Worst Oscars hair and makeup Oscars Beauty: Iconic Missteps February 17, 2009 Share This link Worst Oscars hair and makeup Source: WireImage 2 / 50 by POPSUGAR Beauty 24 Save 0 Favorite 5 Renee Zellweger, 1999 Hard to believe that only 10 years ago, Renee's red-carpet hair was so tousled and casual. Previous 2 / 50 Next by POPSUGAR Beauty 24 Renee Zellweger, 1999 Hard to believe that only 10 years ago, Renee's red-carpet hair was so tousled and casual. ‹ Back to Homepage Save 0 Favorite 5 Follow POPSUGAR Beauty Pinterest Twitter Google + Instagram Featured Partners I Really Love My: Vanessa's Bag and More! Jackets That'll Make You Hope for Cold Weather 6 Deals You Won't Find Anywhere Else Love Her Outfit! More News at PEOPLE.com/stylewatch 6 Unexpected Reasons Why You're Angry Merry Crafts-mas! 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OnlineHow to embrace all your shades of gray — Naturally Curly 24 Comments Sign in to leave a comment Sign in with your account Don't have an account? Create one now! vanatic 4 years ATTACK OF THE KILLER CURLS!! they constrict like a snake.. vanatic 4 years ATTACK OF THE KILLER CURLS!!they constrict like a snake.. Queenski64 4 years I would love to ask what JLo was thinking with this hairdo, but it is obvious that she was not thinking! Stardustlove 4 years JLo hair was horrible that year. austerity 4 years This hairstyle looks good because JLo is as beautiful as she is. But otherwise it's really too poodle-like! JaeB 4 years And ditto nadioz, I love J.Lo's hair in the first pic! JaeB 4 years I definitely agree that some of these aren't "missteps" at all. They were in style at the time or just fun. And at this level, it's all about fun and attention. nadioz 4 years i actually loved that Jlo hair! she looked adorable. tellmemorex2 4 years hahaha that was awesome ! tellmemorex2 4 years hahaha that was awesome ! cloroxcowgirl 4 years Great slide show! I agree many of the looks were trendy during the time the photo was taken, but now seem silly. Then again, a few of them are current and still look bad (looking at you, J Lo). It will be interesting to look back on the 2000's now that this decade is almost done, and see what looks endure and which ones were mistakes. agostopr 4 years I agree w/ Briandiesel 2 agostopr 4 years I agree w/ Briandiesel 2 eveday 4 years I agree with Briandiesel. Some of these aren't missteps. Briandiesel 4 years I will say half of those were not misteps. they were perfectly acceptable at the time but looking back they are tacky. That is different than like Helena Bonham looking like she just got beaten in the head and then still came. THAT is a misstep. Dark liner with light fill on your lip wasnt a sin then. It is NOW! Briandiesel 4 years I will half of those were not misteps. they were perfectly acceptable at the time but looking back they are tacky. That is different than like Helena Bonham looking like she just got beaten in the head and then still came. THAT is a misstep. Dark liner with light fill on your lip wasnt a sin then. It is NOW! Symphonee 4 years I love Cher's style!!! Most of these people are repeat offenders, which makes you wonder if they keep the same stylist year in and year out. Symphonee 4 years I love Cher's style!!!Most of these people are repeat offenders, which makes you wonder if they keep the same stylist year in and year out. aimeeb 5 years Holy prom hair! aimeeb 5 years Holy prom hair! cocomademoiselle 5 years What a funny slideshow Bella! Seka21 5 years Jlos seems to always be a miss for me berrymix 5 years the hair is just all over the place. emalove 5 years Ugh, I hated Jen's hair that year... 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