Entry 1

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Typically the first thought in your head as a vanilla before sex isn't about ropes, edging, or teasing. Well, I found out the hard way that I was into that.

Friday, February 4th
In this story you are a girl. The next chapter will be a guys point of view; then a non binary's. The sexual interest is a male.

"Sitting in a classroom as a senior has got the be the most boring thing ever," You think to yourself pitifully. You stare at the board with words of nonsense and strange equations that won't ever be used in the future. "Ew. Math..." You mutter. Suddenly there's a shadow standing over you and you snap out of your daze, looking to the right. "Shit." You think to yourself. You see your professor glaring at you. "Decided to come back to us yet, Y/N?" He says, an edge to his tone. His old grey eyes stare into your soul. "Creep." You think. "Uhh- Ahem. Sorry. I uh, I spaced out for a moment...sorry Sis- Sir! Sir. Sorry." You manage to utter. Your professor walks back to his desk and resumes his lesson. Unfortunately, a few snickers escaped from a few of your classmate's lips. You look down at your watch- 4:13 in the afternoon. "Did this geezer really just do that to me two minutes before the bell? Ugh. Men," You muse. After two dreadfully long minutes that feel more like an hour, the bell rings and you are dismissed from your last class.

In Your Dorm
As you retreat to your dorm, you realize you'd promised your best-friend you'd go to a celebration for her birthday. Today's her eighteenth birthday, and she's hosting a large party in a rental part house. You'd just turned nineteen around four months ago. Somehow, you are the only person in your friend group of seven to be a vanilla non-virgin. If you are being honest, you're too scared to even bother with BDSM or kinks. No, not scared. You feel like you wouldn't be able to find what you like. As you enter your bathroom you begin to do your makeup.

Two Hours Later. 6:32 P.M.
"Aaaaand... done." You think aloud. You admire yourself in the mirror and put on your favorite pair of shoes before gliding out the door with your phone and a bag. You begin to drive to the address your best-friend sent you. "A short drive," You comment to yourself. The house was only ten minutes away. "Holy shit." You breathe. You see a two story house with a lit pool in the back overlooking the bay. But that's, surprisingly enough, not what catches your eye. "There's over fifty cars here!" You gasp. You climb out and before you know it, your best-friend is running over to you with open arms. You laugh and hug her. "Yooo! Happy birthday, bitch!" You chime as she bursts into laughter. You bring your gifts to the table as she strolls you through the house. "Okey! So, go get your bathing suit on. We're all in the back swimming, and once everyone's here, we open gifts and stuff our damn faces full. Got it?" She demands, yeeting a bag at you. "What's this?" You question. "Duh, your swimsuit. There's no way I'm letting you wear yours, and you know it. Now shoo!" She ushers you to a bathroom. You change quickly into the bathing suit she gave you and walk outside. "Damnnn! This is sick, dude!" You yell, smacking her shoulder. "I know! My grandmother was, like, really excited about this, haha. Anyways-" You don't let her complete that sentence. You see her crush in the pool behind her, and there's no way you're letting her miss an opportunity. You shove her in, laughing, and she falls right into his arms- literally. You sprint away and jump in on the opposite side to give them some privacy. You see your other best friend, the birthday girl's brother. You couldn't even lie to yourself, you've always had a crush on him. Everyone always shipped you two together, but it never happened. He's a twenty-one year old, tall and slender figure with looks that could kill. You wade over to him and splash him. He turns around, gasping in shock and then realizes it's you. He jumps on you and you shriek while laughing. "You wanna fight?! Let's go!" He yells, playfully. "Yeah! Bet!" You say, giggling. After a few minutes of play fighting- really flirting- you both make your way to spy on the birthday girl, but she and her crush are gone... "Oh lord." You each exchange a look before the realization hits. "Welp. Hope they have condoms." You chant slyly. Your crush's eyes sparkle in amusement.

Six Hours Later. 11:28 P.M.
Almost everyone has left. The remainders were all either tipsy or completely DRUNK. You and your crush only being tipsy. Still no sign of your best friend. Damn. You and your crush decide to finally go back to the campus and stay in your room because you don't have a roommate and it's obvious that your best-friend isn't coming downstairs for a while. The two of you walk to your car and you start the ignition, rolling down the windows; taking off the roof, and turning on the radio. While driving, you and your crush switch between talking, joking, flirting and singing. You get to your dimly lit dorm and turn on your LED lights. Your crush sets down their bag and goes to your closet to get changed as you stay in your room, changing into simply a T-shirt and underwear- it's not that you forgot they were there, but the exact opposite. You knew they were here, and that's why you decided to lack garments. They emerge from the closet in boxers and a sweatshirt. You both watch T.V. for a little while before you decide to change the movie. You arch your back as you grab the remote, making sure your crush sees. They try not to make it obvious, but you can feel their stare. You lay back down and tuck your head under their arm and make your move. You "accidentally" move your hand down to your crush's...area, and grab it, resting your hand there and your gaze locked on him. He turns to you, locking eyes. "Oh...you we're playing that game?" He says. "I don't know what you mean." You reply, innocently. He suddenly, in one quick movement, pins you to the bed, his eyes suddenly dark and mischievous. You gasp. "You know exactly what I mean, Y/N." He breathes, in the sexiest tone you've never heard before. "Maybe I do..." You whisper. You can feel his dick become solid, erect against your body. It sends shivers down your spine. He begins to kiss you, slowly. Passionately. He moves down from your lips to your neck, leaving marks across it. You whimper, and your knees suddenly grow weak. He knows exactly what he's doing. He begins to take off your lace undergarments and reaches into his bag, pulling out a vibrator and a remote. Your eyes widen, as you realize he'd planned ahead. He begins to use the vibrator on you, using a low setting. But then he pulls out something else- handcuffs and a rope. "Are you okay with these?" He asks. You nod, blushing, as this just unlocked a new feeling inside of you. He methodically ties your feet apart, each on opposite sides of the bed, and then handcuffs you to the top of it. He begins to tease you with the vibrator, turning it a little higher. You moan quietly, but stop suddenly as you feel something enter you. He shoves a finger into your entrance, then another. You moan louder this time, but he puts his hand around your throat, preventing you becoming louder. He turns the vibrator to the highest setting, but takes out his fingers to your disappointment. That didn't last long- he replaced his fingers with his manhood,  still erect. He put the tip in first, before sliding half in. That's four and a half inches. He began to thrust. You grip the bedsheets tightly. Your legs shake and little whimpers escape- making his grip even stronger. "Keep quiet, slut." He hisses. He pounds even harder, his nine inches all the way in now. he realizes you're about to make more sound, so he puts his thumb in your mouth to keep you quiet. He breathes heavily. "I- I think I-" The words don't come out, but he knows what you meant. He continues keeping his pace, then you begin to release. He lasts even longer than you. He comes a few minutes after you do, before stopping. He unties you and unlocks your hands before collapsing on the bed next to you. You wrap your shaking legs around his warm body. The two of you end up spooning, you being the little spoon.

Eight Hours Later. Saturday, February 5th. 10:14  A.M.
You begin to stir from your sleep. You remember what happened last night in clear detail. Those were the best two and a half hours of your life. You sit up and realize your crush isn't there. But then you hear the sound of footsteps in the main room. You quickly get dressed in something...sexy. You walk in to see him... "Ready for round two?" You ask him.

You've reached the end of published parts.

⏰ Last updated: Oct 21, 2020 ⏰

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