I went blond when I was eighteen and stayed blond for five years. Miss Clairol Starlit Blonde, specifically. I thought it looked better than my natural color(s... auburn, ash brown, dark gold, and silver all mixed up) and suited my personality better.
But then I was rooming with a would-be hairdresser, and he talked me into going platinum blond. It took three applications with forty-proof professional peroxide, burned my skin, and looked awful...the color of a mop that's been used to clean pee off the floor. It stayed that color until the roots started coming in, and then my roomie and I got drunk and thought it would be fun to dye it red. Not red-hair red, either, but Ronald McDonald red. It actually looked pretty good, and just in time for Christmas, but when it started fading, it looked unbelievable. By the time my roots had grown out enough that I could cut it all off, it was a sort of salmon color.
After that, I didn't touch hair color. Until, of course, I started going gray in a big way. I didn't mind at first, as it was just a streak here and a streak there, kind of pretty. But then it started going in big uneven patches, and I didn't care for that. So I started using a non-peroxide no-lift dye which simply stained my gray hair a slightly lighter brown than the rest of my hair, which worked pretty well. Eventually I stopped caring about my hair and let it go for several years with no more attention than a Supercuts cut every four months.
But then I started coloring again when I grew a beard, which is patchy gray just like the rest of my hair; I leave it that way most of the time, but I tend to dye it for Halloween; and then I like it, so I keep it up for a few more months; and then I'll hit a long streak of depression apathy and it all goes natural again. It's dyed right now, but I'll be surprised if I keep it up for any length of time.