Janet looks fierce with or without a Trojan horse-like hairstyle like the one in this photo. We'd rather see her wear an edgy hairstyle like this though.
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Kim Cattrall
When you have a gorgeous face and body, channeling Marge Simpson isn't the best way to draw attention to those assets. Less is more when it comes to updos.
When your hairstyle resembles abstract art like Kelly's did here, you should probably rethink the look. The most flattering updos are ones that have a softer, more romantic feel, like these.
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Gwen Stefani
Is it just us or did Gwen's updo here look like a frozen yogurt swirl? Definitely not one of her best hairstyles, though we can't say it was her worst. Remember the pink cornrows? No? Check them out here.
Most celebrity hairstyles garner praise and admiration, but these horrible hairstyles left us scratching our heads. Why on earth would any A-list celebrity take such a crazy risk by sporting one of these over-the-top styles? Probably because they wanted to stand out in the crowd, right? Well, we guess it worked -- just not in a good way!
