1. Grease is the word? Ron Galella, Ltd. / WireImage June 1988 2. Tendril Attack! Time Life Pictures / DMI / The LIFE Picture Collection / Getty Images January 1991 3. Full-on Tarzan Barry King / WireImage November 1994 4. Waved Out Jeff Haynes / AFP / Getty Images January 1996 Advertisement 5. The "I'm dating Gwyneth Paltrow." Kevin Mazur / WireImage March 1997 6. Piecey Platinum Getty Images January 1998 7. "Is this how you use gel?" Ron Galella, Ltd. / WireImage April 1998 8. Buzzed Andrew Shawaf / Getty Images February 1999 Advertisement 9. Borderline Mullet Ron Galella, Ltd. / WireImage September 1999 10. The Ellen DeGeneres Hugo Philpott / AFP / Getty Images August 2000 11. The Keith Urban, Circa 2000 Steve Granitz / WireImage January 2002 12. Castaway Chic Jon Kopaloff / WireImage August 2002 Advertisement 13. Are those extensions? Steve Granitz / WireImage April 2003 14. Back to Buzz Stephen Lovekin / FilmMagic May 2004 15. The Billy Idol L. Cohen / WireImage June 2005 16. The Frat House Special Evan Agostini / Getty Images September 2006 Advertisement 17. The Frat House Special, Highlights Edition Amy Graves / WireImage for BWR Public Relations January 2007 18. Classic. Anne-Christine Poujoulat / AFP / Getty Images May 2007 19. That haircut every boy had in the mid-2000s. Steve Granitz / WireImage June 2007 20. Are those blond tips? James Devaney / WireImage September 2007 Advertisement 21. Pretend Rockstar Jon Kopaloff / FilmMagic January 2008 22. "I just got out of the shower." Pascal Le Segretain / Getty Images August 2008 23. "I'm a dad now." Jeff Vespa / WireImage January 2009 24. "But a cool dad." Barry King / FilmMagic August 2009 Advertisement 25. Feathered Fringe Jean Baptiste Lacroix / WireImage July 2010 26. Here we go again. Pascal Le Segretain / Getty Images November 2010 27. Growing it out. Ian Gavan / Getty Images May 2011 28. Oh wow. Jun Sato / WireImage November 2011 Advertisement 29. "Cut your hair." - Brad Pitt's mom, probably. Caroline McCredie / Getty Images for Paramount Pictures June 2013 30. "OK, mom. Geez." - Brad Pitt, probably. Steve Granitz / Getty Images January 2014 31. Fresh at 50 Han Myung-Gu / WireImage November 2014 Share On facebook Share On facebook Share On vk Share On vk Share On pinterest Share On pinterest Share On lineapp Share On lineapp Share On twitter Share On twitter Share On email Share On email Share On sms Share On sms Share On whatsapp Share On whatsapp Share On more Share On more Share On tumblr Share On tumblr Share On link Share On link Share On copy Share On copy Omg It's Prime Day!