Cast & crew
The Ladies Man (2000)
Directed by Reginald Hudlin Written by Tim Meadows, Harper Steele, Dennis McNicholas
Cast
| 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 |
| Kevin McDonald | Mail Man |
| Tamala Jones | Theresa |
| Julianne Moore | Audrey |
| Brett Heard | V.S.A. Member |
| Shaun Majumder | V.S.A. Member |
| Tiffani-Amber Thiessen | Honey DeLune |
| Rocky Carroll | Cyrus Cunningham |
| Arnold Pinnock | V.S.A. Member |
| Diego Fuentes | V.S.A. Member |
| Sean Thibodeau | Hugh Hefner |
| Mark McKinney | Mr. White |
| Chris Parnell | Phil Swanson |
| Ryan Field | Leon Phelps (12 Years) |
| Patrick Patterson | Older Lover |
| Phil Guerrero | Young Lover |
| Diane Fabian | Older Lover |
| Susan Aceron | Chinese lover |
| Dennis McNicholas | Teen Lover |
| Robin Ward | Gil Stewart |
| April Mullen | Teen Lover |
| Ardon Bess | Stage Manager |
| Joan Massiah | Nun |
| Hadley Sandiford | Merle |
| Sal Scozzari | V.S.A. Dancer |
| Steve Greig | V.S.A. Dancer |
| D.J. O'Keefe | V.S.A. Dancer |
| William Yong | V.S.A. Dancer |
| Troy P. Liddell | V.S.A. Dancer |
| Shawn Byfield | V.S.A. Dancer |
| John Stoneham Jr. | V.S.A. Dancer |
| Boyd Banks | C&W Station Manager |
| Jim Codrington | Soul Station Manager |
| Arthur Eng | Silver Suit Man |
| Michelle Silveira | Houseboat Cutie |
| Inna Korobkina | Hef's Girl |
| Aaron Berg | Brian |
| Rebecca Weinberg | Hef's Best Girl |
| Simone Stock | Playboy Photographer |
| Juliet Ladines | Beautiful Girl |
| Robyn Palmer | Playboy Bunny |
| Reginald Hudlin | Aloysius |
Crew
| Reginald Hudlin | Director |
| Jacques Fortier | Prop Maker |
| Tim Meadows | Writer |
| Thomas Levine | Executive Producer |
| Erin Fraser | Executive Producer |
| Harper Steele | Writer |
| Robin D. Cook | Casting |
| Zeljka Alosinac | Set Decoration |
| Harper Steele | Associate Producer |
| Dean A. O'Dell | Production Design |
| Robert K. Weiss | Executive Producer |
| Cheryl Toy | Art Direction |
| Dennis McNicholas | Writer |
| Lorne Michaels | Producer |
| Marcus Miller | Original Music Composer |
| Franco De Cotiis | Production Design |
| Rick Montgomery | Casting |
| Earl Watson | Editor |
| Michael Wray | Unit Production Manager |
| Johnny E. Jensen | Director of Photography |
| Kenneth J. Withers | Camera Operator |
| Dean Zimmerman | Assistant Editor |