I'm actually most comfortable when I'm in a bikini, running around on the beach, like, no makeup. It's really free-feeling, whereas I'm always having to get dressed up and putting makeup on.
I've always worn a lot of Ralph Lauren, and plaid shirts in general have been a signature piece for me. With plaid, you can look super-relaxed or you can look a bit dressed up.
The current concept of prom just seems so empty. Teenagers get dressed up to go to a dance at a fancy location. It encourages social inclusion or exclusion based on your ability or inability to snag a date.
I really like the retro look. My regular clothing, I like to always keep it classy and I like to kind of be more dressed up more of the time. I'm not really someone you see in sweatpants a lot.
My grandmother, whom I adored, and who partly raised me, loved Liberace, and she watched Liberace every afternoon, and when she watched Liberace, she'd get dressed up and put on makeup because I think she thought if she could see Liberace, Liberace could see her.
In college, I think I probably positioned myself as an aspiring writer, meaning I dressed sort of extravagantly and adopted all the semi-Byronic affectations, as if I were writing, although I wasn't actually doing any writing.
Like now what Urban Outfitters has become is very much how I always dressed in high school by going to garage sales and getting stuff for 50 cents. Cost a little more now, to look like crap.