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Larry Renault (John Barrymore) in Dinner at Eight (1933)

Norman Maine in all versions of A Star is Born

Fanny Skeffington (Bette Davis) in Mr. Skeffington (1944)

Blanche du Bois (Vivien Leigh) in A Streetcar Named Desire (1951)

Calvero (Charlie Chaplin) in Limelight (1952)

Maggie Elliott (Bette Davis) in The Star (1952)

Tony Hunter (Fred Astaire) in The Band Wagon (1953)

Archie Rice (Laurence Olivier) in The Entertainer (1960)

"Sir" (Albert Finney) in The Dresser (1983)

Randy "The Ram" Robinson (Mickey Rourke) in The Wrestler (2008)

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All of the Space Cowboys (2000)

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Anybody who proclaims he or someone else is "getting too old for this sh*t"...:

Danny Glover in every (I'm pretty sure) iteration of Lethal Weapon

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Danny Glover as Uncle Russell in Death at a Funeral (2010)

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John Mahoney to Clint Eastwood as Frank Horrigan in In the Line of Fire (1993)

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Bill Murray in Stripes (1981)

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also Warren Oates as Sgt. Hulka in Stripes (1981)

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Kevin Costner as Crash Davis in Bull Durham (1988)

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Wallace Beery / Jon Voight in The Champ (1931 / 1979)

Paul Newman in Cat on a Hot Tin Roof (1958)

John Wayne / Jeff Bridges in True Grit (1970 / 2010)

Walter Matthau and George Burns in The Sunshine Boys (1975)

Edith Bouvier Beale and Edith Ewing Bouvier Boule in Grey Gardens (1975)

George Burns, Art Carney, and Lee Strasberg in Going in Style (1979)

Peter O'Toole in My Favorite Year (1982)

Giulietta Masina and Marcello Mastroianni in Ginger and Fred (1986)

Tim Allen, Sigourney Weaver, Alan Rickman, etc. in Galaxy Quest (1999)

Christian Bale in The Fighter (2010)

 

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Burt Reynolds and his younger self in The Last Movie Star                                 Animated GIF

Vincent Price as the washed up horror film star in Madhouse              Animated GIF

Spencer Tracy as the old school politician in The Last Hurrah                                                                              5bb03fd07c667db1edfe51aee116319f.gif

Billy Crystal as the aging comic in Mr. Saturday Night                                 Animated GIF

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