I have medium-dark brown hair naturally, that turns almost reddish when exposed to the summer sunlight. I first dyed my hair when I was about 14, it was the Exuberance kind (anyone remember that?), and was Apricot colour (kind of a light reddish). My older sister is a natural redhead, so I knew it would look ok on me and it did.
Then I did an auburn colour, which washed out pretty quickly. After that I didn't try to colour it again until I was about 15-16. Again I went red, but when it faded and grew out it didn't look weird because it wasn't too far from my natural colour as I'd done it in summer.
Fast forward to last summer. I finally got professional highlights, light auburn and golden red, that looked fantastic! Now I can't decide if I want to get the same colours again or a new look.