Finally time to re-register! I'm 25 and only have any reason to ever wear casual clothes, I'm an artist and work in IT. Nice jeans, Ben Sherman button ups, various polos and slim fit t-shirts are what I tend to wear and some Onitsuka Tiger tennis shoes. I have a pretty nice suit for the rare (twice a year) formal occassion. The thing is after reading this forum and AskAndy for quite a while I absolutely love brogue and wingtip dress shoes. I have my eye on a pair of brown Allen Edmonds semi brogue cap toes that are quite beautiful. I have absolutely no reason to wear them and my girlfriend thinks anything but square toe Kenneth Coles are hideous. Besides never letting my girlfriend dress me is there any way you can think of that I could get away with wearing some AE's with jeans? I think it'd look silly with even the most basic black lacoste polo shirt. I'm almost ready to start wearing chinos again but I'd really like to be able to pull it off with some jeans. Suggestions?