Ben Stiller's 6 Funniest Movies Ranked

• 6. Meet the Fockers

  In this 2004 sequel to Meet the Parents, Ben Stiller’s Gaylord “Greg” Focker’s eccentric parents are played by Barbra Streisand and Dustin Hoffman. In the beginning of the film, we are left in stitches by his parents’ answering machine that is utter chaos as Hoffman’s Bernie can’t figure out how to stop the recording. On top of that he is obsessed with chimichangas, even though it gives him horrible gas.

• 5. There's Something About Mary

  The 1998 comedy was a surprise hit at the time, gaining a cult following. Before taking on the role as magazine writer Ted Stroehmann in the Farrelly Brothers’ movie, Stiller was trying to focus on directing. It is always so cringe and hilarious watching the scene where Stiller’s pubescent character gets his scrotum stuck in his zipper on his ill-fated prom night with Cameron Diaz’s Mary.

• 4. Meet the Parents

  2000’s Meet the Parents was supposed to star Jim Carrey as the lead. He even contributed jokes to the screenplay, including the main character being named “Focker.” The Motion Picture Association (MPAA) wouldn’t allow the use of the name “Focker” until the filmmakers could find an actual person with that surname. This film has the iconic scene of Stiller’s Greg lying about pumping milk on a farm. When he says, “Oh yeah, you can milk anything with nipples,” De Niro replies, “I have nipples, Greg. Could you milk me?”

• 3. Starsky & Hutch

  Ben Stiller + Owen Wilson is comedy magic. Throw in Snoop Dogg, Vince Vaughn, Jason Bateman, Juliette Lewis, and Will Ferrell, and this remains one of our favorite Stiller flicks of all time. Our favorite scene of the 2004 comedy film is when Stiller’s Starsky unknowingly uses cocaine as sugar and has a wild dance-off at the disco against Dancing Rick.

• 2. Tropic Thunder

  The controversial movie that would never be made today, this 2008 Stiller production was a wild ride. The film stars Stiller, Jack Black, Robert Downey Jr., Jay Baruchel, and Brandon T. Jackson as a group of prima donna actors making a Vietnam War film, not knowing that they are really in danger. When RDJ’s Kirk Lazarus is questioned about who he is by Stiller’s Tugg Speedman, he says, “Me? I know who I am! I’m the dude playin’ the dude, disguised as another dude!”

• 1. Dodgeball: A True Underdog Story

  Stiller’s character had some of the most iconic lines in this classic comedy. 2004 was a great year for Stiller, as many of the films on our list came out that year. He plays the antagonist, White Goodman, a pretentious corporate gym owner who says the hilarious line, “Nobody makes me bleed my own blood.”