You said on the anon memes that you were open to crit, so here's hoping it's true. :) Although I think you have a fairly good grasp on Dean's character, I feel you've slipped on the details when it comes to the way Dean reacts to sex with different genders in ways that the chip doesn't entirely compensate for.

Now I'm totally down with Dean being played as bi-sexual and it's more or less proven in canon that he isn't really homophobic, but Dean has been raised in a very hetero-normative society and he definitely has different expectations of different genders. He likes the ladies to be impressed with him and flirts accordingly, but with most men there's sense of competition and posturing. He wants them to know he's badass and not to be messed with...which isn't to say there aren't dangerous ladies in his life who sometimes get this treatment, but with the kind of life Dean's led he's more used to aggressive men getting in his face and has had to learn to deal with that.

My issue is, from what I've seen of your Dean in Ariel, is that he treats both genders pretty much the same in regards to sex which doesn't seem quite right. Given his character, I sort of feel that he wouldn't lose that need to establish a sort of pecking order, even if he was choosing to bottom, instead of just approaching guys with the same sort of open flirtatiousness he'd use for women.