it depends on your body type and where you are going.
I also discovered something really interesting. I'm in great shape, so i used to wear very tight shirts that showed off my body and would be reluctant to wear shirts that didnt. However, once i wore slightly...classier attire, girls were much more open to me. It's like they labeled me a douchebag right off the bat when i was wearing "player" clothing, but once i started wearing more unassuming clothing they were very nice to me and i started even getting opened by girls. This also happened when i started wearing my glasses out. Maybe this is just me though, because my gaming style is to come in kind of under the radar
I guess my point is be careful when people tell you to dress like a total fvckin playa and rockstar and all that. Once i ditched the muscle shirts for classy v-neck sweaters (still pretty tight fitting), i had much better results. Now that i think about it....i think most of the times i've picked up girls when out at bars or clubs have been when i'm rocking a nice sweater. You tend to stand out from all the AFFLICTION and ED HARDY sh!t. You look much more intelligent while still projecting sexuality.
If you're going out, the general rule is to wear something SLIGHTLY nicer than the other people there. In general, anything with a collar is going to be better. A nice, tightish fitting polo and dark, designer jeans is good. Ralph Lauren polo shirts are good, but avoid the ones with the BIG horse polo logo on it.
If you're doing a button down PLEASE PLEASE make sure it is fitted so it doesnt billow out. assuming you;re in decent shape, it should fit wider at the shoulders and then taper down towards the stomach and waist to make you appear slimmer. People may b!tch about the quality but if you can get them on sale, the Express MX1 fitted shirts fit very well if you're slim.
The style of the shirt is often far less important than the FIT. I would choose a cheaper no-name shirt over an expensive one if the fit is better for your body (although i do find that designer clothes fit better, especially if you're thin/athletic.
SHOES are key. If you insist on sneakers, black converse are not a bad option. But try to get nicer black or brown leather shoes. There are also designer sneakers that are pretty nice but they're pricey.
Honestly. TJMAxx/Marshall's is your best friend. Brand name stuff DOES make a difference, even if just because it fits better (and usually looks and feels better).
I really like the Merino Wool sweaters from the GAP as well. i think they run like $60ish new, but if you wait for the sales, which are frequent, you can nab them for closer to $30.
Sorry i dont have pictures for you. I'm honestly too lazy. One too many vodkas and i'm sleepy