I always keep my ball-cap hat on. I am currently wearing a "I (heart) biking" hat at work. Mainly because I am cold as they still have the AC on. I sometimes take it off if I go to lunch with older coworkers even though they would never complain. Only place I don't wear a hat is church as I am not female or Jewish, the only 2 exceptions I know of.
Then again, I am not a gentleman and I don't wear a real hat.
dipy911