Leighton Meester's Wild Hair and Makeup at the Harry Winston Court of Jewels Recreation Launch

Love It or Hate It? Leighton Meester's '90s Flashback Look

10

If you needed more proof that Leighton Meester is very little like her Gossip Girl character, Blair Waldorf, this hair and makeup combination should be sufficient. Leighton's always experimenting with big, bold hair and makeup, and last night at a Harry Winston event she rocked frosty magenta lipstick straight out of the '90s. She topped it all off with a big, low bun that reminded me of Winona Ryder's hair in Bram Stoker's Dracula. The grunge decade is making a comeback, and I love Leighton's willingness to try things out, but do you think this look worked?

Source: WireImage
Avril Lavigne at American Music Awards in 2010
2010 American Music Awards: Avril Lavigne
Kate Spade's Jingle Bell Headband
Love It or Hate It? Kate Spade's Jingle Bell Headband