My husband usually wears a hat outside, but never indoors. It's how he was raised.

I sorta dated this guy once, he had long scraggly hair and often wore a ball cap. We were going to a classical music concert and he shows up wearing old jeans, scruffy untucked shirt, and the disreputable hat. Grunge was in style, but still...the two of us never really connected. A year or so later he was dating someone else. I saw him at a similar event and he was without hat, with short hair, and looked showered. Clearly I was never the woman for him!