Aging pals Billy, Paddy, Archie, and Sam have been best friends since childhood. When Billy finally proposes to his much-younger girlfriend, all four friends go to Las Vegas to celebrate the end of Billy's longtime bachelorhood and relive their glory days. However, the four quickly realize that the intervening decades have changed Sin City and tested their friendship in ways they had not imagined.
Robert De Niro
Patrick 'Paddy' Connors
Morgan Freeman
Archibald 'Archie' Clayton
Michael Douglas
Billy Gerson
Kevin Kline
Sam Harris
Mary Steenburgen
Diana Boyle
Jerry Ferrara
Dean
Romany Malco
Lonnie
Roger Bart
Maurice
Joanna Gleason
Miriam Harris
Michael Ealy
Ezra Clayton
Bre Blair
Lisa
April Billingsley
Maid of Honor
Stephen Scott Scarpulla
Danny the Greaser
Andrea Moore
Bachelorette
Dan Hewitt Owens
Security Guard
Edward Edwards
Floor Manager
50 Cent
50 Cent
Lisa Young
Blackjack Dealer
Ashley Rae Spillers
Elizabeth
Stefan Gordy
Stefan Gordy
Ryan Hartwig
Young Paddy (voice)
Merry Whitney
Party Patron
Violet Chachki
Drag Queen in Pink (uncredited)
Noah Harden
Young Billy
Aaron Bantum
Young Archie
Phillip Wampler
Young Sam
Olivia Stuck
Young Sophie
Andrew Furr
Shufflebot
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