1. Grease is the word?

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Ron Galella, Ltd. / WireImage

June 1988

2. Tendril Attack!

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Time Life Pictures / DMI / The LIFE Picture Collection / Getty Images

January 1991

3. Full-on Tarzan

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Barry King / WireImage

November 1994

4. Waved Out

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Jeff Haynes / AFP / Getty Images

January 1996

5. The “I’m dating Gwyneth Paltrow.”

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Kevin Mazur / WireImage

March 1997

6. Piecey Platinum

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Getty Images

January 1998

7. “Is this how you use gel?”

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Ron Galella, Ltd. / WireImage

April 1998

8. Buzzed

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Andrew Shawaf / Getty Images

February 1999

9. Borderline Mullet

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Ron Galella, Ltd. / WireImage

September 1999

10. The Ellen DeGeneres

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Hugo Philpott / AFP / Getty Images

August 2000

11. The Keith Urban, Circa 2000

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Steve Granitz / WireImage

January 2002

12. Castaway Chic

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Jon Kopaloff / WireImage

August 2002

13. Are those extensions?

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Steve Granitz / WireImage

April 2003

14. Back to Buzz

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Stephen Lovekin / FilmMagic

May 2004

15. The Billy Idol

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L. Cohen / WireImage

June 2005

16. The Frat House Special

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Evan Agostini / Getty Images

September 2006

17. The Frat House Special, Highlights Edition

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Amy Graves / WireImage for BWR Public Relations

January 2007

18. Classic.

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Anne-Christine Poujoulat / AFP / Getty Images

May 2007

19. That haircut every boy had in the mid-2000s.

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Steve Granitz / WireImage

June 2007

20. Are those blond tips?

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James Devaney / WireImage

September 2007

21. Pretend Rockstar

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Jon Kopaloff / FilmMagic

January 2008

22. “I just got out of the shower.”

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Pascal Le Segretain / Getty Images

August 2008

23. “I’m a dad now.”

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Jeff Vespa / WireImage

January 2009

24. “But a cool dad.”

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Barry King / FilmMagic

August 2009

25. Feathered Fringe

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Jean Baptiste Lacroix / WireImage

July 2010

26. Here we go again.

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Pascal Le Segretain / Getty Images

November 2010

27. Growing it out.

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Ian Gavan / Getty Images

May 2011

28. Oh wow.

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Jun Sato / WireImage

November 2011

29. “Cut your hair.” – Brad Pitt’s mom, probably.

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Caroline McCredie / Getty Images for Paramount Pictures

June 2013

30. “OK, mom. Geez.” – Brad Pitt, probably.

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Steve Granitz / Getty Images

January 2014

31. Fresh at 50

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Han Myung-Gu / WireImage

November 2014

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