I thought I'd look stupid in this had, as I do in most others; but I actually look pretty good. Its a pretty decent hat, comfortably to wear and it looks good. The only thing I'd suggest is getting one size bigger than you are. I measured my head exactly and got that size, but its pretty tight. I don't know if it will give, but they are designed to be manipulated to fit. For example, if you buy yours and your hat's too tight, I'd suggest waiting to see if it gives a little. If that doesn't happen, then place the hat over your knee, holding the brim with both hands and start to pull gently. There are seams inside that may click when you do this, that's fine, its just breaking the seal inside and it will give a little. If your hat's a little too big, you can get a damp cloth and just wipe around the inside of the hat, around the seal where it fits your head, and put in a warm place to dry. This will cause it to dry and shrink a tiny bit in the process. Maintaining the hat is a lot easier, just make sure when your done wearing it, push the back in like you see them on shelves at shops, that will make sure it hold's its shape. Also, if you want to clean it DON'T put it in the washing machine, that will probably ruin it. Get some double sided tape, wrap around your finger and just dab the hat where there's hair or dirt on it, and keep doing it until all the bits of fluff and stuff are off it. One of my best purchases yet, love it.