I read a fic like this on sinful desire, maybe I have the link somewhere.
I'll look for it ;)
it has all the characteristics you want, jay hooker paid by someone else to have sex with jensen, and bottom jensen.
and there is a plot in this story and an heavy dose of angst!!!
*off to search*

ok I dson't have the link but I found the title and the summary, maybe someone has it..


Halo - Hooker!Verse

Summary: Summary - Jared is a hooker, certain and happy in his chosen career. Jensen is an Accountant, fighting for custody of his son. Two worlds that collide with frightening results.


in the story jay is used to win custody against jensen, at some point the new boyfriend of jensen's ex (who is the one organising all of it, and it's also jared's "boss") forces jensen to attempt suicide. chris is jensen's friend and a lawyer if I remember well.



oh god it's your and my lucky day because I found it absoluely in a random way xD

here it is and I may recommend to read other storie of the same author? some of them deserve ,)

anyway here is the link

http://www.sinful-desire.org/archive/viewstory.php?sid=2919