1999 : Comedy Movies - Sort: Most Popular

Big Daddy (Jun 1999)

Scope N/A

Adam Sandler, Jack Giarraputo, Rob Schneider, Allen Covert, Jon Stewart, Leslie Mann, Joey Lauren Adams, Cole Sprouse, Dennis Dugan, Tim Herlihy

Sony Pictures, Out of the Blue Entertainment, Columbia Pictures

32-year-old Sonny Koufax (Adam Sandler) has spent his whole life avoiding responsibility. But when his girlfriend dumps him for an older man, he's got to find a ay to prove he's ready to grow up. In a desperate last-ditch effort, Sonny adopts five-year-old Julian (Cole Sprouse, Dylan Sprouse) to impress her. She's not impressed...and he can't return the kid.

Completed Comedy 1 hr, 33 mins

Office Space (Feb 1999)

Scope N/A

Gary Cole, Jennifer Aniston, Stephen Root, Ajay Naidu, Ron Livingston, David Herman

20th Century Studios

Unable to endure another mind-numbing day at Initech Corporation, cubicle slave Peter Gibbons (Ron Livingston) gets fired up and decides to get fired. Armed with a leisurely new attitude and a sexy new girlfriend (Jennifer Aniston), he soon masters the art of neglecting his work, which quickly propels him into the ranks of upper management! Now the stage is set for Peter to carry out a high-tech embezzling scheme that's sure to mean the end of his job and a one-way ticket to easy street.

Completed R Comedy Crime 1 hr, 29 mins