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WHAT IF'S...

Sypnosis: Playboy!char and their what if's after you broke up with them.

Reader is gn.

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Playboy!bf who really did like you at first. But he couldn't stay committed if his life depended on it.

Playboy!bf who feels regret pooling in his gut after you break up with him through text. He did deserve it, he cheated on you after all.

Playboy!ex who can't sleep after the break up unless he greens out.

Playboy!ex who doesn't show up to school the next months.

Playboy!ex who stays up, staring at the ceiling during the night and thinking you.

Playboy!ex who gets hard when he gets high so he films himself jerking off while moaning your name. And he's so shameless about it too. Rutting his cock in his hand, squelching sounds from him. All the while his other hand holds a vibrator on his balls, playing and occasionally cupping them. Then finally he cums with an arched back and curled toes as he throws his head back.

Playboy!ex who will never send you that video after all.

Playboy!ex who regrets his whole life decisions the day he comes to school. You're just so nice and sweet to him, treating him all the same and he can't help but get hard over a simple, probably unintentional praise! So he has to excuse himself to the bathroom just to jerk his weeping cock off while replaying the praise in his head like a mantra.

Playboy!ex who will never forget himself for cheating on you and letting you leave. Because now, he finds himself climbing the window to your room while you're asleep.

Yan!Playboy!ex who has a stolen panties collection, all of which he grabbed while he was leaving your dorm after his little break in.

Yan! Playboy!ex who humps his pillow, while sniffing at your panties. All of this while he fingers his greedy little whole just like you taught him back then. Curling his fingers against his spongy spots and crying out on your used panties, dirtying them with drool and spit when rope after rope of cum leavis his spent dick .

Yan! Playboy!ex who can't fall asleep if he doesn't finger his tight, plump ass to one of the photos he took while you were unconscious or a pair of your panties.

Yan! Playboy!ex who doesn't date anyone else after realizing how obsessed he was with you.

Yan! Playboy!ex who desperately wants to show you he deserves a second chance but is devastated when he finds out you were dating someone new.

Yan! Playboy!ex who takes care of the obstacle of a person by killing him while he was sleeping, making sure it seemed like a 'heart attack.'

Yan! Playboy!ex who is glad you found it in you to keep him as a friend, because now he can comfort you while showing that he is the better choice in the end.

And no matter what...you will be his again.

God I loved that yan!playboy you did! If you could, can I please get another one, this one where the reader is fully aware of what he's doing and is just leading them on, until they finally let him back into their life and get back together? I'm a huge sucker for exes getting back together and growing as people, but this one has a lil evil twist ;)

Glad you liked it! I loved writing this sm♥︎♥︎

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What if's

Pt.2

You knew. You always knew.

Yan!playboy!ex who is oblivious to the fact that you knew about his little break in's.

Yan!playboy!ex who felt like luck was on his side every time you wear less and less clothing while sleeping when i fact, it was all your doing. You knew about his him coming into your dorm at night, knew about how he jerked off right there and then if he even caught a glimpse of your shown skin.

It wasnt his fault his pants got too tight and he had a boner that bordered on painful! And you certainly werent complaining either. The broken whimpers and slick sound of his hand running up and down his swollen cock or even better-of his fingers pumping in and out of his ass.

Yan!playboy!ex who doesnt know youre quite aware of how his body reacts to your praises. Unbeknownst to him, you knew about his raging boner that showed up right after you called him a simple "Good boy" out of habit, or that you knew about how he had to go to the bathroom to relieve some tension off his weeping dick even though he already came in his pants moments before.

Yan!playboy!ex who was sure you didn't know about how he was the one to kill your boyfriend,when in fact, you did. And while it did sadden/detach you from him at first...you forgave him after a while.

Yan! playboy!ex who loved how you came to his dorm more and more often. One thing you didn't know though, is that he had to rub his cock on the spot you were sat on. He needed you and that was as close as he was going to get on direct contact. ....for now

Yan!playboy!ex who actually cries and sobs when you accept him back into your arms.

Yan!playboy!bf who is afraid to touch you at first, feeling the guilt from his previous actions. So you'd probably have to insist quite a bit...but don't worry! He'll do anything to make you stay!

Yan!playboy!bf who can stay for hours on end in between your legs, it's his favourite! The feeling of your thighs squishing him while he makes you cum is just the best! It has him cumming in his pants more often than he'd like to admit. Moans and muffled groans vibrating through your whole body, letting your legs feel like jelly when he's finally finished. And if you stick a vibrator up his ass? None of you is done without passing out, covered in your mixed cum.

Yan!playboy!bf who loves when you touch him. Pinch his nipples? Moaning mess. Fingering him? Sobbing and cumming so much from both his dick and ass. Riding him? Congratulations, you got yourself a bitch in heat.

Yan! playboy!bf who thrusts his dick in between your cum covered thighs, sobbing from overstimulation while pleading for more. And when you finally graze his tip with your thumb, his dick is pulsing, sending ropes of cum on your hand. Nevertheless it stays rock hard.

Yan!playboy!bf who is a broken, whimpering mess if you suck him off. Probably cums so much too! He'll be gripping the sheets, his legs thrashing around as he tries to hold onto sanity.

Yan!playboy!bf who loses it when you kiss him while he is having an orgasm. He's reduced to a messy, trembling, sobbing state, squirming under your body, moaning against your mouth and almost choking from the lack of air, saliva dripping down the corners of his mouth due to the blissful sensation, unable to reciprocate and just lay there with his tongue plunging into your mouth, eyes crossing and dick throbbing around your warm hand.

Yan!playboy!bf who loves you and basically is a worshipping sinner to a god who's name is unwritten in paper but carved in his mind.

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Might turn this into a series cuz I like it. MAYBE.

IF YOU LIKE THESE PLEASE FOLLOW, I CAN AND WILL DO MORE ♥︎♥︎