Raindrops And Roses

Late at Night

It was 3 am and Stiles was wide awake doing homework, being unable to sleep for some reason unknown to him, the most likely cause being the nap he took after school, he was drained from the week, Mr Harris put a shit ton of pressure on Stiles for no reason.

About 20 minutes later, Stiles heard a light tapping coming from his window, he grunted and got out of his chair, he was comfortable and had no want to move, he opened the window swiftly and jumped at the sight of Jackson, he expected it to be Scott.

"Jackson?" He questioned tilting his head, the boy stared at him, a lustful grin on his flawless face, "Yes Stilinski, who else?", Jackson entered Stiles' room not caring if Stiles would try to stop him, he yearned for something, and he knew Stiles would give it to him.

"What do you want?" Stiles asked, confusion lacing his voice, he wasn't in the mood to try and get Jackson out, and he came to accept that he couldn't kick the taller boy out, he'd rather not be hit so he just admitted defeat.

Slowly, Jackson turned around and pulled Stiles infront of him, their chests touching, "You." He explained in a deep lustful voice, shortly after he crashed his lips against Stiles', they moulded together perfectly, Stiles gasped on shock, yet gave in, this isn't something he'd be expecting to do, making out with the boy who bullies you, yet something about it felt so, so right? He wasn't sure but he didn't care, every thought melted out until all he could think of was Jackson.

They separated, only when they couldn't breathe. Jackson slid his hand into Stiles' shirt, Stiles gasped at this sudden action, he felt his jeans getting tighter. A smirk grew on Jackson's face as he ripped the smaller boys shirt off, removing his immediately after, he stuffed his head into the crook of Stiles' neck and began kissing, biting down as he did so, Stiles moaned and repeated 'Oh yes Jackson' every single time, eventually it the pleasure.

"I want you in me Daddy!" Stiles exclaimed, a silent orgasm escaping his lips, he had never been so thankful for his father taking the night shift before.

Jackson stepped away, "Not yet." He teased as he undressed himself, his erection throbbing in excitement, he knelt down and unbuckled Stiles' belt, having undone the button on his jeans a few moments before, pulling the younger boys pants down he saw Stiles' exited member, "Such a large treasure."

He licked the shaft, going from the bottom to the top, Stiles let out a loud moan as Jackson did so, Jackson chuckled before blowing the tip, Stiles jumped, the coldness of Jackson's mouth shocking him, Jackson suddenly stuffed Stiles cock into his mouth, Jackson heard the other boy loudly moan his name, so he took this as an indication to suck faster.

Moans of pleasure began to fill the room as Jackson sucked Stiles off. "I-I'm gonna cum." Stiles moaned, Jackson kept going, showing no signs of stopping, not long after Stiles groaned as he came into Jackson's mouth. Stiles believed the other boy would spit out his cum, but he did quite the opposite, swallowing all of it.

Jackson stood up and brought his mouth closer to the smaller boys ear, "Now you can have me in you, Do you want that?" He questioned seductively, Stiles nodded, yearning for the feel of Jackson inside of him.

The stronger boy stuffed the weaker one onto the bed, grabbing the small bottle of lube he had brought with him, squeezing some out and rubbing it in his fingers, he dropped the bottle and walked up behind Stiles, stuffing his middle finger into the young boy, a loud moan could be heard, this pleased Jackson, as he slowly slid in a a second finger in, a much louder, pleasure filled moan could be heard, Stiles shouted "Stop teasing and just fuck me already." Jackson complied.

He picked up the bottle of lube and smothered it on his large stick, returning to his position and thrusting it into the other boy, Stiles arched his back in pleasure and moaned again, Jackson smirked as he began to thrust, striking Stiles' cock as he did so, Stiles let out a loud sound of pleasure as Jackson continuously hit his prostate.

Jackson began to speed up, stroking the other boys shaft at the same pace, a series of deep sexual moans escaped his own mouth as he got nearer to edging. With every thrust, the boys moans got louder, Stiles was the first to cum, his while fluid ejecting all over his stomach and the other boys hand, Not 5 seconds later Jackson grunted and came into Stiles' ass, a heaving sound came out of Stiles, cut off by a quick moan as Jackson licked the cum off of his body, kissing him soon after, Stiles didn't mind the taste of himself in his mouth, he could only concentrate on the pure perfection that was Jackson.