For those of us lucky enough to be stuck at home over break, we might as well take advantage of the chilly days with nothing to do but sit in our rooms and stare at the mess of a closet that has been accumulating clothes and dust all year long.
When going through your closet, start by pulling out all the things you love and have worn in at least the last month. The rest of it is most likely the stuff you've had crammed in there since elementary school or junior high, that's four sizes to small, and not to mention, completely out of style. Next, try everything on. If you cant pull it over your head, button it, or you get stuck trying to get it off, get rid of it. Look at yourself in each piece and think, "Would I ever be caught dead in this outside my bedroom?" or, "What would I even wear this with if I did leave the house in it?". Be honest with yourself. A Hollister top you bought in seventh grade and can barely squeeze into now, will probably never be used again.
Once you've sorted through everything, and I mean everything, donate or sell it. Bring the stuff that's still in good shape and semi-fashionable to places like Plato's Closet or Once Upon A Child, you're bound to make a few bucks. The rest of it can be donated to Goodwill or other donation centers for people that really need the clothes you haven't touched in years.
Once Upon A Child: http://www.onceuponachild.com/
Plato's Closet: http://www.platoscloset.com/