The 1999 MTV Movie Awards were hosted by Lisa Kudrow. Musical performances included Kid Rock, Robbie Williams, and Will Smith with Dru Hill, Nine Inch Nails and Kool Moe Dee. The winners were announced on Saturday, June 5, 1999 at the Barker Hangar in Santa Monica, California, airing on MTV.
Winners are listed at the top of each list in bold.
Jim Carrey â The Truman Show
Cameron Diaz â There's Something About Mary
James Van Der Beek â Varsity Blues
Katie Holmes â Disturbing Behavior
Jackie Chan and Chris Tucker â Rush Hour
Matt Dillon â There's Something About Mary / Stephen Dorff â Blade (tie)
Adam Sandler â The Waterboy
Aerosmith â "I Don't Want to Miss a Thing" (from Armageddon)
Gwyneth Paltrow and Joseph Fiennes â Shakespeare in Love
Asteroid Destroys New York City â Armageddon
Ben Stiller vs. Puffy the Dog (created by Industrial Light & Magic) â There's Something About Mary