Show me a “cool” baseball cap

[makemineadecaf]

That I can pull off at 38!

Baseball caps are literally a classic if you live in the US, it's just the UK are a bit snobby about US style. My advice is wear one that speaks to you. My 3 faves that I have in rotation are my son's rowing club and 2 that are related to 2 of my most favourite cities. I also go with men's sizes as I have a biggish head and a lot of hair.

Nothing to do with UK snobbery (many people in the US have no time for baseball caps unless somebody is, gasp, playing baseball). A baseball cap is aesthetically one of the wretchedest things you can put on your head. Don't even let me get started about what it does to draw attention to possibly unfortunate big ears while obscuring potentially attractive bits of you, like your eyes.

I’ve got a Boston one. Blue with green logo. But I bought it at Fenway Park so I think that makes it cool.

I think you need to be careful with what hair you wear with a baseball cap. Pony tail? perfect - place the tail through the hole and you're a natural. Shorter hair and bobs - differ - it works. But fluffy curls? No?
I am a a wearer of bb caps. I find them easy to grab and go. I tend to buy them when I visit somewhere nice. I have a couple of good ones from the isles of Scilly's Hell Bay Hotel for instance, and one from a trip to an obscure hotel in St Lucia. But I steer clear of big and obvious or flashy brands.

I bought my son one from Jelbert's ice cream in Newlyn and he loves wearing it in London and attracting other Cornish folk!

I also play tennis though, where they're de rigeur, so don't view them as connected with baseball at all!