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- Bradley Cooper as Jake in “They Shoot Single People, Dont They?”
- Timothy Olyphant as Sam in “Valley of the Twenty-Something Guys”
- Donald Trump as himself in “The Man, The Myth, The Viagra”
- Tamara Tunie as Eileen in “The Cheating Curve”
- Carrie Preston as Madeline Dunn in “The Chicken Dance”
- Dan Futterman as Stephan in “Evolution
- Will Arnett as Jack in “La Douleur Exquise!”
- Jon Bon Jovi as Seth in “Games People Play”
- Sarah Michelle Gellar as Debbie in “Escape from New York”
- Matthew McConaughey as himself in “Escape from New York”
- Vince Vaughn as Keith Travers in “Sex and Another City”
- Carrie Fisher as herself in “Sex and Another City”
- Hugh Hefner as himself in “Sex and Another City”
- Margaret Cho as Lynn Cameron in “The Real Me”
- Alan Cumming as O in “The Real Me”
- Heidi Klum as herself in “The Real Me”
- Ed Koch as himself in “The Real Me”
- Tony Hale as Tiger in “The Real Me”
- Kevyn Aucoin as himself in “The Real Me
- Anthony DeSando as Siddhartha in “The Drought”
- Chris Tardio as Matt in “Boy, Girl, Boy, Girl”
- Lucy Liu as herself in “Coulda, Woulda, Shoulda”
- Ron Rifkin as Julian in “A “Vogue” Idea”
- Candice Bergen as Enid Mead/Enid Frick in “A “Vogue” Idea”, “Plus One is the Loneliest Number”, “Splat!”
- Amy Sedaris as Courteney Masterson in “Unoriginal Sin”, “Cover Girl”, “Plus One is the Loneliest Number”, “Pick Alittle, Talk Alot”.
- Molly Shannon as Lily Martin in “Unoriginal Sin”, “Cover Girl”, “The Big Journey”
- Isaac Mizrahi as himself in “Plus One is the Loneliest Number”
- Heather Graham as herself in “Critical Condition”
- Nathan Lane as Bobby Fine in “I Love a Charade”
- Jennifer Coolidge as Victoria in “The Perfect Present”
- Tatum ONeal as Kyra in “A Womans Right to Shoes”
- Linda Evangelista as Saleswoman in “A Womans Right to Shoes”
- La La as herself in “The Post-it Always Sticks Twice”
- Michael Showalter as Billy in “The Post-it Always Sticks Twice”
- David Duchovny as Jeremy in “Boy, Interrupted”
- Geri Halliwell as Phoebe in “Boy, Interrupted”
- Julia Sweeney as Nun in “Catch-38”
- Michael Patrick King as Mental Patient in “Boy, Interrupted”
- Kristen Johnston as Lexi Featherston in “Splat!”
- Wallace Shawn as Martin Grable in “Splat!”
- Carole Bouquet as Juliette in “An American Girl in Paris, Part Deux”
- Alanis Morissette as Dawn “Boy, Girl, Boy, Girl”
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