Originally Posted by
JiveTurkeyOnRye
Jason,
Obviously, I'm not against the idea of men wearing skirts and dresses as men, however since you are asking honestly about your look, I have to admit that even though it is of a similar philosophy to mine, i'm not a fan of it.
It's not the fact that you're wearing dresses and skirts a man that I don't like, it's that from an aesthetic standpoint I don't think the items you're wearing are flattering to your body.
I've yet to really cross that bridge with dresses though. Typically women's tops and dresses don't work with my shoulders and lack of breasts. I found a shirt dress ad old navy last fall that almost worked but just didn't quite get there.