wardrobe question

[Jeebus]

So I've always been a pair of baggy jeans and a good metal band t-shirt kind of guy. Been doing it long since it got semipopular here recently. Always been good enough to get the women in this dress.
Unfortunately I'm getting old, the look may or may not still work for me. Baggy jeans definatly seems out. Add that into the fact that all my clothes have holes worn into them.

Either way I am now faced with the idea of building a new wardrobe. I come to OOT for help because, well, I am involved in a game of risk right now and need something to do while I wait on people to take their turns. Gimme some suggestions that go from pure grunge look (on my defense I am a drummer in a metal band, www.ghostriderblack.com we were really good stupid [censored] singers) to alittle more sex appeal or something. But not into the whole frat guy look or something. I could almost go for a full designer wardrobe if I could find good suggestions.