I'm 22 and in college and my wardrobe has a lot of boss and armani in it. It's kind of touch and go though. At our age, there's a pretty fine line between people thinking you just have nice clothes and people thinking you're gay, which probably isn't the impression you want to give heh. Don't know if you ever watched fresh prince, but you don't wanna pull of a carleton look either and be labeled a preppy nerd :P Depending on if you're 210 overweight (and how much) or the right weight for your height, you might or might not want to get flat front pants. Only get pleated pants, imo, if you need the extra fabric to be comfortable when you sit down, otherwise i'd stay away from them till you're an older guy. I'd stick to creaseless pants as well, as soon as you have creases you're getting out of "casual" and in to "dressy". You want to look stylish, not overdressed, not like a prep, not gay. While Joe G's suggestions will get you looking respectable, you'll also look like most other guys. It's the very safe route to take. Personally, I'm not a big fan of plain old khakis. A) Everyone and his brother has a pair and b) the material from the common brands is usually pretty stiff. It's getting in to the fall/winter season soon, so I don't know if you want to buy your summer clothes now, or if you're just gonna buy new clothes for fall for when you go back for school. If you buy summer clothes, certainly get some polos as Joe suggested. I don't know how much you want to spend, but most of my pants for summer were fairly loose (but not aroudn the waist) cotton or cotton/linen blends. I also had some very lightweight wool pants. The pants I have drape a lot better than khakis and they look a lot nicer too, but then you could probably buy 6-7 pairs of regular khakis for the same price of one pair of my pants (then again if you look now you might get good stuff on sale). Always chose natural fibers over the man made stuff. For shirts, depending on the climate, you're probably best sticking to cotton for summer. You don't want to drop stuff off at the dry cleaning every time you wear it because you've sweat through it. You should be buying shirts you don't have to tuck in. If you're wearing nice pants, shoes and a tucked in shirt, you're gonna look a bit too preppy imo. You can still buy collared shirts, just get ones that don't have shirt tails that you can leave untucked. Getting in to fall/winter, your clothes should be closer fitting. It's a pretty easy season to dress for, as you can wear sweaters, long sleeved shirts and a whole lot of other stuff. Again, the best thing to do for a college kid is to stay away from anything you have to tuck in and don't forget it's pretty hard to mess up with solid colors for your sweaters. Patterns on sweaters are for old men or maybe something to wear at a ski lodge. ;p It's pretty hard to give specific examples so the best thing to do is go in to a store and look around, feel the fabrics, try stuff on and see how stuff looks. Get your haircut before you go shopping though and try to be presentable when you go or you'll feel really uncomfortable in the better stores.