The Ladies Man

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

Tiffani-Amber Thiessen

Honey DeLune

Rocky Carroll

Cyrus Cunningham

Brett Heard

V.S.A. Member

Arnold Pinnock

V.S.A. Member

Shaun Majumder

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

Diane Fabian

Older Lover

Susan Aceron

Chinese lover

Phil Guerrero

Young Lover

April Mullen

Teen Lover

Dennis McNicholas

Teen Lover

Ardon Bess

Stage Manager

Robin Ward

Gil Stewart

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

Aaron Berg

Brian

Michelle Silveira

Houseboat Cutie

Inna Korobkina

Hef's Girl

Rebecca Weinberg

Hef's Best Girl

Robyn Palmer

Playboy Bunny

Simone Stock

Playboy Photographer

Reginald Hudlin

Aloysius

Juliet Ladines

Beautiful Girl