I haven't bought a pair of shorts to wear outside the gym since 2001. The only reason I wore shorts then was because I was a camp counselor and it was disgusting to run around in jeans in 100 degree weather with 100% flaming humidity all the time.
However, I just posted about looking for a pair to wear this summer since my going to the gym has started to pay off. I can't wait, because I'm hoping that with all my going to the gym, I'll have the body to wear just about anything come the summer.
I wear shorts, I think they flatter my legs. I only have 2-3 pairs so I don't wear them too often. When I was younger I wore them everyday in the summer.
I don't make a habit of it, but I do wear them. I spent several years not wearing them because I hate my legs, but when it's regularly 115 degrees in the summer, that gets uncomfortable. I have a couple of bermudas, and I also have some that are about a 4" inseam from Target last year.
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"We live in an age where unnecessary things are our only necessities." --Oscar Wilde
I'd wear shorts if I found some that were actually comfortable. Seems like they're alway scooching up over my hips when I sit down or cutting into the side of my leg (I'm a wee bit hippy). I have a great pair from Target last year, they're khakis but they always wrinkle :( I pretty much live in skirts and sundresses in the summer. I feel much more feminine in them anyway!