Tony Curtis
Role: Joe (Josephine)
Jack Lemmon
Role: Jerry (Daphne)
Marilyn Monroe
Role: Sugar Kane Kowalczyk
George Raft
Role: Spats Colombo
Pat O'Brien
Role: Detective Mulligan
Joe E. Brown
Role: Osgood Fielding III
Nehemiah Persoff
Role: Little Bonaparte
Joan Shawlee
Role: Sweet Sue
Billy Gray
Role: Sig Poliakoff
George E. Stone
Role: Toothpick Charlie
Dave Barry
Role: Beinstock
Mike Mazurki
Role: Spats' Henchman
Harry Wilson
Role: Spats' Henchman
Beverly Wills
Role: Dolores
Edward G. Robinson Jr.
Role: Johnny Paradise
Mary Foley
Role: Band Member (uncredited)
Georgia Joan Hannan
Role: Band Member (uncredited)
Colleen O'Sullivan
Role: Band Member (uncredited)
Al Breneman
Role: Bellhop (uncredited)
Tom Kennedy
Role: Bouncer (uncredited)
Edwin Rochelle
Role: Chef (uncredited)
Robert Cole
Role: Club Patron (uncredited)
Sammy Shack
Role: Commuter at Station (uncredited)
Fred Sherman
Role: Drunk (uncredited)
Sandra Warner
Role: Emily (uncredited)
Danny Richards Jr.
Role: Fresh Bellboy (uncredited)
Paul Frees
Role: Funeral Director / Waiter / Josephine (voice) (uncredited)
Ted Christy
Role: Gangster (uncredited)
Phil Bloom
Role: Gangster at Convention (uncredited)
Willie Bloom
Role: Gangster at Convention (uncredited)
James J. Casino
Role: Gangster at Convention (uncredited)
Bing Conley
Role: Gangster at Convention (uncredited)
Paul Cristo
Role: Gangster at Convention (uncredited)
Duke Fishman
Role: Gangster at Convention (uncredited)
Joseph Glick
Role: Gangster at Convention (uncredited)
Joseph La Cava
Role: Gangster at Convention (uncredited)
King Lockwood
Role: Gangster at Convention (uncredited)
Jack Perry
Role: Gangster at Convention (uncredited)
Sid Troy
Role: Gangster at Convention (uncredited)
Ralph Volkie
Role: Gangster at Massacre (uncredited)
James Dime
Role: Gangster Convention Greeter (uncredited)
Jack Gordon
Role: Gangster with Charlie (uncredited)
Steve Carruthers
Role: Hotel Guest (uncredited)
Sam Harris
Role: Hotel Guest (uncredited)
William H. O'Brien
Role: Hotel Guest (uncredited)
Laurie Mitchell
Role: Mary Lou (uncredited)
Joe Gray
Role: Mobster at Banquet (uncredited)
Tito Vuolo
Role: Mozzarella (uncredited)
Harold 'Tommy' Hart
Role: Official #2 (uncredited)
Scott Seaton
Role: Old Man (uncredited)
Marian Collier
Role: Olga (uncredited)
Brandon Beach
Role: Party Guest (uncredited)
Noble 'Kid' Chissell
Role: Police Officer (uncredited)
Franklyn Farnum
Role: Party Guest (uncredited)
George Ford
Role: Police Officer (uncredited)
John Roy
Role: Police Officer (uncredited)
William Hoehne Jr.
Role: Policeman (uncredited)
Carl M. Leviness
Role: Retirement Home Resident (uncredited)
Helen Perry
Role: Rosella (uncredited)
Grace Lee Whitney
Role: Rosella (uncredited)
Pat Comiskey
Role: Spats' Henchman (uncredited)
Tipp McClure
Role: Spats' Henchman (uncredited)
Alex Ball
Role: Speakeasy Patron (uncredited)
Beulah Christian
Role: Speakeasy Patron (uncredited)
Bobby Gilbert
Role: Speakeasy Patron (uncredited)
Stuart Hall
Role: Speakeasy Patron (uncredited)
Shep Houghton
Role: Speakeasy Patron (uncredited)
Hank Mann
Role: Speakeasy Patron (uncredited)
Frank McLure
Role: Speakeasy Patron (uncredited)
Bert Stevens
Role: Speakeasy Patron (uncredited)
Arthur Tovey
Role: Speakeasy Patron (uncredited)
John Indrisano
Role: Waiter (uncredited)
Cosmo Sardo
Role: Waiter (uncredited)
Sam Bagley
Role: (uncredited)
George Lake
Role: (uncredited)
Tiger Joe Marsh
Role: (uncredited)
Jack Mather
Role: (uncredited)
Joe Palma
Role: (uncredited)
Carl Sklover
Role: (uncredited)
Billy Wayne
Role: (uncredited)