It's shocking that Angelina made this list -- she normally plays it safe by wearing her hair down in soft waves. But this lopsided 'do looked more like something a "Star Wars" character would sport.
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Lady GaGa
Yes, the starburst behind Lady GaGa's '60s-looking style was made out of hair extensions. Why? We have no idea, but we don't recommend trying this at home.
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AnnaLynne McCord
We applaud this "90210" star for always changing up her hair, but this look was just a bit too voluminous and not quite right for her face shape. Wondering if a certain updo would look right on you? Consult this updo guide for your face shape.
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Janet Jackson
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.
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!