This may be a bit extreme, but ever since 9th grade (14 years ago!) I've worn shorts...all the time. I wear them UNDER my jeans, sweatpants, and almost any kind of longer pants. I'm a basketball player so you can say I'm never caught off-guard if a game of hoops breaks out, all I gotta do is shred off my outer pants, and wear my basketball shorts underneath. Yes, I only do this with basketball shorts.

I also used to be a pretty skinny kid, so my basketball shorts would help to keep my jeans closer fit on my waist. But yes, I wear shorts any chance I get!