Yes, I am 22 years old and I still pick out my outfits for the first day of school. Actually, I usually still pick out an outfit for every day of school. I'm constantly torn between wanting to be comfortable and not looking like I just rolled out of bed (which is usually the case).
Most people on my dance team usually only see me in workout clothes for practice. A while ago, a friend of mine on the team said, "you seem like the kind of person who wears leggings everyday." I thought this was ironic and told her I'm actually the exact opposite, jeans are my go-to and I wear them 95% of the time! I refuse to conform to be one of the hundreds of girls on campus wearing Ugg boots, leggings, and a sweatshirt (I apologize if that's you). So, when you're torn between comfortable and cute, just grab your favorite pair of jeans and a simple, pretty top and you've got the best of both worlds!
Top: Charming Charlie
Necklace: Charming Charlie
Jeans: Gap Always Skinny
Bag: Similar @ Urban Outfitters