May 2
Ryan Phillippe in White Squall (1996)
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Ryan Phillippe in White Squall (1996)
Nowhere (1997) // dir. Gregg Araki
Goodnight, sweet pea!
CRUEL INTENTIONS | 1999 Dir. Roger Kumble
RYAN PHILLIPPE via Instagram
RYAN PHILLIPPE Cruel Intentions (1999)
THINGS THAT GO BUMP IN THE NIGHT
Barry Cox x Male Reader
Warnings: Smut, bottom!Reader, top!Barry, rough sex, Barry cheated on Helen with you, a murderer is watching you fuck, missionary style, anal sex, Barry is cocky, his parents are home but sleeping (Barry gets off on the idea of getting caught), unprotected sexâŚ
Summary: You and Barry fuck while his parents are asleep upstairsâŚ
*  â˘Â  .  * + *  .  â˘.  + *   * ..  â˘Â . * . * + . . ⢠. .
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You and Barry had met in your freshman year of college where you had become roommates. And after a night of drinking you had ended up having sex, which led the two of you to become very close friends with benefits a.k.a boyfriends. But you kept that to yourselves.
It had also led Barry to break up with his longtime girlfriend, Helen, after she found out about the âactivitiesâ you and Barry had been doing behind her back.
After the two of you finished your first year, he invited you to spend part of the summer with him and his parents in Southport. You agreed and his parents let you have the guest room for as long as you wanted to stay.
One day you and Barry were sitting out on his balcony talking when Barry spotted two girls walking towards his house. He suddenly tensed up and stood up, walking to the balcony railing.
âHey! What are you two doing here?â he called out to them, it sounded like he didnât like them very much. You came and stood next to Barry and saw that one of the girls was Helen, Barryâs ex and some other girl you didnât know.
âHi Barryâ Helen said dryly. She then noticed you and said in a put on nice tone âHi Y/n, you doing okay?â.
You smiled awkwardly and said âHey Helen⌠Yeah⌠I-Iâm good, how about you?â
âAmazingâ she said sarcastically.
âWho are you?â The girl you didnât know asked. âIâm Y/n. Iâm BarryâsâŚâ you paused and gave him a quick look and finished âRoommateâ. Helen rolled her eyes. Barry walked away to let the two girls inside. After he had let the two girls in they followed him back on to the balcony.
âY/n, can you go wait inside? We just have to talk about something for a secâ Barry asked you. âSureâ you said, mostly just wanting to get out of there before Helen started strangling you.
ââ
Barry had gone off with Helen and the other girl to do something and before he left he was very vague about where he was gonna do. But he told you to enjoy yourself and ask his mom if you needed anything.
Hours later he still hadnât gotten back, even once it was late and raining outside. You were in the guest room getting ready for bed, you had just undressed to change in to your pyjamas. But as you were about to dress the calming sound of rain drops against the window was cut off by a creepy scraping sound just ouside.
You swiftly turned to the window, thinking you saw a shadowy figure disappearing just outside the window. You felt your heartbeat speeding up as you then heard the front door opening. Then you heard quick footsteps moving through the house and towards the guest room.
You grabbed your cellphone ready to dial 911⌠or to throw it at whoever was coming. You jumped as Barry came through the door, completely soaked from the rain.
âJesus, Barry! You scared meâ you said putting down your cellphone on the bedside table.
âSorry, and sorry I was gone a whileâ he said approaching you slowly.
âWhat did Helen and that other girl want?â you asked sitting down on the bed. âThey just needed help with some guy who had been bothering themâ Barry explained.
His face then twisted into a smirk as he said âWere you waiting up for me in just your underwear?â he asked. You then realised you were still only in your breifs. âOh⌠yeah I was about to put my pyjamas on when I heard something and it freaked me out and then you showed upâ you told him.
You stood up and picked up your pyjama shirt but Barry stopped you and said âI didnât say you needed to get dressedâ. He then pressed his lips to yours and you kissed. As you seperated he said flirtily âWanna fuck?â. You chuckled thinking he was joking but you quickly realised he was serious.
âBarry, your parents are right upstairsâ you reminded him.
âTheyâre sleeping, plus youâre a good boy, you can be quietâ he said grazing his hands on the bulge of your breifs. âWhat? You worried about my parents catching us with my dick buried in your assâ he teased you.
âWhat would we do if they catch us?â you said worried. Barry smirked and said âWell, I guess theyâd just have to watch me fuck you full of my cumâ. Barry knew exactly what to say to turn you on as you grew hard in your breifs.
Barry knew he had won you over and said âGet on the bedâ. You did as told and watched as Barry stripped out of his wet clothes until he was left in his own underwear. He climbed onto the bed and the two of you started to make out. You clothed cocks rubbing against each other.
Barry pulled your underwear down your legs and threw them over his shoulder. He opened the drawer of the bedside table and took out a bottle of lube he had hidden specifically for an occasion like this.
He lubed his finger and without hesitation found your entrance and started finger fucking you. Barry wasnât the biggest fan of foreplay or prep, he did it for your comfort, but he was impatient and wanted to be able to get his cock inside you as soon as possible.
Barry watched you with a smile as you lay back comfortably when he worked his fingers inside your hole. âLooking good, Y/nâ he said loving the way your face looked when you were in this kind of pleasure.
Once he had prepped you, he tugged down his own breifs, he sladdered his hung cock in lube. He lined himself up with your ass and started pushing himself inside your tight entrance. Everytime Barry entered you felt like it was your first time because of his size.
âFuck your tight, Baby, just how I like itâ Barry said loving how your hole clenched around his big cock. He sunk futher and further into you until he had planted his whole shaft inside you. âThatâs good, baby, doing so wellâ Barry said, a cockiness in his tone as he watched you come undone from the size of his cock.
He started rolling his hips, sliding his dick in and out of your warmth. You moaned as he started moving inside you, but Barry put a finger over your lips, hushing you and said teasingly âDonât want my parents to hear you, do you?â.
And Barry watched in amusement as you tried to be quiet as you took his length. You mightâve not wanted his parents to hear the two of you, but Barry wanted them to hear as he fucked you. He wanted them to hear as their darling son took his boyfriend in their guest room, under their roof, while they were sleeping.
Barryâs thrusts sped up and he growled in your ear âTell me how much you love taking my dick, babyâ. You could barely get the words out as you said lustfully âI love it so fucking much, Barryâ. You wrapped your legs around Barryâs body as he rutted into you.
The bed rocked under you as Barry took you, pounding into you as if his life depended on it making unable to stay quiet and groan out loud as Barry hit all the right spots inside you. Barry bit his lip as he felt the amazing feeling of his dick deep inside you.
Suddenly you both heard a noise from upstairs stopping in your tracks. Barry had stopped his thrusts with his cock shoved deep inside you. You heard footsteps in the room above you.
A smirk once again spread across Barryâs face as he continued his thrusts as he plowed you. You did your best to not uter a sound hoping whoever was awake upstairs wouldnât hear you. You grabbed Barryâs dogtag necklace in your hands and squeezed it as he rough fucked you.
When a slightly loud whine slipped out of you as Barry hit a sweet spot, he put a hand over your mouth to keep you quiet as he thrust himself deep inside you. The sound of his thrusts sounding out in the room.
There was a sound of the flush of a toilet coming from upstairs, and then once again footsteps in the room above you. You removed Barryâs hand from your mouth and whispered between the moans from Barryâs thrusts âIâm closeâ.
âIâll fix thatâ Barry said cockily, thrusting hard and brutally into you. He wanted to fuck you so good your cum sprayed out of your cock. And with a couple more thrusts he achieved his goal as your cock spurted cum all over yourself and painting Barryâs abs.
Your cum covered form was enough to send Barry into a frenzy as he pounded into you to get his own release and finally plunging his thick cock inside you, painting your insides with his seed, completely draining his balls of his load. You felt the warm feeling of his cum filling you up.
Barry noted that this was one of the best orgasms heâd ever had. He pulled out of you, watching his cum flood out of you, he felt satisfied with the sight and rolled off your body onto his back.
âFuck, Y/n, that was greatâ Barry uttered, immediately starting to get sleepy. You layed on your back also feeling completely spent. Barry sat up and pulled the covers over the two of you, and Barry pulled you close and let you rest your head on his bare shoulder.
As you both started to drift off you heard another scraping noise outside the window. âWhat was that?â you said, feeling creeeped out again.
âProbably just a raccoon or somethingâ Barry said sleepily, not even opening his eyes to check. And the two of you eventually fell asleep holding each other close.
Little did you and Barry know that outside in the dark night stood a fisherman in a long coat that had been watching the two of you through the window this whole time, a meat hook in one hand, ready to make Barry pay for what he and his friends did last summer.
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Ryan Phillippe
Ryan Phillippe and Sarah Michelle Gellar as Barry Cox and Helen Shivers
The making of I KNOW WHAT YOU DID LAST SUMMER (1997)
This is for all my Helen and Barry shippers <3