Originally Posted by Get Smart
Converse suede One-Star trainer $35
Levis 514 slimstraight $40
H&M socks $4
Penguin earl Polo $42
Belt from Old Navy $20
Incidentally, I bought a pair of the Levis 514s the other day because, though the denim is obviously not the most amazing, I have literally never had a pair of jeans fit me so well. I could have been the freaking fit model for those things, seriously. You have to wear them on your hips to avoid, shall we say, groinal constriction, but that's where I wear my jeans anyway.
-Levis 514s in black (you can get them online for closer to $35 shipped);
-Natural Chucks, $40.
-GAP stretch tee shirt--size up one and they fit me, at least, perfectly, without being too tight, and they keep their shape. Pick a color; I'll say white. Clean and classic. $12, I think?
-H&M M65, khaki. I think the khaki one is $60.
Alternately, you can spend the $75ish total on a great variety of different combinations of tops. H&M has a great v-neck sweater for $20, and you can put almost any random t-shirt underneath it as long as it fits in the neck; so that makes it, what, $25 and you still have $50 to spend on outerwear? There are lots of options here. Alternately, spend the money on a nice button-up collared shirt to wear underneath the sweater or by itself. Zara makes shirts that fit me just about perfectly, without needing alterations.