God Made Boston On A Wet Sunday by balefully
NC-17, 8.7K words
Author’s Summary: Sam and Dean live in an apartment in Boston while John is away on a hunt. Money is scarce, so Dean picks up a particularly slutty part-time job. Sam finds out.
Every Piece Will Find Its Place by balefully
NC-17, ~4,5K words
Author’s Summary: Dean is badly injured on a hunt and Sam turns to his old money-making standby: prostitution. Dean is not impressed.
Pretending Is Who We Are by bewaretheides15
NC-17, ~8K words
Author’s Summary: Jared may be one of the most renowned Doms at the escort service, but he has needs nobody would suspect, least of all his roommate.
NC-17, short multi-chapter
Author’s Summary: see prompt—sex work, deception. Prompt: Jensen’s ego is stinging four weeks after being dumped by his long time boyfriend. He’s been turning down guys left and right because, while he wouldn’t mind some nice, no-strings-attached sex, he’s more than a little scared of any kind of rejection. Enter the hot guy in the expensive suit who’s been drinking the bar’s best all night. Jensen nearly swallows his tongue when hot guy sidles up and says he’ll pay double Jensen’s going rate if he agrees to leave right the fuck now. Jensen’s more than a little peeved that the guy thinks he’s a hooker, but when he names an outrageous price off the top of his head, and the guy agrees without blinking an eye, he feels all his insecurities vanish. At least until a few months later when he realizes he may be in love with his one and only regular.
An accidental-hooker fic. John!Jared is so damn bossy with Jensen… it made me both laugh and hotter than all fuck. Oh, and did I mention Jared is porntastically insatiable? It’s like he wants to really get his money’s worth.
When he can’t find any acting work, Jared takes a job as driver and bodyguard to Jensen, who is an extremely expensive prostitute with a bad habit of attracting crazy people.
