Kevin Kline

Howard Brackett

Joan Cusack

Emily Montgomery

Tom Selleck

Peter Malloy

Matt Dillon

Cameron Drake

Debbie Reynolds

Berniece Brackett

Wilford Brimley

Frank Brackett

Bob Newhart

Tom Halliwell

Gregory Jbara

Walter Brackett

Shalom Harlow

Sonya

Shawn Hatosy

Jack

Zak Orth

Mike

Lauren Ambrose

Vicky

Deborah Rush

Ava Blazer

June Squibb

Cousin Gretchen

Alice Drummond

Aunt Susan

Alexandra Holden

Meredith

Selma Blair

Cousin Linda

Bill Camp

Bachelor Party Guest

Lauren Ward

Student

J. Smith-Cameron

Trina Paxton

Ernie Sabella

Aldo Hooper

Dan Hedaya

Military Attorney

Becky Ann Baker

Darlene

Lewis J. Stadlen

Ed Kenrow

Kate McGregor-Stewart

Aunt Becky

Debra Monk

Mrs. Lester

John Cunningham

'Be a Man' Tape Instructor (voice)

Joseph Maher

Father Tim

William Duell

Emmett Wilson

Richard Woods

Reverend Morgan

Kevin Chamberlin

Carl Mickley

Wally Dunn

Cousin Lenny

Larry Clarke

Cousin Ernie

Patrick Garner

Stan Forrest

Adam LeFevre

Bachelor Party Guest

Scott Robertson

Bachelor Party Guest

John Christopher Jones

Bachelor Party Guest

MacIntyre Dixon

Bachelor Party Guest

Chris L. McKenna

Locker Room Guy

Mark Ballou

Locker Room Guy

Charlie Newmark

Locker Room Guy

Andrew Levitas

Locker Room Guy

D.J. Dierker

Locker Room Guy

Gregory Siff

Locker Room Guy

Jane Hoffman

Mrs. Baxter

Bill Hoag

Bartender

Nesbitt Blaisdell

Billy's Dad

Samantha Buck

Classroom Student

Lauren Fox

Classroom Student

Virginia Williams

Classroom Student

Clare Kramer

Student

Arden Myrin

Student

Kevin Keating

Student

Lisa Emery

Classroom Reporter

Marla Sucharetza

School Reporter

Glenn Close

Glenn Close (uncredited)

Whoopi Goldberg

Whoopi Goldberg (uncredited)

Jay Leno

Jay Leno (uncredited)