Chapter Text
Stiles looked around with a grin. He liked Derek’s new place. He also loved that Derek had asked him to house sit while he was out of town on some family business. Though truth be told Derek had him at “I have a pool” but “I’ll be out of town for a few days” had just cinched the idea in Stiles’ head. Time to go skinny dipping.
He’d always wanted to. Hell he’d even tried once. Which lead to an awkward moment when he and Scott had seen more of each other then they’d ever thought they were. The situation had cemented in Stiles’ mind he was gay, as much as it had in Scott’s that he was 100% straight. And while it hadn’t effected their friendship all that much, if any at all, it had instilled a need to be naked in public places for Stiles. A life long obsession that he kept from his friends as best he could. Since none of them knew about his tumblr page where he posted nude photos of his body taken in public, he doubted they’d ever seen it. Maybe Danny had... But that wasn’t his problem anymore.
Stiles looked around again and smiled at the coast being clear. He pulled his striped shirt up over his head and tossed it at the wall. He undid his shorts and his belt and slipped out of them and his shoes. He’d gone with as little clothing as he could get away with today. Tossing his shoes and shorts with his shirt Stiles dove into the water, basking in the glory of being naked outside and finally being able to actually just enjoy it with out worry of anyone finding him or knowing he was there. He swam to the side and took a few photos of his hard cock sticking out of the water, and a few of his body through the water. He’d posted on tumblr that he was watching a house for a friend with a pool and he’d do some nudes there for his fans.
He smiled about how he was going to get a dozen faves and re-blogs over this if he timed the camera right again and caught his orgasm while he jerked off later. But for now, swimming. Stiles wasn’t sure how long he’d been swimming but he decided to film a little bit. He swam to the edge of the pool and let his body float up to the top of the water. He turned on the camera on his phone and set it to record.
“I promised you a treat today.” He smiled to himself as he grasped his cock and began to fist himself slowly, edging slowly at first. Two or three soft edges first. And then he started talking dirty to the camera. He liked to be loud and dirty while he jerked off outside. And especially when there was a camera on him. He’d discovered this the first time he’d filmed himself in the locker room at school one day. He smiled to himself as his mind drifted to how it’d felt to film himself showering and jerking off in the locker room, only finally letting himself cum just after the bell marking the end of class came, meaning people would be flooding into the room soon, and with out a towel he’d have to walk back naked, still hard and so blissed out that his legs would be like jelly in just a little bit. He’d came so fucking hard a second time when someone opened the locker room door talking that he almost blacked out from the pleasure, but he finished up and turned off his phone and walked out to his locker and got dressed. He’d gotten a knowing look from one of the guys, probably someone who used the showers for the same reason.
Stiles was finally nearing his orgasm when there was a cough behind him. He was too far gone, turning he shouted, but to his shock was too close to the edge to stop and started having a full blown orgasm while Derek stood there watching, Stiles’ phone recording the whole thing.
“I... I thought you were going to be out of town for a few days...” Stiles stammered out.
“Change of plans. I see you decided to enjoy my pool with out me.” Derek growled, his voice making Stiles’ cock stay rock hard.
“I ...” Stiles’ tongue felt heavy in his mouth.
“Of course when you posted about what you were going to do at my house I canceled my plans.” Derek smirked as Stiles’ jaw fell open. “I mean I’ve been a fan ever since the post you did at the animal clinic. I don’t know how you got away with that and Scott never finding out....” He smiled. “I could smell it there the next day...” Derek groped himself through his jeans.
“oh...” A million thoughts were going through his head. Derek knew about his tumblr page. Derek had see the naked photos and videos of him jerking off. He wasn’t sure to make of it all.
“It turned me on so damn much that I started tracking down all the locations you’d been, smelling your scent, your arousal, your cum. That I had to drop my own load there too.” Stiles shivered, the thought of Derek going to every place he’d ever jerked off and doing it too made him feel even more light headed.
“Every where...?” Stiles’ voice broke, he could remember coming in some very personal place, two or three times in Scott’s bed room... a fair few in his... Derek wouldn’t have.. would he?
“Every where.” Derek smirked as Stiles’ face went a deeper shade of red. “My favorite was that video you shot in Scott’s bed room while he was away.” Stiles blushed, he’d used some of Scott’s lube that day, bare ass naked across Scott’s bed pounding his ass with a vibrator while he jerked off. He’d had to spill something on Scott’s bed after so that it made sense to run the sheets down to the wash. And a little use of a bit of wolfs bane that covered up scents nicely to make sure Scott was none the wiser. The image of Derek laying there jerking off was turning him on.
“D-did you...”
“Fully naked, used his lube. I just had my fingers.” Stiles felt his cheeks aflame while his jaw fell open. “Granted I’ve bought some toys since then. If you’d gone into the house first you’d have seen them.” He chuckled as he opened the back door and reached in and pulled a rather large looking purple dildo off the table. “I left them laying out with lubes and a couple prints of your posts to see how you’d react. I should have known you’d just be in the back doing your video first.” Derek smirked, before pealing off his cloths and diving naked into the pool and swimming over to where Stiles was floating a little confused and a hell of a lot turned on.
“What...”
“Ssh.” Derek worked two water proof lubed fingers into Stiles’ ass and got a yelp before he clung to Derek. “Let’s make this a show they’ll remember.” He smirked as he set Stiles’ phone on the side of the pool so he could see what was being recorded. Derek kissed Stiles, leaving his lips open and his mind hazy, before pulling back and bringing the dildo to Stiles’ lips. Stiles blushed as on camera his face was recorded sucking on the dildo. Stiles was half way down the obscenely long and thick cock when Derek spoke again. “This one is molded off of mine. I have one for every male in the pack.” Stiles puttered and almost choked on the dildo. Derek grinned. “Scott was a little reluctant... But he owed me one.” He continued to feed his dildo to Stiles. “I’m going to fuck you with each of them on camera. It’ll be like your getting fucked by all your male friends.” Stiles felt his cock lurch at that idea. He was getting turned on by all of this almost to the point of no return. “And I’m going to film each time and we’ll post it to your tumblr and we’ll share it with each of them.” Stiles whimpered, his eyes blown with lust as the thick dildo was pulled from his lips and quickly made it’s way under the water. His breath hitched and he moaned as it sank into his stretched hole. Derek raised him up so the camera could see him resting on the thick dildo and big balls that Derek had molded of himself.
Stiles was basically sitting on Derek’s open palm, impaled on a replica of Derek’s cock, bare ass naked, mid air, and suddenly he started cumming. Fully aware that his full body mid air orgasm was being recorded to be shared with hundreds of millions of people. Stiles shuddered as he came down from his orgasm, Derek shutting off the table as he made out with him in the water, cuddling him through the after shocks. “When you’ve taken every one of the pack’s dildos, then and ONLY then will I fuck you Stiles. And I’ll make sure the first time you loose your virginity it’ll be in one of the most memorable, and when I’m done no one in town will not know that you have had the most adventurous public sex of your life.”