This made me laugh, it's funny stuff. I like Oliver but this could prove to be a problem since Tanya's goal is to become a slut. And everyone knows a slut can't be tied down.
I like your characters, they're all different. That Tim guy is real sketchy though... He's going to do something bad, I can already feel it. Well, you've got the makings of a completely funny, drama and angst filled story. I enjoyed reading it. :D
I like this Oliver boy. (: I only have one little thing to point out. You said she got dressed and was wearing a skirt, and then during her hookup in the bedroom you said where her tanktop met her jeans.
This story is just absolutely fantastic, I have high hopes for this Oliver boy.