Indecent Obsessions Part I
Rating: NC 17
Pairing: Dean Winchester/ Sam Winchester, Dean/ OFCs (minor), Dean/ OMCs (minor), Sam/ OFC (mentioned), Sam/ OMC (mentioned)
Word count: 6600±
Warnings: NSFW, explicit sexual content and language, underage, voyeurism, masturbation, outdoor sex, bottom Dean, top Dean, top Sam, anal sex, anal fingering, brief vaginal sex, virgin Sam
Disclaimer: I do not own Supernatural. I do write these works for commercial or monetary gain. I write them for non-profit entertainment
Summary: Dean and Sam relationship begins to shift as Dean realises that Sam is becoming a man, and has the rather large equipment to prove it. While Sam obsesses over the fact that Dean has the perfect behind.
A/N: I've read quite a few fan fictions where Dean obsesses over the fact that Sam is rather well endowed, I though I'd take a bash at it and write my own one. Hopefully it's not too ridiculous.
Also on AO3
Dean discovered the joys of sex at the tender of age of thirteen when Mary Kraten, who was sixteen at the time, rode him while they were in the shed her father had converted into a kind of sitting room in their backyard.
It wasn’t until he was fifteen that he slept with another man, one of the senior jocks at the high school he was in that month, who let Dean fuck him in the locker room a few hours after a big football game. Not that Dean played football, or really enjoyed watching it really, but he discovered that he did enjoy having his cock inside a nice, tight ass.
He had always liked experimenting. Sex was fun after all and it made him feel good. Especially after a particularly gruelling training session, or when John reprimanded him for being irresponsible, or when their father and Sam had yet another argument.
He was seventeen when he let a man fuck him for the first time, and realised that he was more than a bit of a size queen. He enjoyed the fact that the guy had to stretch him wide with four, thick fingers before he finally pushed into Dean’s asshole. The almost overwhelming stretch made his toes curl and his teeth sink into his plush lower lip, as the man filled and fucked his insides until Dean was an almost babbling mess of come and sweat.
From that moment on he realised that he liked women with wet, tight pussies, and men with hot, clenching holes, and the fact that both milked his cock as he fucked them. He had nothing to be ashamed of in the size department himself, and quite a few of his partners’ eyes had widened and mouths had dropped open as they struggled to take him inside of themselves.
But what he also liked, was the feeling of being skewered on a really magnificently huge cock, that seemed to almost push into his clicking throat as it made room inside of his passage for its girth. He also discovered that he liked coming from just having his prostate continuously stimulated, rather than having his dick touched, during sex. The feeling of the pleasure gradually building inside of his lower belly and his spine arching so that he could get that huge, thick intrusion deeper, while his thighs shook and his ass worked to suck it deeper inside, was a feeling only second to saving people and hunting things.
Dean had never really thought of sleeping with Sam per se. A tiny voice inside of his head did whisper filthy things about Sam’s smooth, almond coloured skin that covered ripening muscles, and what it would look like with his come all over it, and that large, coral coloured mouth stretched around his fattened cock. He didn’t actively think about fucking Sam or being fucked by Sam.
Like most things in Dean’s life, the realisation that his younger brother had a huge, beautiful cock came upon him gradually, like a low tide that lapped at his feet. And as usual, that low tide soon turned into a tidal wave, and Dean was left gasping for air and picking seaweed out of his hair. Metaphorically of course.
Dean had always taken for granted the fact that Sam would be well endowed, after all that was the Winchester way. Dean was sure of that, because when he was twelve he’d left Sammy sleeping inside the impala, and sneaked off to see where his dad was. Instead of questioning witnesses like he’d said, his dad had been fucking a woman in an alley way behind a bar. He watched, utterly transfixed, as his father’s rather large cock plunged in and out of her stretching core.
He had never really thought about what his brother being well endowed would mean for him, though. He supposed that he’d feel pride, but it was all really hypothetical, because Sam seemed to have the sexual urges of a stick insect. It was all very safe really, because Dean could hypothesise and fantasise all he wanted, but he’d never do anything, because he thought about Sam as some sacred vessel, unconsciously sexy and desirable, but unfailingly incorruptible.
On to Part II