I just can’t ever (no matter how old I get) wear a straight brim on a ball cap, it just doesn’t sit well with me. As far as teams or affiliation, I would always just do my own thing. Had a lady at a club say I looked too aggressive with my brim rolled. She took my hat off and straightened out my bill and put it back on my head and told me it looked better. That whole scene made me cringe and really fucked up my night.
Those straight brim hats just look too gangsta.to me, and while I understand why they keep the silver or gold sticker on the brim on the hat as a status symbol, an indication of newness, and authenticity, it just looks bad
When the weather is cold enough, in the winter I wear one of these !!! https://www.amazon.com/Russian-Soviet-Military-Shapka-Ushanka/dp/B00GW4K6XY