Dang, you handsome gents are all making me jealous.

Now I really have to work up the courage to post soon.
Kiwi: You definitely pass to me in both the pic you posted and the one in your avatar. I've also noticed that I pass far more with aviators on. I'm not sure if it's a facial structure thing or the fact that sunglasses are a major confidence booster.
Fries: That cut looks really good on you, especially since I've always found it very, very hard to pass with short hair without resembling a butch. Congrats on making it work!
Silver Centurion: I think you definitely pass, but better in the second pic. I second Evan of Spades' suggestion about the glasses. Not that they aren't cool, but I've always found that the more angular the frames, the better. Anyway, I love your hair!