Billy

Michael Douglas

Patrick 'Paddy' Connors

Robert De Niro

Archibald 'Archie' Clayton

Morgan Freeman

Sam

Kevin Kline

Diana

Mary Steenburgen

Dean

Jerry Ferrara

Lonnie

Romany Malco

Maurice

Roger Bart

Miriam

Joanna Gleason

Lisa

Bre Blair

Ezra Clayton

Michael Ealy

Maid of Honor

April Billingsley

Danny the Greaser

Stephen Scott Scarpulla

Bachelorette

Andrea Moore

Young Billy

Noah Harden*

Security Guard

Dan Hewitt Owens

Young Paddy

R.J. Fattori*

Floor Manager

Edward Edwards

Young Archie

Aaron Bantum*

50 Cent

50 Cent

Blackjack Dealer

Lisa Young

Young Sam

Phillip Wampler

Young Sophie

Olivia Stuck

Elizabeth

Ashley Rae Spillers

Ezra's Wife

Karen Ceesay

Stefan Gordy

Stefan Gordy

Young Paddy (voice)

Ryan Hartwig

Party Patron

Merry Whitney

Drag Queen in Pink (uncredited)

Violet Chachki

Pit Boss

Ray Abruzzo

Chapel Officiant

Elliott Street

Hot Waitress

Weronika Rosati

Shufflebot

Andrew Furr

Blackhawk

David Ekott

Bouncer

Michael Beasley

Neil

Ric Reitz

Cabbie

Michael Farris

Cher Impersonator

Savannah Leigh Bergeron

Ira

Richard Mooney

Madison #1

Janay Oakland

Madison #2

Diana Boyle

Taylor

Christie George

Maurice's Wife

Kelly O'Neal

Dean's Friend

Garrett Hines

Dean's Girl

Jena Sims

Brunette in Pool

Nicci Faires

Blonde in Pool

Autumn Dial

Aqua Aerobics Instructor

Polly Craig

Bartender

Dane Davenport

Party Guest

Maria Malcom

Prize Wheel Girl

Natalia Harris

Coughing Man

Murray Nicholson

Man at Funeral

Louis Fox

Woman at Funeral

Mimi Gould

ARIA Bellman

Matt Bauer

Lounge Complainer

Doug Kaye

Lounge Woman

Susan Shalhoub Larkin

Airport Taxi Guy

Michael Cohen

Nelson

Frankie Muniz

Sal

Barry Bostwick

Oren

Michael Steger

TJ

Andrew Lawrence

Serena

Summer Bishil

Amber

Jillian Nelson

Heidi

Brooke Anne Smith

Elisa Gabrielli