1999 Teen Choice Awards


The 1999 Teen Choice Awards ceremony was held on August 1, 1999, at the Barker Hangar, Santa Monica, California. The event did not have a designated host, however, Britney Spears introduced the show with Christina Aguilera, Blink-182, NSYNC and Gloria Estefan, and Britney Spears as performers.

Performers

Winners are listed first and highlighted in bold text.

Movies

Choice Movie ActorChoice Movie Actress

  • Freddie Prinze Jr. – She's All That
  • *Ben Affleck – Armageddon
  • *Matt Damon – Rounders
  • *Ryan Phillippe – Cruel Intentions
  • *Giovanni Ribisi – The Mod Squad
  • *Adam Sandler – The Waterboy
  • *Will Smith – Enemy of the State
  • *Ben Stiller – There's Something About Mary
  • Jennifer Love Hewitt – I Still Know What You Did Last Summer
  • *Drew Barrymore – Never Been Kissed
  • *Claire Danes – The Mod Squad
  • *Cameron Diaz – There's Something About Mary
  • *Kirsten Dunst
  • *Gwyneth Paltrow – Shakespeare in Love
  • *Christina Ricci
  • *Reese Witherspoon – Cruel Intentions
  • Choice Drama MovieChoice Comedy Movie
  • Cruel Intentions
  • *Enemy of the State
  • *Ever After
  • *October Sky
  • *Pleasantville
  • *'
  • *Stepmom
  • *Varsity Blues
  • There's Something About Mary
  • *10 Things I Hate About You
  • *Election
  • *Never Been Kissed
  • *Patch Adams
  • *Shakespeare in Love
  • *She's All That
  • *The Waterboy
  • Choice Movie VillainChoice Movie Breakout
  • Sarah Michelle GellarCruel Intentions
  • *Chris Cooper – October Sky
  • *Anjelica Huston – Ever After
  • *Andrew Keegan – 10 Things I Hate About You
  • *Mike Myers – '
  • *Ray Park – '
  • *Ryan Phillippe – Cruel Intentions
  • *Matthew Settle – I Still Know What You Did Last Summer
  • James Van Der Beek – Varsity Blues
  • *Clea DuVall – The Faculty
  • *Jake Gyllenhaal – October Sky
  • *Natasha Lyonne – Slums of Beverly Hills
  • *Sarah Polley – Go
  • *Jason Schwartzman – Rushmore
  • *Dougray Scott – Ever After
  • *Julia Stiles – 10 Things I Hate About You
  • Choice Movie Hissy FitChoice Movie Soundtrack
  • Sandra BullockForces of Nature
  • *Leonardo DiCaprio – Celebrity
  • *Joseph Gordon-Levitt – 10 Things I Hate About You
  • *Lisa Kudrow – The Opposite of Sex
  • *Ewan McGregor – '
  • *Ryan Phillippe – Cruel Intentions
  • *Jason Schwartzman – Rushmore
  • *Reese Witherspoon – Election
  • City of Angels
  • *10 Things I Hate About You
  • *Bulworth
  • *The Corruptor
  • *Cruel Intentions
  • *The Faculty
  • *The Rugrats Movie
  • *Varsity Blues
  • Most Funniest SceneMost Disgusting Scene
  • Matt Dillon – There's Something About Mary
  • *David Krumholtz – 10 Things I Hate About You
  • *Natasha Lyonne and Marisa TomeiSlums of Beverly Hills
  • *Jay Mohr and Scott WolfGo
  • *Reese Witherspoon and Joan AllenPleasantville
  • Cameron DiazThere's Something About Mary
  • *Laura Harris – The Faculty
  • *Jennifer Love Hewitt – I Still Know What You Did Last Summer
  • *Devon Sawa – Idle Hands
  • *Henry Winkler – The Waterboy
  • Sexiest Love SceneChoice Summer Movie
  • Rachael Leigh Cook and Freddie Prinze Jr. – She's All That
  • *Joseph Fiennes and Gwyneth PaltrowShakespeare in Love
  • *Elizabeth Hurley and Matthew McConaugheyEDtv
  • *Heath Ledger and Julia Stiles10 Things I Hate About You
  • *Ryan Phillippe and Reese WitherspoonCruel Intentions
  • Big Daddy
  • *American Pie
  • *'
  • *The Mummy
  • *Notting Hill
  • *'
  • *Tarzan
  • *Wild Wild West
  • Television

    Music

    Miscellaneous