At V festival in 2001 (went for the day to see Foo Fighters and Chilli Peppers \m/) I bought an inflatable cowboy hat. A red, inflatable cowboy hat.
It amused me no end for about 3 hours until it made my head really sweaty and made me look like I was wearing a giant condom. Being 17 I didn't want to throw it away so I held onto this giant inflatable condom being ridiculed by all and sundry, one must saying, deservedly so.
Actually, thinking on it, I bought it to Reading 2002 where I gave it to a lesbian in exchange for a snog from a really fit Pulp fan so maybe it wasn't all bad. But on balance, yeah generally I regret that hat