I think you should try converse sneakes the high top all black ones are hot on guys. You could also try those moccasin shoes too. JCrew, Urban outfitters, Brooks Brothers, and express are good stores. I think guys in vneck shirts are hot...def cardigans, and straight legged jeans. not skinny jeans tho. By the way what's your hairstyle?
stores like h&m,zara,and topshop have great clothes ...when men have that ruff edgy male model style,its really sexy...and american eagle and hollister is not fashion,NOBODY should be wearing clothes from those stores anymore,there so unorignal and boring...try looking online at sites that show pics of european street style like from stockholm,sweden for example
I'm not a girl, but I went through a similar thing as you have with the whole reinventing my style. I got some feedback from some female friends and they pointed towards H&M and Express. The latter is a bit on the pricey side.
Opt for slim/slim fit jeans. Don't mix this up with skinny! You could also shoot for straight or boot cut, whichever suits your personal preference more.
Checkout lookbooks on how to put together a look. Seduce With Style has a nice blog about 'sexual avatars' and 'lookbooks' for men. I always get magazine spreads from GQ and FHM, Maxim.
Ideally you want to ask girls that dress well (i.e. hot chicks) and if you can get them to go shopping with you that's a huge plus. They know how to look fashionable and they are, after all "the source" of attraction fashion related to girls, and whatnot.