"Never have I ever skipped school." Your best friend Luke added into your game of Never Have I Ever, causing you to groan as you put up another one of your fingers.
Here's the thing with you and Luke. Despite being polar opposites, the two of you had been best friends for as long as you could remember. While you were more of a rebel, constantly skipping classes and partying most weekends, whereas Luke was socially awkward and scared to touch or do anything involving drugs, alcohol and girls. And despite all the convincing you tried doing to get him to a party, here you were, on his birthday, sitting across from each other on his bed, eating a package of store bought cupcakes and playing the most innocent version of the game "Never Have I Ever."
"That's not something to be bragging about Luke." You giggled, rolling your eyes. "Luke, you're being such a priss, it's your birthday! Can we at least try getting into Jack's alcohol stash and share a bottle of something?" You asked. "Please." You begged, pouting. You stuck out your lip, knowing it's always been something Luke couldn't resist.
"Y/N, no. I don't drink, you know that!" He told you, crossing his arms.
"It's not that you don't drink Luke, you're just too much of a pussy." You taunted. "Now," You started as you stood up. "I'm sure Jack has some unopened bottles that he would not mind me helping myself to, so if you'll excuse me, I'll be right back." You told him, smirking and turning on your heel to leave.
You walked down the hall and into the room you knew more than well was Luke's brother, Jack's. He was out for the night but had told you more than a couple of times that if you were ever able to corrupt his dorky brother, that I could help myself. You leaned down to check out what he had in the cabinet where he kept his stash of liquor, smiling when you saw exactly what you wanted. Grabbing it, you walked back to Luke's room, where he looked like he was about to freak out.
"Come on Hemmings. Take a drink." You demanded, screwing off the cap.
You handed him the bottle of Vodka, trying to keep your laughter to yourself as he gagged after sniffing it. Taking a sip, he looked like he was gonna be sick, which amused you very much. You grabbed the bottle, taking a swig yourself before screwing the cap back on and leaving it in the middle of you two.
"Now, every time you haven't done anything, you take a drink, deal?" You asked, even though both of you knew it was rhetorical. Luke nodded nervously as you smirked to yourself. "Never have I ever kissed a girl." You said, waiting for Luke to take another drink from the clear bottle. He gagged again as he swallowed it, trying not to let the contents of his stomach leave his body. "It gets better the more you drink it, trust me." You reassured him, shrugging. You took another one of the cupcakes, swirling your tongue around the icing as you waited for Luke to go.
"Never have I ever gone skinny dipping." Luke challenged. You grabbed the bottle, rolling you eyes as he looked at you triumphantly. When you putting down the bottle, you went back to your cupcake, savoring the sugary taste.
"Never have I ever gotten my dick sucked." You giggled, your eyes moving away from Luke for a few seconds to inspect your cupcake. When the bottle wasn't moved, you looked back up at Luke who was rubbing the back of his neck nervously. "Handjob?" You questioned, raising your eyebrow. Luke shook his head shamefully, to which your eyes widened at. "Holy shit, how far have you gone?" You asked, suddenly curious.
"I mean, I've touched someone's boobs before, like over their shirt..." He trailed off, embarrassingly.
"You're a virgin?" You asked, your tone coming out surprised.
"You thought I wasn't?" He shot back, laughing a bit. "Look at me, I'm no muscly jock. I wear glasses and cardigans and you're one of my only friends. I don't think I give off a pretty sexual vibe." He explained, becoming more shy as he continued on.
"Sit back." You instructed. He raised his eyebrow at you, schooching backwards so his back was against his wall. You moved the vodka and cupcakes on his bedside table before crawling, resting your knees on either side of his stretched out legs. You moved your hands to the waistband of his sweatpants, to which his eyes widened as he pushed your hands away.
"Y/N, what are you doing?" He asked, hesitantly.
"Not letting you live another day as a virgin." You shrugged, leaning back over to his shorts. Instead of reaching for his waistband again, you started palming him, which made his eyes widen even more, which you thought was nearly impossible. "Consider this your birthday gift." You shrugged, leaning down.
"Y/N, you really don't have to, it's o-" He cut himself off with a moan as your hands went inside his sweatpants, grabbing him. You didn't move, raising your eyebrow at Luke until he told you what he wanted. "Just get on with it." He huffed out, making you smirk.
You took his cock out of his pants, genuinely surprised at how big he was. He shimmied down his sweats and boxers, kicking them off when they were at his ankles as he tried getting more comfortable. You started jacking him off to get him a bit harder, flicking your thumb over his slit, to which he squirmed at.
He watched you intently as you lowered your face closer to him, taking his head in your mouth. A noise came out of Luke's mouth as your swirled your tongue around, much similar to the cupcake a few minutes ago. You started taking more of him in as quick as you could without gagging. You started moving your head up and down, Luke subtly thrusting upwards to meet your mouth. You looked up, seeing Luke reach over for the bottle of vodka and taking a swig, almost effortlessly this time. You felt Luke brush hair out of your face and felt him stare burn into you.
"Faster, god please faster." He begged, to which you giggled at. You felt him shudder at that so you started humming around him. "I-I'm close." He stuttered, to which you nodded in response. One of your hands covered what you couldn't get in your mouth while the other one massaged his balls. Luke moaned your name out as you felt him release into your mouth. You swallowed everything before getting back up.
You barely had time to catch your breath when Luke brought you closer and pulled you lower, kissing you. You were a bit caught off guard but didn't pull away. It was Luke's birthday and what he said, went. Besides, you weren't afraid to admit the crush you've always had hidden away towards your cute, nerdy best friend. Your hands went up to his hair, pulling him onto his knees as well. His hands rested on your waist before sneaking down to your lower back and soon enough, your ass, which made you giggle a bit. You were pretty surprised to be seeing the side of Luke you didn't even know existed, but you couldn't help how much you loved it. You pulled away from his lips, kissing down his neck and as low as you could while he was still wearing his polo. You pulled away as his hands took the bottom of your tank top and you lifted your arms, letting him take it off.
"Wanna touch a boob without a piece of fabric covering it?" You teased, grabbing Luke closer from his collar. He didn't answer before his hand snuck behind you, unclasping your bra. You pulled it off and the confident Luke was gone. He stayed there, frozen, staring at your chest. "Eyes up here buddy." You laughed, waving your hand in front of his eyes.
"What am I supposed to do?" He asked, sounding confused.
"Have you never watched porn?" You asked, chuckling. You grabbed his hands, putting them on your boobs. Your hands stayed on top of Luke as you started massaging them. You moved your hands back to Luke's hair as he kept moving his hands. You let out a satisfied noise as his thumb accidentally flicked one of your nipples. "Keep doing that babe." You purred. You reached up, taking Luke's glasses off and putting them on the bedside table. You licked your lips, stretching your neck to kiss Luke again.
He pulled away, slipping his fingers in the belt loops of your jeans to bring you closer as you did the same with the collar of his shirt. You pulled it off of him, revealing Luke in front of you, fully naked. You smiled, your lips attacking his collarbones and shoulders. You felt your jeans unbuckle, Luke's hands going underneath them and grabbing your ass. He pushed them down, quicker than you expected before you were only in a thong. You pulled away, turning yourselves around so you were lying down on Luke's pillows and Luke was hovering over you.
"Do you have any condoms?" He asked, nervously. You nodded, gesturing over to your jeans. Luke took your wallet out of them, finding the condom before throwing it to the floor. As you waited for him, you pulled your thong off. You sat up, taking the small foil packet from him and ripping it open before rolling it onto him. "What if I'm bad at this?" He asked, suddenly nervous again.
"I'll guide you through it babe. Don't worry." You reassured him, pecking his lips before lying back down.
Luke positioned himself at your entrance hesitantly. You gave him an encouraging look as he started pushing himself into you. You let of a pant as you waited to get used to him before you instructed him to go. He started going slow, getting the hang of what he was doing. His hands were on either side of you, trying to help keep himself up although they were shaking.
"Faster Luke." You encouraged. He started speeding up, making you smile up at him. He figured out what he was doing, burying his head in the pillow beside you as he continued thrusting. He started kissing your neck as he changed angles, hitting your g-spot, which caused you to moan out loudly.
"Do you know how many times I've fantasized about this?" He asked, each word coming out as he thrusted. You moaned at the thought of that, confirming that you weren't the only one.
Your hand went down, playing with your clit as you felt your high building. You felt Luke throbbing inside of you while he hit your g-spot again, making you clench around him. He moaned as that happened and you felt him release. Your orgasm washed over you and you both rode out your highs.
You looked up at each other, innocently before you kissed Luke again. He kissed back and you felt him smiling into it, just like you. You both pulled away at the same time before going under his covers and cuddling into each other. You felt Luke kiss your head as you cuddled into his chest.
"How was that?" You asked, smiling.
"Incredible." He stated. "Was I okay?" He asked. You nodded, enjoying the surprisingly comfortable silence. "I really like you though Y/N, can we please be something instead of ignoring this happened?" He questioned, sounding a bit insecure.
"Luke, I've had the biggest crush on you forever. If I knew all I had to do what suck your dick to make you grow some balls to ask me, I would've done it a lot sooner." You joked. Although you couldn't see him, you could tell he was rolling his eyes before leaning back down and pecking your lips.
