Tony Curtis as Joe (Josephine)

Jack Lemmon as Jerry (Daphne)

Marilyn Monroe as Sugar Kane Kowalczyk

George Raft as Spats Colombo

Pat O'Brien as Detective Mulligan

Joe E. Brown as Osgood Fielding III

Nehemiah Persoff as Little Bonaparte

Joan Shawlee as Sweet Sue

Billy Gray as Sig Poliakoff

George E. Stone as Toothpick Charlie

Dave Barry as Beinstock

Mike Mazurki as Spats' Henchman

Harry Wilson as Spats' Henchman

Beverly Wills as Dolores

Barbara Drew as Nellie

Edward G. Robinson Jr. as Johnny Paradise

Mary Foley as Band Member (uncredited)

Georgia Joan Hannan as Band Member (uncredited)

Colleen O'Sullivan as Band Member (uncredited)

Al Breneman as Bellhop (uncredited)

Tom Kennedy as Bouncer (uncredited)

Edwin Rochelle as Chef (uncredited)

Robert Cole as Club Patron (uncredited)

Sammy Shack as Commuter at Station (uncredited)

Fred Sherman as Drunk (uncredited)

Sandra Warner as Emily (uncredited)

Danny Richards Jr. as Fresh Bellboy (uncredited)

Paul Frees as Funeral Director / Waiter / Josephine (voice) (uncredited)

Ted Christy as Gangster (uncredited)

Phil Bloom as Gangster at Convention (uncredited)

Willie Bloom as Gangster at Convention (uncredited)

James J. Casino as Gangster at Convention (uncredited)

Bing Conley as Gangster at Convention (uncredited)

Paul Cristo as Gangster at Convention (uncredited)

Duke Fishman as Gangster at Convention (uncredited)

Joseph Glick as Gangster at Convention (uncredited)

Joseph La Cava as Gangster at Convention (uncredited)

King Lockwood as Gangster at Convention (uncredited)

Jack Perry as Gangster at Convention (uncredited)

Sid Troy as Gangster at Convention (uncredited)

Ralph Volkie as Gangster at Massacre (uncredited)

James Dime as Gangster Convention Greeter (uncredited)

Jack Gordon as Gangster with Charlie (uncredited)

Steve Carruthers as Hotel Guest (uncredited)

Sam Harris as Hotel Guest (uncredited)

William H. O'Brien as Hotel Guest (uncredited)

Laurie Mitchell as Mary Lou (uncredited)

Joe Gray as Mobster at Banquet (uncredited)

Tito Vuolo as Mozzarella (uncredited)

Harold 'Tommy' Hart as Official #2 (uncredited)

Scott Seaton as Old Man (uncredited)

Marian Collier as Olga (uncredited)

Brandon Beach as Party Guest (uncredited)

Noble 'Kid' Chissell as Police Officer (uncredited)

Franklyn Farnum as Party Guest (uncredited)

George Ford as Police Officer (uncredited)

John Roy as Police Officer (uncredited)

William Hoehne Jr. as Policeman (uncredited)

Carl M. Leviness as Retirement Home Resident (uncredited)

Helen Perry as Rosella (uncredited)

Grace Lee Whitney as Rosella (uncredited)

Pat Comiskey as Spats' Henchman (uncredited)

Tipp McClure as Spats' Henchman (uncredited)

Alex Ball as Speakeasy Patron (uncredited)

Beulah Christian as Speakeasy Patron (uncredited)

Bobby Gilbert as Speakeasy Patron (uncredited)

Stuart Hall as Speakeasy Patron (uncredited)

Shep Houghton as Speakeasy Patron (uncredited)

Hank Mann as Speakeasy Patron (uncredited)

Frank McLure as Speakeasy Patron (uncredited)

Bert Stevens as Speakeasy Patron (uncredited)

Arthur Tovey as Speakeasy Patron (uncredited)

John Indrisano as Waiter (uncredited)

Cosmo Sardo as Waiter (uncredited)

Sam Bagley as (uncredited)

George Lake as (uncredited)

Tiger Joe Marsh as (uncredited)

Jack Mather as (uncredited)

Joe Palma as (uncredited)

Carl Sklover as (uncredited)

Billy Wayne as (uncredited)