raised.
“Hello? Earth to y/n?” You blinked rapidly, exiting the zone you trapped yourself in, and focused on her face.
“Huh?”
“I can see on your face that you’re spiralling, y/n. Don’t overthink it, okay?” She smiled, placing a supporting hand on your shoulder. You only nodded, letting out a shudder.
“Yeah, okay. I think I just need a drink.”
You and Claire head to the kitchen, where a large bowl of some sort of spiked punch was. You pour two hefty cups of punch, and pass one to Claire. She raises her cup in a toast,
“To you getting laid tonight!” You nearly choke on your drink as you take a sip, tasting the much too strong juice on your tongue. You hope that you at least get drunk enough to ease the nerves, and just try to have a good time tonight.
-
“God, it’s been a fucking hour and he’s nowhere to be found,” Claire whines, leaning against the staircase. You stand next to her, overlooking the whole house. Claire had been searching for her brother, the President of the frat, but no luck thus far. You two had made your rounds throughout the house, watching as Claire got stopped by multiple guys desperately trying to flirt with her.
And how could you blame them? Her light brown hair was long down her back, black tank top underneath her cropped red leather jacket. Her black jeans hugged her perfectly as she swayed her hips around the house.
Meanwhile, you just kept drinking, a buzz slowly flooding your senses. You were starting to feel defeated; although you had no expectations of someone catching your eye tonight, it did hurt to watch all the attention Claire was receiving and you get none.
You tipped your cup up to your mouth to down the rest of the punch, a little spilling at the corner of your mouth. You wiped your mouth with the back of your hand, and placed the cup down on a table.
You decided it was almost time to go. You’d have one more drink, possibly, then make some excuse that the alcohol isn’t sitting right in your stomach and head back to your dorm. As much of a bust tonight was, you were still proud of coming out tonight.
You leaned over to Claire, raising your voice so she could hear you over the music and chatter,
“Hey, I think I’m-”
“-Oh my God! Chris!”
In your line of view, you saw a tall, broad shouldered man come inside the house from the back door. He had that similar light brown hair, and hazel eyes. He locked eyes with Claire, and opened his arms for a hug.
Claire turned to you, toothy smile on her face, “Wait here, I’ll be back!” She was already out of your line of vision before you could say anything back. You watched as Claire ran to her brother, jumping into a hug.
“Great, now I’m stuck here for at least another hour,” you mumbled to yourself, crossing your arms over your chest. You lean against the wall of the living room, watching as Chris introduces Claire to some of his frat brothers.
You started to feel your stomach do flip flops. You were standing by yourself, spotlights suddenly feeling like they were shining down on you. As you watched Claire so effortlessly make new friends, you wondered why it was so difficult for you to go and talk to someone?
Why is everyone staring at me? Just go up and talk to someone!
Your inner monologue was screaming in your head, anxiety starting to paralyze your body. You knew this was gonna be a bad idea to leave Claire’s side, you should just go-
“H-hey, can I get you another drink?”
Your head whips to the voice coming from your right, eyes wide and face tense.
The last thing you expected to see was one of the cutest boys standing right in front of you. He was tall, skinny but there was evidence of muscle building, bright blue eyes, and swoopy blond hair framing his face.
He was perfect.
He stood in front of you, one hand scratching the back of his head, cheeks a warm pink unsure if it was from the alcohol or if he was… nervous?
Why would someone as cute as him be nervous to talk to you?
Your throat dried up, an awkward cough leaving your mouth as you tried to reply, “Uh, s-sure, thanks.”
He only nodded quickly, and sped off to the kitchen. He wasted no time in grabbing two solo cups of punch, extending one arm to give one to you.
“You didn’t lace this, did you?” You teased, taking the cup from his hand, fingers grazing quickly. The boy’s eyes looked like they were going to pop out of his head at your question, his head shaking violently.
“What? N-no! I wouldn’t-”
“-I’m kidding,” You chuckle, taking a sip from the drink, “thank you…?”
“Leon, Leon Kennedy.” Leon relaxes, shoulders loosening and a sheepish smile on his face.
“Nice to meet you, Leon Kennedy. y/n.” You push yourself off the wall, turning yourself to face him completely.
“That’s a pretty name, I like it.” You begin to feel heat rise up to your face, definitely not from the alcohol. You mutter a shy, “Thanks”, tucking a strand of hair behind your ear. Leon just watches you intently, like he’s admiring your features.
“So, what brings you here tonight?” Leon asks, stepping closer to you to be able to hear your response. You suddenly feel very aware of how close he’s getting, and your breath shudders.
“Well, my friend dragged me here because it’s her brother’s party, but I’ve seemed to have lost her,” You look around the room, Claire and Chris nowhere to be found. Leon’s brows raise, taking a large sip out of his drink.
“Oh, you know Chris’ sister? That’s so cool! He’s my President, actually.”
Your head tilts to the side. Leon’s a part of this frat? Off of first impressions you did not expect him to be into something like that.
“This is your frat? I’m not gonna lie, you don’t look like someone who’d enjoy something like this.” Leon’s shoulders shrug, looking around at the combobulation of drunk college kids.
“Because it’s really not,” he begins, “I joined just so it would look good on an application. This kinda stuff isn’t really my thing,” he gestures to the party, voice softening.
You couldn’t help but admire him. He was dressed casual, a grey hoodie with the college’s name embroidered on the front, baggy blue jeans, and beat up white sneakers. If you had met him somewhere else, you would’ve thought he was a lot younger than he was.
You watch as he takes another sip of his drink, throat bobbing as he swallows. Your face felt like it was on fire, how could you get so flustered just from watching him drink?
“N-not a partier?” You stutter, internally cringing at yourself, “What are you doing here then?”
Leon reaches to scratch the back of his neck again, looking down at his feet.
“Kinda have to be at every party we throw,” He mutters, looking back up at you with rosy cheeks, “but I-I was also hoping I’d run into a pretty girl tonight.”
This had to be a joke.
First, this gorgeous boy approaches you. He offers you a drink, brings it back untouched (so far), stands far too close for a casual conversation, and is now flirting?
Looks like goal number eight might actually be achieved tonight.
Although Leon seemed kind, he was still a frat boy. And one thing about them is they’re accustomed to sex. What would he think if he knew you were a virgin? It was better to pretend that you knew what you were doing, than having to embarrass yourself about the truth.
You step a tad closer to Leon, a small smile forming on your lips.
“Yeah? Did you find what you were looking for?”
Leon smiled, head tilting down to meet your gaze directly.
“I think I’ve managed to find the most beautiful girl in the room.”
On the outside, you’re calm and collected. On the inside, you’re screaming. You don’t think someone has ever called you beautiful that wasn’t family.
Okay, you can’t fuck this up. Leon obviously knows what he wants, and that’s you. He’s looking at you with half-lidded eyes, neck craning down to block you behind the wall. If that doesn’t scream, I wanna have sex with you, you don’t know what does.
You take one final sip from your drink, never losing eye contact with Leon. You flutter your eyelashes a little too quickly trying to be seductive.
“Is there somewhere quieter we can go?” You shout a hair too loud, trying to have your voice reach over the chatter around you two. Leon’s eyes widen a fraction, Adam's apple bobbing in his throat. He looks over his shoulder at the stairs next to them, then back at you.
“Follow me,” he whispers against your ear, placing his drink on a nearby table to reach for your hand. You do the same, almost slamming your drink down on the table and grabbing Leon’s hand.
He guides you up the stairs, stepping over couples making out and stray beer cans as you head to the second floor.
The chatter dies down, as there’s far less people upstairs either in line for the bathroom or even more making out. Leon walks to the end of the hall, free hand twisting open a door that leads to an empty bedroom.
He lets you in first, letting go of your hand to move to the small of your back, just gently guiding you inside. The room is small, with a double bed taking up most of the space, but it’s organized and private.
You hear the door close behind you with a soft click, turning to face Leon.
“Better?”
The music and chatter is only a low hum below you, the air feeling fresher and calm. You turn to face him, and he’s a lot closer to you than you thought. You can smell the cologne he’s wearing, surprisingly it’s not that awful one every frat boy wears. He smells fresh and woodsy.
You don’t dare meet his eyes, nervous beyond belief, and take a look at the bedroom walls instead.
“Much better, yeah. Is this your room?” You ask, looking at the college memorabilia, a couple posters of movies like The Breakfast Club and Scream. You feel Leon move closer towards you, not even paying attention to the posters on the wall.
“Yeah, all the brothers live here. I try to keep the door locked during parties…” he trails off, and you finally turn your head to look at him.
His pupils are blown, darting from your eyes to your lips. His chest rises and falls rather quickly, like he’s reminding himself to breathe. You fully turn your body to face him, head tilting up. You feel butterflies exploding in your stomach.
Is this really happening? Is this frat boy about to kiss you? You’re not even quite sure how to kiss, to be honest. You figure you’d let Leon take all the lead, since he knows what he’s doing.
“Hi,” You whisper, eyes rapidly scanning his face for any sort of expression. He smiles, hands hovering awkwardly just over your waist. His head dips a little lower, only inches away from your lips.
“Hey,” Leon whispers back, “you feeling okay?”
You nod quickly, a nervous smile forming on your face. The butterflies felt like they were trying to escape out your throat, it amazes you just how gentle and sweet this boy is. His hands finally land on your waist, the touch warm and grounding.
Leon’s eyes focus on your lips for a second, his own parted slightly and the bridge of his nose a deep pink.
“C-can, can I… kiss you?”
“Y-yeah,” you breathe out, and slowly shut your eyes. You relax your lips, standing perfectly still until you feel the feather light pressure of Leon’s lips on your own.
By any means, this kiss isn’t perfect. His lips aren’t puckered enough, as if he’s afraid to be too forward, and you just barely reciprocate.
But it’s perfect to you.
Your arms, laying still at your sides, nervously slide up to rest on Leon’s shoulders, which encourages him to deepen the kiss. He adds more pressure, lips firmer against yours, and you follow suit.
His fingers press into your waist more, one hand sliding up in between your shoulder blades to push you against his chest.
No matter how much of that spiked punch you drank, nothing could compare to how drunk you feel kissing Leon. Your chest tightens, not only from the lack of oxygen but from the intense feeling of excitement.
You feel yourself gaining more confidence the more you kiss him, your lips match his rhythm and your nose is angled so it slots right against his.
For what felt like hours, the two of you pulled away with a wet clack, heavily breathing and foreheads resting against each other’s.
“Do you w-wanna sit down?” “Leon whispers. You nod, eyes fluttering open and you pull your head away to look at him.
His lips are red and glossy, eyes still staring deeply at you without faltering. He nods as well, and slowly guides you backwards to his bed.
You feel the back of your knees hit the edge of the bed and you sit down, Leon following suit beside you.
Your thighs press against each other, the hands that were on Leon’s shoulders now folded awkwardly in your lap. The air is still for a moment, both of you gathering your bearings for what’s next to come.
Leon shakily raises a hand, reaching to your face to tuck a strand of hair behind your ear.
“You’re so beautiful,” he whispers, his eyes scanning every inch of your face. You bashfully avert his gaze, eyes looking down into your lap.
“Thanks…” If Leon wasn’t paying so close attention he wouldn’t have heard you. But he was so engaged, analyzing every movement and expression.
His hand moved to your chin and tilted it up gently, getting you to look at him. His eyes flicker between your eyes and lips again, breath shuddering against your face.
“Can I kiss you again?”
“Mhm,” you mumble, your eyes already beginning to shut and your face lean into his. Your lips slot together more effortlessly this time, the kiss still so gentle and reserved. Leon keeps his hand holding your chin, the other snaking its way back around your waist.
Your body relaxes more, getting used to kissing him. For it being your first time properly kissing someone that lasted more than a second, it was going a lot better than you expected. You almost thought you were a natural, the way Leon was reacting.
His hand on your waist started to move, trailing higher up your body ever so slowly. His thigh pressed harder against yours, trying to move impossibly closer to you. He kissed deeper, the suction on your lips more fervent and hungry. You felt his tongue poke sharply at your lips, a little unsure of its motives.
Okay, this is it. He wants to go further, and as nervous as you are, you also want more. You’d say you’re doing a pretty good job at making him believe that you know what you’re doing, or he’s just so eager to get in your pants he doesn’t seem to care.
You feel Leon’s tongue prod at your lips again, more persistent this time. The only thing you thought to do was open your mouth wider, and his tongue slid inside. The feeling was foreign, full in your mouth and slippery. But, you didn’t freak out, and let Leon take the lead.
Your hands folded in your lap reached back up to his shoulders, your nails scratching at the nape of his neck. Leon let out a sharp inhale, a quiet moan vibrating against your mouth. His hand on your waist, moving ever so slowly, reached the side of your ribcage. The base of his hand nudged the side of your breast, and it almost retracted like it burned him.
You grab a hold of the back of his hand with your own, and guide it to cup gently around your breast. You both gasped at the same time, Leon’s fingers flexing reluctantly over the mound. His hand trembles as he squeezes harder, and his kisses get uncoordinated, lips bruising yours and tongues twirling around each other.
Your heart is racing. You can feel Leon get more forward, cupping the underside of your chest and grasping hungrier. You try to get yourself to relax into his kisses again, remembering to slow your breathing and focus on the moment. But everything is happening so fast, and trying to pretend like you know what you’re doing is exhausting. It almost seems better to confess to Leon now, maybe he’d understand and might even-
Your thoughts are thrown out the window when Leon pulls himself off you, lips popping away from yours and hands flying off your chest to bury his face.
“Fuck- I’m sorry,” he muffles in his hands, “I-I just can’t-” He pulls his hands off his face and runs his fingers through his hair. You frown, watching how flustered Leon’s getting. Was it something you did? Did he think you were a terrible kisser?
Your hands go to push yourself off the edge of the bed, “I’m sorry, I’ll just go-”
“No! Don’t- don’t go,” Leon puts a hand on your shoulder, pushing you back down on the bed. His face is tomato red, pupils dilated so much the ocean blue of his irises barely visible anymore. You only frown, your embarrassment turning into confusion. If he doesn’t want to continue with you why won’t he let you leave?
“A-are you okay?” You ask, watching as Leon breathes in through his nose and out his mouth. His eyes are wired shut, head up towards the ceiling.
“I have to, fuck- I can’t keep doing this if I’m not being honest,” he stutters, head dropping to his lap, still refusing to look at you. Your eyebrows furrow, head tilting to try and look at him.
“Be honest about what?”
Reluctantly, Leon opens his eyes and looks at you. He scratches the back of his neck, and lets out a final shaky breath.
“Look y/n, I’m really sorry, but I…” He begins, averting your gaze again and looking down at the floor, “...I’ve never done any of this before. I mean, I’ve never even gotten to third base yet. If this isn’t what you were hoping for I underst-”
You cut Leon off with a snicker, which turns into a burst of laughter. You laugh, eyes closed shut and head thrown back, stomach almost hurting. You were so relieved. Of all of the frat guys you tried to hook up with, of course you managed to pick out the one who was in the exact same boat as you.
“I’m glad my virginity amuses you,” Leon scoffs, shaking his head.
“No! No, Leon,” you calm down, controlling your breathing once more and subsiding the laughter. Reassuringly, you place a hand on his thigh, head tilting to catch his gaze.
“I’m laughing because I can’t believe this.”
“Believe what? That I’m a virgin?”
“No, because I’m also a virgin,” you emphasize, pointing your finger into your chest. Leon’s eyes widen, head whipping to face you fully. His shellshocked expression makes you chuckle again, his eyes darting all over you.
“Huh? Y-you’re a-”
“-Yeah,” you sigh with relief, propping your hands on the bed, “I didn’t say anything because I just wanted to get it over with. Figured a frat party would be a great place to meet experienced guys.”
Still bewildered, Leon’s jaw is slacked open, eyebrows so raised they almost touch his hairline. Then, he begins to laugh. His nose scrunches, head thrown back with one hand holding his stomach. His laugh is infectious, and then you’re laughing again.
It’s light, relieving, and instantly calms your nerves. You feel like you can be more authentic, embrace the nervousness and uncertainty of the situation. Now you know you’re not alone in this, and the two of you can get to share this experience together, it makes you all the more excited.
You lean into Leon’s side more, giggles settling in your chest as a comfortable silence envelops the room. He slides an arm behind you, rubbing gentle circles on your back.
“So,” he murmured, cheeks pink again, “does this mean we can stop pretending now?”
You look to the side of him, eyes trailing across his soft jaw, you can see the relaxation on his face.
“Yeah, I guess so,” your voice is soft and smooth. Leon shifts, facing you directly, and grabs ahold of your hands. They’re slightly shaky, but he brushes his thumbs across your knuckles to ground himself.
“Look, this is all so crazy. A-and I totally get it if you don’t wanna go through with anything anymore, but I wasn’t overplaying when I said you’re the most beautiful girl I’ve ever seen.”
You look away from Leon’s face and to where your hands are intertwined, heat rushing up to your face and ears. If anything, you felt more inclined to continue with Leon. Not only did you find him very attractive, but he was incredibly caring, attentive, and was just as clueless when it comes to being intimate.
“I want to keep going,” you look back up at Leon. He smiles, eyes lighting up with excitement and gives a couple squeezes to your hands.
“Are you sure? I-I can’t promise that it will be very enjoyable for you, but I want to try.”
“I’m sure, Leon. I want to do this with you.” You nod reassuringly, leaning in closer to Leon, placing a soft kiss on his lips. He melts immediately, lips slotting into yours and kissing you passionately, as if he’s trying to savour the feeling. He pulls back, a thin line of saliva connecting your mouths.
“Alright. If I do anything you don’t like, you tell me, okay?”
“Okay.”
Leon nods before leaning to kiss you again, with more fire in his movements. He lets go of your hands to grip at your waist, pulling you almost flush to his chest. You drape one arm over his shoulder, the other hand pressing flat against his chest.
You can feel the fast rhythm of his heart, his pectorals tensing under your touch. Leon goes to swipe his tongue over your lips again, softer this time, and you open your mouth to let him inside. A strained groan vibrated against your mouth, the sound giving you goosebumps. Who knew just by a sound alone could get you so riled up?
Leon’s hands, steadier and firmer, roam your waist, fingers slipping past the hem of your shirt to touch your ribs. You moan, the heat of his fingers melting your skin, and Leon pulls his lips away from yours. He takes a quick glance at your shirt before looking back up at you.
“Can I take this off?” Leon whispered, gently pulling at your shirt. You look at him with lustful eyes, lips swollen and parted. You nod quickly, going to reach for the bottom of your shirt. He stops you, placing his hands on top of your own.
“Wait- I need to hear you say yes. N-need to make sure you’re comfortable with everything I ask,” he places a quick kiss to the corner of your mouth, and you pull your hands away from your top.
“Y-yes, Leon. I want you to take my shirt off,” you whisper, smiling as you watch Leon nod affirmingly and go to tug at the hem of your shirt. You raise your arms and he lifts the shirt up and over your head, gently dropping it on the floor. Before he takes the chance to look at you, he pulls his hoodie off and drops it on the floor as well.
It’s a fleeting moment, but you both take the time to admire one another. Leon is slim, but you can see the muscle on his chest and faint ab lines on his stomach. His arms were the largest, biceps round and muscular on his arms.
You peel your eyes away from Leon’s body to his eyes, and he’s still transfixed on you. You were wearing a light pink bralette under your shirt, and that’s all where he was looking. You felt your face heat up, but you didn’t feel self conscious. It was more of an unfamiliar feeling of being admired.
His eyes meet yours once again, and he reaches out to caress your face.
“You are… breathtaking, y/n.” Leon kisses you, short but passionately, and rests his forehead against yours.
Your heart melts in your chest, his praise almost being too much for you. You’ve gone from no male attention whatsoever, to this absolutely lovesick puppy being so careful and attentive to you.
Your hands are resting on his shoulders again, fingertips putting pressure on his bare skin, “Sh-should I lie down?”
Leon brushes the side of your face with his hand, watching the way his fingers thread through strays of your hair.
“Yeah, you can lie down,” he whispers, pulling away from you to let you adjust yourself. He watches as you scoot yourself up his bed, resting your head on the headboard. Leon stands, and grabs your legs to slip your shoes off. He neatly places them at the end of the bed, and kicks his own off before climbing back onto the bed.
He crawls up beside you, not entirely hovering over your body but propping himself to lean over top next to you. He uses his hand to turn your head to face him, his thumb brushing your cheek.
“I…I’d like to try something, if you’ll let me,” he began, kissing your lips quickly, “if you like or don’t like anything I need you to let me know, alright?”
His face is just inches away from yours, his warm breath fanning across your lips. You shift into him more, nodding,
“Okay, I promise.” Leon smiles back at you, closing the gap with his lips. Leon focuses, eyes wired shut and eyebrows knitted together, internally cursing to himself not to mess this up.
The kiss starts slow, the sounds of their lips smacking against each other filling up the room. You lie still on his bed, goosebumps fanning over your half naked body. That familiar sense of butterflies in your stomach begins to form again, but this time it’s not overwhelming anxiety.
Of course you were nervous. How could you not be? A lot of firsts were happening tonight, which was enough to keep your nervous system on overdrive. But you were also excited. You had been dreaming of this situation for so long, and now that it was finally coming true, it felt surreal.
Your head comes back down to earth when you begin to feel Leon’s lips leave your lips, and trail down your jaw. He peppers kisses along it, making his way down to the underside, sucking just a bit harder on the soft skin.
That elicits a breathy moan from you, Leon’s lips suckling on your neck is a brand new feeling that you realize you’re going to crave for the rest of your life. You tilt your head towards the ceiling to give him better access, and he takes that advantage to kiss all the way down the column of your neck.
Leon’s hands begin to roam, where they once were caressing your face to move down south. With a little more confidence than before, but not much, Leon gently grasps at your breast. His hand stays still for a moment, focusing on kissing your collarbone, but then squeezes.
You pant out of your mouth, the love bites at your shoulders and the friction against your breast was intoxicating. Leon massages and kneads your breast outside of your bra, the flesh spilling out of his palm as he tries to grab a handful.
Leon’s lips trail back up your neck, sloppier as they move quicker to reach your lips once again. As he kisses you, lips hungry, the hand over your bra moves backwards to the clasp.
You feel as Leon attempts to unclasp your bra, fingers fumbling over the hooks the more impatient he gets. You let him struggle for a minute or two until you’re laughing against his lips, pulling away to reveal a large smile.
“Need some help?” You ask, arms already reaching to your back. Leon just sighs, cheeks flushed and a weak smile on his puffy pink lips.
“S-sorry, it’s a lot harder than I thought it was gonna be.”
“Don’t be sorry, it’s cute,” you say sweetly, effortlessly unclasping your bra, the straps falling down your shoulders.
Slowly, you remove it entirely, dropping the bra over the side of the bed. The newfound cool air breezes over your bare breasts, nipples already hardening at the temperature. You avoid Leon’s gaze, your face feeling hot as someone other than yourself is seeing you this vulnerable for the first time.
“Hey,” Leon whispers, tilting your chin to have you meet his eyes, “you alright?” Slowly, you look back up at him, eyelashes fluttering trying to shake away nervous thoughts.
“Yeah, just…” You pause, “...feeling a little nervous.”
Leon’s eyes are round and bright, scanning your features before giving your lips a soft kiss.
“It’s okay to be nervous, y/n. But I got you, okay?” He nods encouragingly, moving his hand from your chin to brush the side of your face.
You smile, looking deep into Leon’s eyes, a nervous exhale escaping your lips.
“Okay, I trust you,” you whisper back, flickering back to Leon’s lips and encapsulating them. His hand rests on your cheek, thumb brushing against the soft skin as he kisses you back, long and deeply.
You feel your heartbeat regulate, putting your trust in Leon was something out of the ordinary for you. The attention and admiration he was giving you was different for you, nevermind stripping so bare before somebody.
But Leon made you feel calm, and you barely even noticed the way his hand slid off of your cheek and down your neck, to gently grasp at one of your breasts.
His hand was warm and firm, the rough skin of his palm rubbing over your nipple sends a shiver down your spine. You leaned into his touch, kissing firmer when you felt Leon’s hand squeeze at the flesh, cupping and massaging.
A small moan melts into your mouth once his thumb and index finger form around your nipple, rolling it between the digits and pinching. Your back arches off the bed at the sensation, your brows furrowing under his touch.
Still playing with your breast, Leon pulls back to watch your reaction.
“That feel good?”
“Y-yes,” you moan, eyes still shut and mind hyperfocused on the fingers tugging at your peaks. Leon kisses the hollow of your neck, trailing sloppy kisses downwards to your collarbone, chest, to the valley between your breasts before landing on the hard nipple of your neglected breast.
A high whine escapes your mouth at the sudden sensation, back arching higher into Leon’s face as he kisses hungrily, his tongue swirling and flicking around the nipple.
Your legs cross below you, feeling the growing warmth in your core as Leon continues to worship over your breasts. He looks up at your face, lips and hand still glued to your skin, watching as your body writhes under his touch.
He can feel himself already rock hard, pulsating under his jeans from just watching you so stimulated by his actions. If he doesn’t get this moving along soon, he’s going to finish before you even get the chance to.
He places a final kiss to your breast before pulling off with a wet pop, the skin glistening with his saliva. His hand on your other breast slides down to your waist, then further to the button of your jean skirt. His fingers toy with the waistband, feeling you out before doing more than you’re comfortable with.
“Can I pull this down?”
You look down at Leon’s hand, brushing just under your bellybutton at your skirt.
“Yeah, please,” you say as you’re already lifting up your hips, watching as Leon unbuttons the skirt and you help pull it down to your knees. You kick it off completely, all that’s left on you is a white thong, already a small wet patch forming over your core.
Leon smiles at you, hand resting on your hip.
“I-I don’t really know what I’m doing, but I wanna make you feel good,” he begins, “so you tell me what feels good and what doesn’t, okay?” His face is so serious, you can tell he is so afraid of messing this up.
And whether it’s because he doesn’t want to embarrass himself, or that he genuinely wants to be able to make you feel good, you can’t tell. But you just nod, matching his smile and swiping a stray hair that had fallen over his eye.
“Okay, I can do that.”
He kisses you softly, forehead resting on yours as his hand slides off your hip, and down and below your underwear. His hand rests on your core, unsure of what to do before slowly, his fingers swipe between your folds.
Your breath hitches, the feeling foreign as he drags his hand up and down your folds, the slick coating his fingers and reducing the friction. He doesn’t necessarily rub in a specific spot (or the specific spot), just ghosting over your entrance or spending a little too much time on your labia.
You can’t blame him for trying, he told you he didn’t know what he was doing, but a chuckle couldn’t help but escape your lips as he practically touched every part of you except your clit. It was endearing, feeling him try so hard to please you, but you knew if you wanted this night to be somewhat enjoyable you had to step in.
Leon slowed his hand as he heard you chuckle, looking at you confused, “What? A-am I doing something wrong?”
“No no, it's just…” You place your hand on top of his, guiding his first and middle finger to hover over top of your clit, “...try right here. Slow circles.”
“O-okay,” he stutters, your hand leaving his to rest on his bare chest. Leon puts pressure over the spot with his fingertips, and just like you told him, rubbed slow clockwise circles.
That did the trick, the nerves shocking your body, hips bucking in reaction. Leon notices the action, and quickens his pace.
“Is that better?”
“Yes, a lot better,” you exhale, lashes fluttering as you watch his hand work under your panties. Leon watches your face intently, almost more focused on your reactions than the movement of his fingers.
His brows knit together in concentration, tongue darting out to lick his lips as he keeps those slow circles over your clit. Your thighs twitch around his hand almost instantly.
“Oh,” you breathe, fingers digging into the skin of his chest. Leon’s eyes widen slightly at your reaction, shoulders relaxing just a little.
“Th-that’s good?” He asks softly, almost hopeful.
“Mhm,” you nod quickly, lips parting when he presses a little firmer, “don’t stop.”
The words seem to shoot straight through him as he keeps going, a shaky breath exhaling through his nose. You can feel the confidence in him now that he can see he’s doing something right. His fingers maintain the slow rhythm you guided him into, careful but eager, like he’s memorizing every reaction your body gives gim.
Your hips begin to move against his hand without thinking, chasing the friction. Every soft gasp and breathy sound that leaves your lips only seems to encourage him further.
“You’re doing so good,” you whisper, almost delirious from the sensation. Leon’s face flushes immediately at the praise.
“I am?” He asks quietly, almost sounding surprised. You let out a small laugh between breaths, reaching from his chest to his wrist and holding on tight.
“Yes, Leon- fuck- just like that,” you curse under your breath, and it nearly ruins him.
You can physically see the effect it has on him; his jaw clenches, blue eyes darkening as he watches you writhe beside him. But instead of rushing, he forces himself to stay steady, fingers moving in those same tight circles while his other hand slides to cup around your breast again.
Your breathing grows uneven, thighs trembling faintly around his hand. Your core clenches around nothing, your panties dampening the more aroused you became. Something warm begins tightening low in your stomach, unfamiliar but overwhelming in the best way.
“Leon…” You whimper, brows pinching together. His movements immediately slow with concern.
“Did I do something wrong?”
“No,” you breathe quickly, shaking your head, “no, keep going. I just-” Your words dissolve into a gasp when he presses into your clit again, returning to the quick pace. Leon swallows hard, eyes flickering nervously between your face, your breast where his hand massages, and his other hand beneath your panties.
“Tell me what you need,” he whispers. The sincerity in his voice makes your chest ache. As amazing as it feels against your clit, it feels like something is missing.
“I-I need you to put a finger in,” you murmur, “but don’t stop, please.”
Leon nods instantly, transitioning to his thumb to rub faster circles on your clit. His fingers swipe between your folds once again, collecting the slick between them, and slowly pushes his middle finger inside you.
You immediately clench around the digit, the stretch foreign and unforgiving, but it seems to fill the missing void as the knot in your stomach tightens. He pumps his finger quickly to match the pace of his thumb, and the wet friction and repeated pressure makes your back arch off of the mattress.
“Oh my god-” Your hand tightens on his wrist, nails digging into the skin.
“There?” Leon asks breathlessly, almost panicked, “Right there?”
“Yes-yes, right there.” The praise and reassurance seems to completely undo him. His forehead nearly drops to your shoulder as he keeps touching you, increasingly fascinated by every tiny reaction he pulls from you.
Your legs shake harder now, breathing stuttering as the knot inside you winds tighter and tighter. His thumb is rapidly circling your clit, pressure so deep it almost burns, and your walls constrict around his finger as it pumps faster inside. Then suddenly, the knot snaps.
Your body jerks softly beside Leon, a broken moan leaving your lips as your fingers clutch at his wrist harder, the other hand grasping at the bedsheets. Leon practically freezes for half a second in shock before continuing to motion through it, helping you ride out the waves of pleasure as your thighs tremble around his hand.
Only once your breathing starts to calm does Leon start to slow down. The room falls quiet, except for both of your uneven breaths. He stares at you with wide eyes, somewhere between stunned and relieved.
“Holy shit,” he whispers. A weak laugh escapes your chest as you cover your burning face with your hands. Leon immediately pulls your hands away gently, almost worried.
“Was that okay?” He asked quickly, “Did I-”
“That was more than okay,” you laugh breathlessly. The tension leaves his shoulders all at once. And then, to your surprise, a shy grin spreads across his face; proud, disbelieving, and a little overwhelmed all at once. His hand pulls out from your core, sliding to your waist to give a reassuring squeeze.
“That was really fucking hot,” Leon mutters as he goes back in to kiss you, tongue jetting out and sloppily swiping over your lips and teeth. You giggle into the kiss, letting his tongue enter your mouth and explore. Your hands wrap around his shoulders, your fingers trailing up the nape of his neck. He groans, leaning against you and crushing you deeper into the pillows on his bed.
Leon pulls away, staring adoringly at your face surrounded by the pillows. His hand pulses around your waist, the other brushing the hair that fell over your forehead.
“I was so scared I was gonna be bad at this,” he mutters, hiding his face in the crook of your neck. You feel him kissing the skin there, and you thread your fingers through his hair, nails scratching at the scalp.
“You did so good,” you spoke into his ear, “took a second but we got there.”
He lifts his head to look at you, and pulls himself up from the bed to hover on top of you. Your head is caged between his hands on the bed, your legs spread wide for his body to slot in between them.
You can feel his hips pressing into yours, more specifically the rock hard print under his jeans. Leon groans when you lift your hips to rub against it, his head dips and shakes above you.
“Fuck y/n,” Leon’s hips grind against yours, chasing the friction, “you’ve got me so hard.”
You look down at his hips, the outline prominent on his jeans. You swallow hard, those butterflies erupting in your stomach once again.
This was the part you were the most nervous about. According to ‘losing your virginity’, this would be it. And because it being your first time, you knew that it wouldn’t be as pleasant for you. But you trusted Leon, and he had already stimulated you to prepare, so the best thing you could do was to try and relax.
“Do-do you want to…” You trail off, almost embarrassed to say it. Leon seemed to understand what you were alluding to, and his face instantly flushed.
“Only if you want to. I know it’ll mostly be for me,” he leans his head down to gently peck your lips, “but we can stop if it’s too painful or-”
You interrupt him with a kiss, your hands caressing the sides of his face.
“Leon, I want to. I really do,” you assured him, lifting your hands to brush the hair out of his face. He melts into your touch, head nudging against your hand. It warms your heart how considerate Leon is; you can clearly see he’s aching to go further, but would never do anything more than what you were comfortable with. And that’s what turned you on the most.
Leon rose from the bed, standing next to you as he began to unbuckle his jeans. You watched as he clumsily fiddled with his belt, unzipped his pants and let them drop to his ankles.
You almost gasped when you noticed the large bulge through his boxers, practically straining itself to be free. How is that supposed to fit inside of you?
Leon must’ve read your mind, or the blatant concerned look on your face, and he scrambled to his nightside drawer.
“Uh, I think I have…” He opened the drawer, rummaging through it before pulling out a brand new bottle of lube, and an unopened box of condoms. “You never know I guess,” Leon mumbled, opening the box to pull out the gold foil packet. Leon toyed with the waistband of his boxers, before reluctantly sliding them off and letting them pool on the floor.
Instinctively, you looked away, focusing on the posters on his bedroom wall again, but you remembered where that thing was about to be, so you might as well get a good look.
You weren’t sure if it was because this was the first penis you’ve ever seen in person, but Leon’s cock was big. Not only long, but a decent thickness to it as well. It looked painfully erect, the head red and throbbing, already oozing milky precum out the slit.
His cock sprung out of his boxers, slapping his stomach before bobbing out in front of him. His focus was on the condom in his hands, ripping the foil and tossing it on the nightstand before clumsily unrolling it onto his cock.
When Leon finally looked up at you, catching your slacked jaw and bright red cheeks, he awkwardly chuckled.
“What, don’t like what you see?”
You stuttered, hands tucking your hair behind your ears while trying to come up with the most appropriate thing to say, “N-no it’s just… I think you’re gonna tear me in half with that.”
Leon laughed, climbing onto the bed again, hovering on top of you. You could feel his latex covered cock press against your panties, your teeth biting your bottom lip in reaction.
“We’ll take it slow, and that’s what this is for,” Leon grabbed the bottle of lube, opening the lid and squirting maybe a little too much along the length of himself. He groaned when he grabbed ahold of his cock, coating it fully with the lube. After putting the bottle down, he directed his gaze to your hips, where your core was still clothed.
“Can I take your underwear off, y/n?” Leon whispered, his head leaning down close to your face. You begin to nod, and as Leon’s about to correct you you blurt,
“Yes! Yes, you can take them off.”
He breathed a laugh as he reached down to your panties, hooking his fingers around the waistband as he slid them down your hips, taking them off completely and dropping them to the floor.
The air was cold on your core, your panties peeling off slowly from being sticky with your slick. You watched as Leon eyed you, eyes darting all over between your legs.
“Fuck,” he muttered, spreading your thighs apart with his knee, “this is the hottest thing I’ve ever seen.”
You snicker, resting your hands on Leon’s shoulders, lifting your head to look down at both of your hips. Leon catches the way your eyes flick nervously between his face and where your bodies press together, and immediately his expression softens.
“Hey,” he murmurs, thumb brushing along your hip, “we don’t have to rush this.”
You swallow hard, trying to steady your breathing as he hovers over you. The earlier confidence you’d built up starts to crumble under the reality of what’s about to happen.
“I know,” you whisper, “I’m just nervous.”
Leon nods like he understands completely.
“Me too.”
That makes you laugh softly, and the tension in the room eases almost instantly. Leon leans down to kiss you again, slower this time, more reassuring than heated. His hand slides up your waist, giving gentle squeezes.
“You tell me if you want to stop, okay?” He says quietly against your lips.
“I will.”
He presses one last kiss to your mouth before pulling back just enough to look at you, icy blue eyes searching your face carefully, analyzing every reaction.
Leon goes to grab ahold of his cock at the base, and gently presses the head up against your folds. A small gasp leaves your mouth as you feel him swiping the head up and down your entrance, mixing the lube with your slick to try and make this as painless as possible.
He stalls for a second, eyes looking back at yours, “You still okay?”
You nod, “Yeah.”
“It might feel better if you… touch yourself when I go to put it in,” Leon suggests, looking down at your hips to align himself in front of you. You take your dominant hand off of Leon’s shoulder and slide it down to your clit, using your first and middle finger to draw slow circles overtop of it.
You feel yourself relax a little more, face less tense as you feel Leon’s tip just kissing your entrance.
But that relaxation immediately disappears the moment Leon moves his hips, the tip forcing its way into you.
The stretch is unforgivable, it feels white hot the deeper he tries to push himself inside. You hiss, eyes wiring shut and nails dig into the skin on Leon’s shoulder. He instantly stalls, pushing no further the second he sees the uncomfortable look on your face.
“Too- ahh- too much?” He almost whines in between words, the constriction from your walls around his cock is almost enough to get him to cum instantly.
“Just- don’t move for a second,” you spit out, concentrating on breathing as you feel your walls adjusting. Leon does as he’s told, not moving an inch as he watches you contort your face. He rubs soothing circles on your waist with his thumb, his lips pressing soft kisses along your jaw.
You can feel your walls stretching around him, the burn subsiding as you continue to stimulate your clit. Your face relaxes, head that you didn’t realize you had raised, lowered back down on the pillow.
Leon felt your fingers declaw from his shoulder and it triggered him to pull off of your jaw.
“Better?” He asks, eyes scanning yours for any sort of discomfort. Your bottom lip is caught between your teeth as you nod, inhaling deep through your nose.
“Yeah, you can keep going.”
Leon whispers a small “Okay”, and grabs ahold of his cock again before letting himself push deeper.
You remind yourself not to hold your breath as Leon inches further in your core, letting out a large exhale mixed with a whine.
You knew this was going to hurt, but not like this. You feel impossibly full, the girth of Leon’s cock felt like a foreign object trying to squeeze itself somewhere it shouldn’t. Just when you thought it was going on forever, you felt his hips flush against yours as he fully bottomed out.
“O-oh my- fuck,” he groaned loudly, stilling to not only let you adjust to his full length but to control himself.
Leon knew he wouldn’t last long, but the way his cock was being vacuum sealed around your cunt, only a couple of thrusts would be enough to make him cum.
His grip on your waist grew tighter, stabilizing himself as he dragged his cock back out, pulling out to almost the tip before slowly sliding back in.
Leon was a moaning mess on top of you. Little moans as he thrusted so slowly, feeling every ridge along your walls the deeper he went. When he would bottom out, a breathy whine sheepishly escaped his lips, absolutely reveling in the pleasure.
You thanked him for encouraging you to play with your clit, the little nerve bundle relieving the pain the more he picked up the pace.
You locked eyes with Leon, his brows knit tightly on his face, jaw slacked and panting.
“Are you- my god- doing alright?” He asked between thrusts, his hips becoming uncoordinated and faster in movement. You weakly moan in response, lifting your head to gently kiss him.
“I’m good, feels better,” you smile into the kiss, feeling Leon’s hips rut faster into yours.
It did get better, not by much, but your walls adjusted around him and you didn’t feel as stuffed. You continued to rub your clit, circles moving faster to intensify the pleasure. You watched Leon’s face as it became more contorted, nose scrunching and eyes wiring shut the deeper he plunged his cock.
“y/n I’m not- not gonna,” he moaned, thrusts becoming shallow and quicker, “oh fuck!”
He stalls his hips pressed against yours, his shoulders tense up as if the wind was knocked out of him. You feel his cock twitch inside of you, a string of moans leaving Leon’s lips give you enough clues to figure out that he came.
His face is a blushing mess as he realizes how quickly he came, eyes prying open to look down at where your hips connected. They flash back up to you, flickering with embarrassment.
“Oh my god y/n,” he dipped his head to hide his face in your shoulder, “I’m so sorry.”
You laugh, both hands reaching up to scratch the back of his head. You place a grounding kiss to his temple, keeping your lips pressed against him as you mutter,
“What are you sorry about?”
You feel Leon sigh against the crook of your neck, slowly pulling his head up to look at you. His face is still bright red, eyes wide and pleading.
“You… didn’t get to finish,” he mumbled, his hands pressing firmer into your waist. He feels so tense, beating himself up for something you knew he couldn’t control. You just smiled reassuringly, sliding your hands around to cup the sides of his face.
“Leon, it’s okay. You already made me finish,” you peck his lips, thumbs swiping along his cheeks, “you did so good.”
The praise cracks a small smile out of Leon, his shoulders finally relaxing, head dipping lower.
“Are you sure? It-it didn’t hurt too bad?”
You shake your head, “Just at the beginning, but then it felt good.”
Leon sighed with relief, his hands loosening the grip and sliding further up your body. His thumb brushes across your nipple, causing a shiver up your spine.
“Well,” Leon kisses your lips, soft but passionate, “I still wanna make it up to you.”
Your brow arches, pulling back just enough to look at him.
“Make up for what?”
Leon’s lips drag along your jaw, sucking that newly found sweet spot just below your ear. His lips are already to your collarbone before he mumbles out, “Gonna make you cum again.”
You go to speak but are replaced by a low whine as Leon pushes himself off of you, his slowly softening cock pulling out of your core. You suddenly feel so empty, walls clenching around nothing. Leon sits up and removes the condom, tossing it into a small trashcan by his bed.
You prop yourself up on your elbows as he lies back down next to you, hand massaging down your hip.
“I would like to taste you, y/n,” Leon whispers, eyes searching yours for a reaction. You give him that familiar confused expression, not clueing in to what he’s asking.
“What do you mean?” Your head tilts, and Leon only travels his hand across your hip, fingers ghosting over your mound. Your eyes widen as it finally clicks for you.
“Only if you’re comfortable with that, but I’ve always wondered what it’s like.” He blushes, keeping his hand resting overtop of your cunt and leaning his face in to nudge your nose.
You swallow nervously, feeling your own face get warm. Of course, you’ve also wondered what having someone eat you out would feel like. And now would be no better time to have you find out, with a willing participant.
You had already been so intimate with Leon, but something about him getting so close and personal between your legs felt even more intimate. But you’ve come to trust Leon, his eyes are genuine and all he wants to do is please you.
He’s watching your face as you contemplate, and you slowly nod.
“Yeah, okay. You can do that.”
Leon’s eyes light up, a toothy grin spreading across his face.
“I’ll do the best I can, I promise,” he finishes his sentence with a kiss, shifting his body to hover over top of you. His lips trail down to your jaw again, and make their way down south. Wet, sloppy kisses down your neck, chest, on each breast, stomach, and just on the top of your pelvic bone.
Leon wedges himself between your legs, hooking your thighs up and over his shoulders as he becomes face to face with your core. You look up at the ceiling, face still flushed and nervous.
You felt kisses along your inner thigh, moving to kiss the other one before his lips got too close. Your breath hitched when you felt the warm air fan across your folds, eyes shutting in anticipation.
“Hey, look at me,” Leon whispers just inches away from your core. Reluctantly, you tilt your head down and open your eyes to meet Leon’s. “You’re okay. I got you.”
The words are so simple, but the way he looked into your eyes and spoke so earnestly, your heart wants to shatter into a million pieces. You nod and smile, reaching your hand down to thread your fingers through his hair. You must think this boy has a magic power of calming your nerves, because you didn’t look away as Leon dipped his head, jetting out his tongue to lick a fat stripe up the middle of your core.
Your hips jerk in reaction, mouth wide open and shallow breaths leaving your chest. Leon’s arms wrap under your thighs to push your hips down into the bed, stabilizing them.
He licks another long stripe, tongue parting your folds before stopping right on your clit, and placing a gentle kiss on top of it.
That elicits a moan from you, the fingers in Leon’s hair gripping tighter as he continues to kiss your clit, taking the bundle of nerves between his lips and sucking softly.
“Leon, fuck- yes,”
Your hips try to buck into Leon’s face, chasing that friction, but his hands won’t let you budge. He just groans against your clit, the vibrations making you whine loudly.
Leon watches your face as he continues to suck on your clit, seeing that this was eliciting the best reaction from you, and only goes to suck harder. He stiffens his tongue to flick against the bud, causing your head to throw back in pleasure.
You feel that familiar knot forming in your stomach, your thighs closing around Leon’s head the tighter the knot becomes. Your hand gripped his hair tighter, pulling it closer to your core as you tried to grind your hips on his face.
You felt delirious. Nothing had felt this overwhelming until right now, but in the best possible way. The way the suction around your clit made it throb, Leon’s hard tongue replicating his fingers from before and swirling in circles, it was almost too much.
“Oh my god,” you moan, your stomach very suddenly approaching your second orgasm of the night, “I-I’m gonna!”
Leon hums against your clit, lips clamping down on it and shoving his nose deeper into your mound as the knot in your stomach snaps.
Your legs involuntarily crush Leon’s head, face contorting as the orgasm floods through you harder than before. Your chest burns as you hold your breath, muscles tensing all over your body as the waves keep crashing down. Leon rides out your high by kissing your clit, gentler than before, not even phased by you practically suffocating him against your core.
Leon only stops once you finally come down, entire body relaxing into the bed. Your thighs fall to their sides, hanging loosely on his shoulders, hand untangling in his hair and flopping beside you. You watch as Leon finally releases your clit from his mouth, prying his head from your hips to look up at you.
The biggest smile you’ve ever seen was plastered on his face, mouth soaked with your juices and lips pink and swollen.
“Holy fuck y/n,” Leon pants, sliding your legs off his shoulders, “I think that’s the best thing I’ve ever done in my entire life.”
You laugh, hands reaching up to brush back your hair, “Imagine how I feel right now,” you lift your head to watch as Leon crawls his way back up to you.
“I did good then?”
“You’re a fucking natural in my books, Leon,” you grab ahold of Leon’s face to pull it up to yours, kissing him fervently. You taste yourself on his lips and tongue, but you couldn’t care less. All that mattered to you now was how this night couldn’t have gone better than you ever dreamed of.
Leon pulled himself to the head of the bed, settling in next to you with his back leaned against the headboard. You shifted closer to him, head resting on his shoulder and a hand absentmindedly tracing patterns on his chest.
All that could be heard in the room was the deep breaths leaving both your mouths.
The silence felt only the slightest bit awkward, finally coming to realize what you had just done. You’re lying bare naked in a stranger’s bed, next to that naked stranger, and have just completed number eight on your bucket list.
You bashfully avoid Leon’s gaze, your eyes looking down at your hip where he’s got a hand massaging the skin. You can feel his eyes burning the side of your face, like he’s mustering up the courage to speak.
“I uh, didn’t hurt you, did I?” He whispers into your ear, lips tickling just the shell of it. You turn your head to face him, his face a lot closer than you thought it was, and shake your head.
“No, not the entire time,” Leon’s eyes widened, afraid that he had done something wrong for you to have been in pain, “it’s not uncommon for a girl’s first time to be uncomfortable, having such a big thing be put up there.”
You chuckle, and so does Leon, easing the worry away, “Alright, it’s not that big.”
“Just take the compliment, Leon.”
You both laugh, Leon’s head leaning down to rest on top of yours while you nudge closer into his shoulder. He snakes an arm behind you, pulling you even closer, your warm bodies melting into each other.
You can still hear the bass of the music from downstairs, the party still going like nothing had even happened. To you, it felt like time had stopped.
Leon must’ve been thinking the same thing, muttering into your hair after placing a kiss on the top of your head, “So, does this still count as ‘getting it over with’?”
It takes you a second to reply, because technically, had it been anyone else, you would’ve considered it ‘getting it over with’.
But now you’re here, in the arms of this caring, gentle, selfless boy, who had made sure you were taken care of and reassured. And he was looking at you like you were sent down to him from heaven, a glow encapsulating your body.
Maybe waiting this long to lose your virginity wasn’t so bad after all.
“No, I don’t think it does.”
Leon pulses his hand on your hip, nose inhaling the scent of your shampoo in your hair.
“You know, y/n,” Leon whispers, lifting his head to get a better look at your face, “I’m glad it was you.”
You lift your head off his shoulder to find his gaze, the brightest smile on your face Leon has seen so far.
“I’m really glad it was you, too.”
You reach up to kiss him, not too rough but just enough to show him how much this meant to you.
“Would you wanna,” Leon speaks against your lips, reluctantly pulling away, “maybe, go out for dinner sometime?”
“Well that’s a little backwards, sex first and then the date?” You tease, patting his chest with your hand. Leon rolls his eyes, but couldn’t help the big grin growing on his face.
“I think this whole night has been a little unusual, don’t you think?”
Your face goes a little more serious, eyes holding Leon’s gaze, sheepish smile forming.
“Actually, I think tonight was perfect.”
Leon’s eyes brighten, and the hand that was on your hip comes to cup the side on your face.
“Me too.”
He kisses you once again, just a gentle peck, confirming that he was feeling the same way as you.
“I was thinking that I could take you-”
*RING RING RING*
Your head whips as you hear the familiar ring of your phone, coming from the floor of Leon’s room. You sit up from the bed, bending over to the floor to search your jean skirt pockets to find your buzzing flip phone.
The little preview screen showed Claire’s contact, and you cursed to yourself.
“Oh shit,” You muttered before answering the phone, holding it up to your ear.
“Hey Claire-”
“-y/n! Where the hell are you? I’ve been looking all over this house for over an hour!”
You sighed, running a hand through your hair. Leon sits up beside you, watching your face as he can quietly hear the yelling through the phone.
“I uh, I’m upstairs.”
“What? I’ve checked up there like three times,” there’s a pause for a second, and you can almost hear the gears in Claire’s brain working as she figures it out, “wait, are you-”
“-Not another word, Claire. I’ll meet you downstairs.”
“No way! Who is it?”You sheepishly turn your body away from Leon’s, as if that would do anything for him to not hear as you whisper, “We’ll talk about it later, okay?”
You utter a small goodbye, and hang up the phone. Your hands rest on the edge of the bed, and let out another big sigh. “I guess that’s my cue to go, Claire’s looking for me.”
You stand up to look for your clothes, skewed all over Leon’s floor, and he helps you pick up each item. As he goes to hand you your skirt and top, he stops.
“Wait- I’m serious about dinner, y/n. I really want to see you again.”
You grab the clothes in his hands, your fingers lingering on his. “I really want to see you again too.”
You throw your clothes on, adjusting them to make you look somewhat presentable, and notice a notebook and pen lying on Leon’s desk. You open the notebook to write your phone number.
“Call me, and we can figure out a date.”
Leon smiles wide, finger tracing over the numbers on the paper. He goes to give you a hug, his strong arms wrapping around your waist tight. You reciprocate and wrap your arms around his neck, inhaling the smell of his cologne.
“I wish you could stay,” he whispered against your hair. You smile, and turn your head to kiss Leon’s cheek.
“Me too, but I’ll see you soon, yeah?”
Leon nods, pulling away just enough to place a final kiss on your lips as his answer. As his lips slot perfectly into yours, you can’t help but wonder how you ended up getting so lucky tonight.
After taking a quick peek out the door, you slip out quietly, and head to the stairs. The party is still as busy as before, unaware of one of the most important things in your life happening in the other room.
The second you reach the bottom of the stairs, Claire is waiting for you, arms crossed over her chest, foot tapping impatiently.
"You've got a lot of explaining to do, y/n."
She looks you up and down, seeing your clothes wrinkled, hair a mess, and face flushed red. You just laugh, and walk with her towards the front door.
"Oh trust me, I have SO MUCH to tell you."
