During the school year I wear the same thing every day. During the summer though, I don't.
To school, I wore a sweatshirt (never took it off at school), I wore a different shirt every day, and I wore the same pair of jeans. I always washed my clothes though, except for the sweatshirt. That got washed once a week. If I forgot to wash my jeans, I just wore them dirty.
I think that I wear the same thing to school every day because it makes me more comfortable around all of those people. I don't feel as uncomfortable if I look the same everyday.
At the moment, I have two pairs of shoes. One is my pair of shoes for next year, blue low-top converses. The other one is a white pair of Sketchers, from last year. I spray painted them green/blue, so they aren't white anymore! I'm not sure if I will wear the converses to school next year though, I've always worn white tennis shoes.
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Look! A miniature cow!