Two Guys and a Girl

Traylor Howard

Sharon Carter

Ryan Reynolds

Michael "Berg" Bergen

Richard Ruccolo

Peter Dunville

Suzanne Cryer

Ashley Walker

Nathan Fillion

Johnny Donnelly

Jillian Bach

Irene

Jennifer Westfeldt

Melissa

David Ogden Stiers

Mr. Bauer

Julius Carry

Bill

Giuseppe Andrews

Germ

Maury Ginsberg

Kamen

Brian Dunkleman

Customer / Pizza delivery guy / Pizza Place Chess Fan

Bobbie Phillips

Shawn

Marguerite MacIntyre

Kaitlin Rush

Michael Welch

Michael Rush

Nancy Lenehan

Dr. Peel

Kenneth Kimmins

Mr. Walker

Cheryl Ladd

Berg's Mom

Constance Marie

Venita

Dick Martin

Grandpa Charlie

Fred Willard

Frank Farber

Kathy Kinney

Mimi Bobeck

Bill Macy

Mr. Harrison

Joel Higgins

Sharon's Father

Sean O'Bryan

Ted

Michael Ensign

Chairman at Presentation

Jason Clarke

Hank

Julene Renee

Molly

Carmen Electra

Isabella

Bill Burr

Fitzey

Michelle Stafford

April

Jean Speegle Howard

Mrs. Wexler

Howard Hesseman

Mr. Bergen

Harve Presnell

Edgar J. Hagerty

Suzanne Krull

Bates Balou

Robert Joy

Ed

Elisabeth Harnois

Translator

Stephen Tobolowsky

Father Viteri

Amy Hill

Pete's boss

Steve Landesberg

Berg's Dad

Bette Ford

Marge Ryecart

Pat Crawford Brown

Librarian

Anthony Stewart Head

Dr. Staretski

James Patrick Stuart

Priest

Beverly Leech

Claudia

Lyle Kanouse

Tessio

Brigitta Dau

Britney Walker

Jon Cryer

Justin

Adam Carolla

Self

Beth Grant

Tufts College Employee

Sam Lloyd

Career Counsellor

Conchata Ferrell

Shawn's Mother