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The funniest Ben Stiller movies of all time
Ben Stiller has long been a favorite in comedy films

The funniest Ben Stiller movies of all time

Aug 11, 2025
01:35 pm

What's the story

Ben Stiller has been a staple in the comedy film department, with his one-of-a-kind style and impeccable timing. Over the years, he has acted in several movies that have had the audience rolling on the floor laughing. Today, we look at five such iconic comedy movies starring Stiller and talk about their legacy and what makes them special.

Fashion parody

'Zoolander' - A fashion satire

Zoolander, a 2001 release, features Stiller as Derek Zoolander, an exceptionally dim-witted male model. This film takes a satirical dig at the fashion industry, ridiculing its vanity and superficiality with over-the-top characters and ludicrous plotlines. It employs humor to criticize fashion, turning into a cult classic for its unforgettable comedic scenes and witty commentary.

Family dynamics

'Meet the Parents' - Family comedy

In Meet the Parents, Stiller plays Greg Focker, who has the misfortune of meeting his girlfriend's family for the first time. The film hilariously highlights the awkwardness and tension that comes with such a situation. Released in 2000, it was praised for its relatable humor and stellar performances by the cast. Its success spawned two sequels, chronicling Greg's misadventures.

Movie industry satire

'Tropic Thunder' - Hollywood spoof

Tropic Thunder, which was released in 2008, is an action-comedy film that parodies Hollywood filmmaking conventions. Stiller plays Tugg Speedman, an actor struggling to revive his career through an ambitious war movie project gone wrong. The film cleverly blends satire with action sequences while poking fun at various showbiz culture. Its ensemble cast delivers standout performances, contributing significantly to its critical acclaim.

Museum mayhem

'Night at the Museum' - Magical adventure

In Night at the Museum, Stiller plays Larry Daley—a night guard who finds exhibits coming alive after hours inside New York City's American Museum of Natural History. The family-friendly adventure-comedy blends fantasy with hilarious situations as Larry struggles through chaotic nights with animated historical personalities like Teddy Roosevelt or Attila Hun. Released way back in 2006, it gave rise to two successful sequels, continuing this magical journey.

Underdog triumphs

'Dodgeball: A True Underdog Story' - Sports comedy

Dodgeball: A True Underdog Story, which was released in summer 2004, has Stiller as White Goodman, the eccentric owner of a rival gym battling against the Average Joe's Gymnasium team led by Vince Vaughn's character, Peter LaFleur. The sports-themed comedy is all about underdogs struggling against odds amid hilarious antics on and off the court, and is an absolute riot throughout its runtime.