Suggestions by @siddarthsid

Willem Dafoe

as The Joker in Suicide Squad

Daryl Hannah

as Dr. Harleen Quinzel in Suicide Squad

Jared Harris

as Paul Wolfowitz in Vice (2008)

Kevin Dunn

as Gerald Ford in Vice (2008)

Lorraine Toussaint

as Condoleezza Rice in Vice (2008)

Wendell Pierce

as Colin Powell in Vice (2008)

Elden Henson

as Kurt in Vice (2008)

Mike Nichols

as Director in Vice (2008)

Woody Harrelson

as George W.Bush in Vice (2008)

Robin Williams

as Donald Rumsfeld in Vice (2008)

Julia Roberts

as Lynne Cheney in Vice (2008)

Philip Seymour Hoffman

as Dick Cheney in Vice (2008)

Bill Hader

as Miracle Max in Princess Bride Remake

J.K. Simmons

as Mission Control in Gravity

Anne Hathaway

as Dr. Ryan Stone in Gravity

Diego Luna

as Inigo in Princess Bride Remake

Peter Dinklage

as Vezzini in Princess Bride Remake

Noah Taylor

as Count Rugen in Princess Bride Remake

Sophie Turner

as Buttercup in Princess Bride Remake

Bill Pullman

as Detective Lieutenant Alex Murphy in The Commuter (1998)