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Britney Spears Beauty Evolution: 13 Years, One Hot Mess

Britney Spears Beauty Evolution: 13 Years, One Hot Mess

2,176 April 1st, 2011
Posted in Beauty By
  • Photo: StyleCaster Media Group
  • Britney really did look "that innocent" at Z100's 5th Annual Jingle Ball back in 1998. This is obviously before her label created the sexy pop princess persona we've all grown to love.
    Britney really did look "that innocent" at Z100's 5th Annual Jingle Ball back in 1998. This is obviously before her label created the sexy pop princess persona we've all grown to love.
    Photo: StyleCaster Media Group
  • Get a good look, because this is the last time Britney will successfully be able to pull off dark here. Little did we know at the time that the next time she goes brunette will be in the midst of a breakdown.
    Get a good look, because this is the last time Britney will successfully be able to pull off dark here. Little did we know at the time that the next time she goes brunette will be in the midst of a breakdown.
    Photo: StyleCaster Media Group
  • Apparently Brit thought she was getting ready for prom when she got done up for  the 1999 MTV Europe Music Awards.
    Apparently Brit thought she was getting ready for prom when she got done up for  the 1999 MTV Europe Music Awards.
    Photo: StyleCaster Media Group
  • This is what I fondly like to refer to as her glory days. When I think of classic Britney Spears, this is the image that comes to mind.
    This is what I fondly like to refer to as her glory days. When I think of classic Britney Spears, this is the image that comes to mind.
    Photo: StyleCaster Media Group
  • Britney went all out for the 2000 MTV Video Music Awards. I'll excuse the crimped hair for the mere fact that it was the year 2000. But the fact that she decided to mix the crimps with a few randomly placed soft curls is just weird.
    Britney went all out for the 2000 MTV Video Music Awards. I'll excuse the crimped hair for the mere fact that it was the year 2000. But the fact that she decided to mix the crimps with a few randomly placed soft curls is just weird.
    Photo: StyleCaster Media Group
  • She must have learned her lesson because she did a much better job a year later at the 2001 MTV Video Music Awards, opting for a full head of sexy curls. FYI: we are now entering Britney's over-sexed pop star phase... maybe my favorite one of all.
    She must have learned her lesson because she did a much better job a year later at the 2001 MTV Video Music Awards, opting for a full head of sexy curls. FYI: we are now entering Britney's over-sexed pop star phase... maybe my favorite one of all.
    Photo: StyleCaster Media Group
  • I don't know what happened to her at the 2002 Grammy Awards, but that hair is all kinds of scary. But if I must think of something nice to say, I guess I don't hate that mauve lip gloss...
    I don't know what happened to her at the 2002 Grammy Awards, but that hair is all kinds of scary. But if I must think of something nice to say, I guess I don't hate that mauve lip gloss...
    Photo: StyleCaster Media Group
  • Yes, this happened.
    Yes, this happened.
    Photo: StyleCaster Media Group
  • I guess if she's going to insist on having a bob, then this is the proper way to do it. Britney actually looks very soft and ladylike, fitting for a 2003 kid's charity auction event.
    I guess if she's going to insist on having a bob, then this is the proper way to do it. Britney actually looks very soft and ladylike, fitting for a 2003 kid's charity auction event.
    Photo: StyleCaster Media Group

Ok that title may be a little harsh it wasn’t all bad, but going through 13 years of Britney Spears photos was kinda like going on a really bumpy roller coaster ride. I’m still a little dizzy from it. She had her ups and downs, with a trajectory that looks a little something like this: a fresh-faced teen sensation turns over-sexed blonde pop star, then there was that very unfortunate brunette phase, we can just gloss right over the bald thing, which lead to some of the worst hair extensions I’ve ever seen, only to find her way back to being an over-sexed blonde pop star. Oh, don’t forget to factor in about 17 comebacks in between.

But say what you will about Britney, the girl’s a survivor, which is why we thought it was only fitting that she be the subject of StyleCaster’s latest beauty evolution. So fasten your seatbelts and click through for 13 years of Britney Spears beauty.

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