Thoughts on clothes

I'm trying to organize my clothes and plan for college. This isn't really sewing related, but tangentially it is.

Pants/shorts:
I have three pairs of pants, namely one pair of jeans, one pair of black twill pants, and one pair of black poplin pants. I have one pair of shorts, which I wear once a year for cleaning out our pond. I also have a pair of "work jeans" with paint marks and glue on them, and a pair or two of sweat pants. I also have my karate gi pants.

Shirts:
I am really lacking in the shirts department, I know. About a year ago, I realized I barely had any shirts. My stunningly creative way of dealing with this problem was to go to the craft store and buy several T-shirts. Yes, those uni-sex shapeless things that are basically dyed undershirts. We all have our problems. Mine are my shirts.

Skirts:
I have a lot of skirts, but many of them don't really work for day-to-day wear. The ones that do are a black knit ankle-length skirt (that can double as a dress), a white and black skirt that hits just below the knee, a blue linen skirt about the same length, a blue corduroy skort, and (for the days I really feel like pushing the envelope) a floor-length knit skirt made out of pink, purple, black, and white squares cut from T-shirts. (Examples of skirts that aren't day-to-day wear include a long black velvet sheath skirt.)

Sweaters:
Meh. (I've been saying that a lot lately.) A lot of my sweaters are getting old. I could probably use a few more of them.

Dresses:
I have nice dresses. I really do. I have three dresses I can wear on a fairly normal day--a flowered sleeveless one, the Simplicity 6699 I just finished, and a brown shirt dress from Kohl's, which is shorter than most of my other skirts and is therefore a bit more casual than the other two. I also just ordered another dress from Lands' End. (The thought of sewing that many buttonholes gave me a headache.)

Shoes:
I have a pair of black ballet flats, two pairs of slides (black and brown), a pair of workboots (which double as hiking boots, canoeing boots, and anything-else-that-might-get-messy boots), and one pair of knee-high boots, which are brown. Because of some undiagnosed walking abnormality, I rip every shoe I wear to pieces. For real--I think my longest lasting shoe since I went through puberty has been one year. Because of this problem, combined with my strictly limited budget, I have to wear cheap shoes. (Yes, I have tested--the high price/quality shoes fall apart just as fast as the cheap ones.)

Other clothes:
I'm pretty sure I have more fancy clothes that a college student really needs. I have more pajamas than anyone needs. I have a bathing suit, a bathrobe, many hats, and I'm blanking on other categories. Except underwear, but I feel no need to discuss my underwear on the internet.

So why am I posting this? Because it's your turn to chime in. What do you think I need to buy, or, if you think I can make it, do you have any pattern recommendations? This question is directed at anyone with an opinion--you do not have to have gone to college. It would be immensely hypocritical of me to limit opinion-giving to only those people who know what they are talking about, after all! So, ready, set, opine away!

(Now watch this post not get any comments at all..... :P)