I rarely buy clothes but I like to get somewhat affordable quality over cheap stuff. No expert, but some store advice:
T-shirts -> American Apparel. Super comfortable, any color you want, great fit if you're in shape or skinny. $20 a pop. Best tees out there.
V-Necks -> J.Crew. Can't say I have much to compare with, but these are nice ($25 each).
Shoes -> Your basic Converse Chucks. $35-$50. I'm looking into getting some super colorful custom Nikes but not sure if that's a good recommendation =p.
Clarks Desert boots also look baller and look better the dirtier they get ($100).
Jeans -> this may sound out there but people should look into getting raw denim jeans. there are a ton of brands and fits, you just have to research (most are sold online unless you live in cali, chi, or NYC). A solid pair runs around $175+, but they are pretty sick and will last years. The denim is not distressed like most jeans you buy in a dept store, so the fades come in as you wear them -- ends up looking cooler the more you wear them. Not supposed to wash them for at least 6 months too
Best piece of clothing I've ever bought and I'm pretty cheap. Otherwise the best alternative is Levi jeans. 514s are the way to go, 511s are good if you want skinny. ~$40, found at most dept stores.
Formal Shirts -> Brooke's Brothers. Wait for a sale
Casual Dress Shirts -> not much experience here, I just J.Crew. $60-75.