I am wearing baggy boyfriend jeans with a fitted tee and sandals (80 degrees, back to the 70s tomorrow). With a hoody sweatshirt. I am 44.

At 44, with a job that doesn't require dressing up, I do wonder if I am sliding into Lamb territory when I shouldn't necessary be dressing as Mutton, but maybe more as Rack of? I'm not exposing anything, but maybe super casual should be left to the high school crowd...

I don't feel frumpy, but I do know when I see 50-year-olds dressed entirely from Urban Outfitters I get a little cognitive dissonance.

Where do you draw the line?