I have dyed my hair three times, and only once was it a pleasant experience.
1. Some wash-out, 7-day dye for Otakon back in freshman year of college, when I wanted black hair to go with a costume (Seta from Love Hina). My girlfriend did that for me, but burned my scalp with scalding water... ouch.
2. I wanted actual blonde hair instead of dirty blonde, and asked my girlfriend of the time for help since she dyed her hair constantly. Ended up getting Super Saiyan bright yellow hair, and had to deal with it for over a month before I could get it chopped off.
3. Last time wasn't bad. Had my current girlfriend do it, and it came out pretty well. Not nearly as blonde as my last one. But still, I wasn't "wow'ed"... it was too subtle for me to notice a huge difference. Oh well.
My advice? Stick with your most natural color. It won't be eye-catching, but you won't look like an anime character
I'll stick with my natural dirty blonde locks (heh, "lockes") until I start going grey. Likely it'll be early, as both my mother and father started going grey in their early thirties.
Edited, May 24th 2011 8:23am by LockeColeMA