Suggestions by @jakubduda

Josh Brolin

as Burt Collins in Best Society

Paul Giamatti

as Jerry Baker in Best Society

Colin Farrell

as George Rollins in Best Society

Simon Baker

as Will Sullivan in Best Society

John Stamos

as Rick Donaldson in Best Society

Woody Harrelson

as Zachary Donovan in Best Society

Paul Rudd

as Phil Oatsman in Best Society

Bob Saget

as Nick Moore in Best Society

Matt Damon

as Aaron Addams in Best Society

Matthew Lillard

as Ernest Robbin in Best Society

Neil Patrick Harris

as Benjamin Redmont in Best Society

Beyoncé

as Etta Liza in Best Society

Tilda Swinton

as Greta Sprout in Best Society

Matthew McConaughey

as Donald Roostercolt in Best Society

Shaquille O'Neal

as Lucius Chamberlain in Best Society

Damian Lewis

as Winston O'Dell in Best Society

Sam Rockwell

as Abraham Mcwayne in Best Society

Jennifer Aniston

as Anna Goldman in Best Society

Will Smith

as Jim Ewing in Best Society

Jerry O'Connell

as Frank Robinson in Best Society