Since its beginning, Playboy has been a pivotal part of culture. Hugh Hefner, the Playboy Mansion and numerous Playmates have made appearances in film at one time or another.

Miss March
After waking from a four-year coma, a man finds out that his high school girlfriend has gone on to pose for Playboy and travels to the Mansion with his sex-crazed best friend to attempt to win back her heart. Playmates: Sara Jean Underwood

The South Park creators star in their first live-action film, BASEketball, as two childhood friends who created the national sport BASEketball and battle a businessman who is trying to take over their league. Playmates: Victoria Silvstedt, Jenny McCarthy

Starsky & Hutch A reboot of the old television show which starring Ben Stiller and Owen Wilson as well as Snoop Dogg as Huggy Bear. Playmates: Brande Roderick

The House Bunny
Funny girl Anna Faris stars as a Playmate who gets tossed out of the Mansion and finds herself at a sorority that is in dire need of a Mansion-sized makeover. Emma Stone, Kat Dennings, Rumer Willis and Katharine McPhee also star. Playmates: Sara Jean Underwood, Lauren Hill, Hiromi Oshima and the Girls Next Door Holly Madison, Bridget Marquardt and Kendra Wilkinson

Beverly Hills Cop II
Eddie Murphy returns as Detroit police detective Axel Foley to bust a Californian robbery/gun-running ring that at one point leads him to sneak into a Playboy Mansion party. **Playmates:* Rebecca Ferratti, Alana Soares, Ola Ray, Venice Kong, Luann Lee, Kymberly Paige, Kymberly Herrin

Scary Movie 3
The third installment of the Scary Movie franchise kicks off with a hilarious spoof of The Ring with some of the most iconic Playmates ever.
Playmates: Pamela Anderson, Jenny McCarthy

Beyond the Valley of the Dolls
Miss December 1968 Cynthia Myers stars in Beyond the Valley of the Dolls, which was written by none other than a young film critic named Roger Ebert.
Playmates: Cynthia Myers