![The Ladies Man](https://image.tmdb.org/t/p/original//lzWnfs5cR7JYjP7zrvNdD4hxrCz.jpg)
![The Ladies Man](https://image.tmdb.org/t/p/w200//8WvkIDqGPG5ggvCFAIfWEnTgX3L.jpg)
The Ladies Man
1 hour 24 minutes2000-10-13
5.3
Watch Trailer
Because of his salacious language, late-night radio advice-show host Leon Phelps, along with his sweet and loyal producer Julie, is fired from his Chicago gig. Leon gets a letter from a former lover promising a life of wealth, but he doesn't know who she is. Can Leon find his secret sugar-mama? What about Julie?
Cast
![Tim Meadows](https://image.tmdb.org/t/p/w200//c7NvUYdkUDRnPDpmQgyXIG4HrcN.jpg)
Tim Meadows
Leon Phelps
![Karyn Parsons](https://image.tmdb.org/t/p/w200//iQzZ1Vedy1aP2i2qnMkOcJoElGS.jpg)
Karyn Parsons
Julie Simmons
![Billy Dee Williams](https://image.tmdb.org/t/p/w200//4UbNki9xpWtVACNNGsMhVjQxVwg.jpg)
Billy Dee Williams
Lester
![John Witherspoon](https://image.tmdb.org/t/p/w200//5clP720NIBWMKT0pwVCzIPjVkxG.jpg)
John Witherspoon
Scrap Iron
![Jill Talley](https://image.tmdb.org/t/p/w200//x0r43qyI9KNEyb5RsF0MckqxgfM.jpg)
Jill Talley
Candy
![Lee Evans](https://image.tmdb.org/t/p/w200//2BZeVCqFjYQ826ROkJaG4gehbmy.jpg)
Lee Evans
Barney
![Will Ferrell](https://image.tmdb.org/t/p/w200//xYPM1OOLXZguj4FsgmOzTSUXaXd.jpg)
Will Ferrell
Lance DeLune
![Sofia Milos](https://image.tmdb.org/t/p/w200//ryK5xo9FTDAtTkC0P4oDes3szS1.jpg)
Sofia Milos
Cheryl
![Eugene Levy](https://image.tmdb.org/t/p/w200//y4CexxKSI6qR5A6PDaD8mSrEhYC.jpg)
Eugene Levy
Bucky Kent
![David Huband](https://image.tmdb.org/t/p/w200//3ri88c1kvTbNurpDK14z6ns8U2t.jpg)
David Huband
Frank
![Ken Hudson Campbell](https://image.tmdb.org/t/p/w200//5KmuInp11wKczUQMHlNP26STfzT.jpg)
Ken Hudson Campbell
Hal
![Kevin McDonald](https://image.tmdb.org/t/p/w200//ymwrW99x9gyN0zeRkqavt3lZMa9.jpg)
Kevin McDonald
Mail Man
![Tamala Jones](https://image.tmdb.org/t/p/w200//oPdfyRpJNaf7oO0pJlxAKmc9egX.jpg)
Tamala Jones
Theresa
![Julianne Moore](https://image.tmdb.org/t/p/w200//3YF19rWusxWfEI59ZM33dFhasRq.jpg)
Julianne Moore
Audrey
![Tiffani Thiessen](https://image.tmdb.org/t/p/w200//gCENdJhELuJo0c8SQTGNBZMSr5R.jpg)
Tiffani Thiessen
Honey DeLune
![Rocky Carroll](https://image.tmdb.org/t/p/w200//pqjqmRChGqhDXXY7Etka3bmOatN.jpg)
Rocky Carroll
Cyrus Cunningham
![Arnold Pinnock](https://image.tmdb.org/t/p/w200//7AET3sstZdRgoWlqgXdBcE935HE.jpg)
Arnold Pinnock
V.S.A. Member
![Shaun Majumder](https://image.tmdb.org/t/p/w200//gN8CiUKDxsm9WlR8UYKmvXuQLqC.jpg)
Shaun Majumder
V.S.A. Member
![Brett Heard](https://image.tmdb.org/t/p/w200//qOPgENbxIwr3TEzffSsBksyG3xf.jpg)
Brett Heard
V.S.A. Member
![Mark McKinney](https://image.tmdb.org/t/p/w200//fjoMrLiWWeKN0voBdZphBbS4kV0.jpg)
Mark McKinney
Mr. White
![Chris Parnell](https://image.tmdb.org/t/p/w200//8K1s949E2dwBnj9NlMX0m640HQp.jpg)
Chris Parnell
Phil Swanson
![Boyd Banks](https://image.tmdb.org/t/p/w200//sKls5lrR3ODq6fkBkX29TOABOHh.jpg)
Boyd Banks
C&W Station Manager
![Inna Korobkina](https://image.tmdb.org/t/p/w200//pDRYNPeNN0bUIOgS5XyHuT0rAxj.jpg)
Inna Korobkina
Hef's Girl
![Reginald Hudlin](https://image.tmdb.org/t/p/w200//z2O30pOwkKpZBCyZpwZ80ouKcQA.jpg)
Reginald Hudlin
Aloysius
![April Mullen](https://image.tmdb.org/t/p/w200//kkpPBHkeKEa0CXsUEP11hOh6htk.jpg)
April Mullen
Teen Lover
![Jammer](/_next/static/media/notFound.aecd17f8.png)
Jammer
Wrestler
![Diego Fuentes](https://image.tmdb.org/t/p/w200//rPrSkeZxv5ix2hg5yYeIiEwTpvO.jpg)
Diego Fuentes
V.S.A. Member
![Sean Thibodeau](/_next/static/media/notFound.aecd17f8.png)
Sean Thibodeau
Hugh Hefner
![Rebecca Weinberg](/_next/static/media/notFound.aecd17f8.png)
Rebecca Weinberg
Hef's Best Girl
![Robyn Palmer](/_next/static/media/notFound.aecd17f8.png)
Robyn Palmer
Playboy Bunny
![Michelle Silveira](/_next/static/media/notFound.aecd17f8.png)
Michelle Silveira
Houseboat Cutie
![Simone Stock](/_next/static/media/notFound.aecd17f8.png)
Simone Stock
Playboy Photographer
![Juliet Ladines](/_next/static/media/notFound.aecd17f8.png)
Juliet Ladines
Beautiful Girl
![Susan Aceron](/_next/static/media/notFound.aecd17f8.png)