The Saturday Night Live (1975) character gets a big screen treatment.


Reginald Hudlin
1 nomination. See more awards »





Cast overview, first billed only:
Tim Meadows ... Leon Phelps
Karyn Parsons ... Julie Simmons
Billy Dee Williams ... Lester
John Witherspoon ... Scrap Iron
Jill Talley ... Candy
Lee Evans ... Barney
Will Ferrell ... Lance DeLune
Sofia Milos ... Cheryl
Eugene Levy ... Bucky Kent
David Huband ... Frank
Ken Hudson Campbell ... Hal (as Ken Campbell)
Kevin McDonald ... Mail Man
Tamala Jones ... Theresa
Julianne Moore ... Audrey
Tiffani Thiessen ... Honey DeLune


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. They can't find another job. About that time, two things happen: he gets a letter from a wealthy former lover who offers to take care of him (but she doesn't sign her real name, so Leon, an inveterate Casanova, has no idea who she is), and a group of angry cuckolds, all of whom have surprised their wives in flagrante delicto with Leon (who has a distinctive tattoo on his booty), are closing in, armed and dangerous. Can he find the sugar mommy and escape the wrath of the mob of husbands? What about Julie? Written by <>

Plot Summary | Add Synopsis


He's cool. He's clean. He's a love machine.




R | See all certifications »

Parents Guide:

View content advisory »

Did You Know?


David Wells appeared in a scene, but it was deleted. See more »


When Miss Simmons is reading the letter from "Sweet Thing" she says "But I still remember" where the letter actually reads "but I've never forgotten". See more »


Leon Phelps: How long have you been uhh nunnin' it up?
See more »


Referenced in Saturday Night Live: Rob Lowe/Eminem (2000) See more »


VSA Swing Song
by Marcus Miller, Tim Meadows, Dennis McNicholas & Andrew Steele
Published by Famous Music Corporation
Produced by Marcus Miller
See more »

User Reviews

This movie is FUNNY! :))
17 November 2004 | by UltramovieSee all my reviews

I'm a virulently racist fascist bastard, and I dig this movie. It's totally ridiculous, and that's it's charm :) It doesn't pretend to be something else. It's a big '70's cliché, and the story is very complete and 'cute'. Undercover Brother is another flick like this one - very silly, very funny! I absolutely hate blacks, but movies like this do show a side of them that is entertaining to see. It's a vibe that is very alien, and also interesting in an anthropological sort of way. It's rather like watching peacock struts and so on. This 'Leon' character is so totally over-the-top it's really high art - art of sleeze you might call it LOL

There are also many great scenes in this movie. Will Farrell is funny in this one as well - though in many movies he is not. Also a hoot is the gay style musical number from the macho men - totally unexpected and funny as hell. Many scenes like this - unexpected things, funny little things. This is a good movie :) See it, and you will laugh lots.

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Release Date:

13 October 2000 (USA) See more »

Also Known As:

The Ladies Man See more »

Filming Locations:

Chicago, Illinois, USA See more »


Box Office


$24,000,000 (estimated)

Opening Weekend USA:

$5,426,390, 15 October 2000

Gross USA:


Cumulative Worldwide Gross:

See more on IMDbPro »

Company Credits

Show more on IMDbPro »

Technical Specs


Sound Mix:

DTS | Dolby Digital



Aspect Ratio:

1.85 : 1
See full technical specs »

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