Suggestions by @teeyutes
1,370 suggestions

Dinah Shore
as Greatest Generation in Most Beautiful by Generation

Dinah Shore
as The most beautiful actresses in Classic Beauty

Ethel Merman
as Agnes Peenman in The Mask (1964)

Dinah Shore
as Zoe in Something’s Gotta Give (1963)

Dinah Shore
as Beverly Connelly in As Good As It Gets (1977)

Sid Caesar
as Max Corkle in Heaven Can Wait (1978 recast)

Rita Hayworth
as Mrs. Robinson in The Graduate (1957)

Edie Adams
as Elaine Brewster in Arsenic And Old Lace (1954)

Jimmy Durante
as Clark Griswold Sr. in Rankin/Bass' Christmas Vacation (1969)

Orson Welles
as Frank Shirley in Rankin/Bass' Christmas Vacation (1969)

Burgess Meredith
as Uncle Lewis in Rankin/Bass' Christmas Vacation (1969)

Bob Hope
as Art Smith in Rankin/Bass' Christmas Vacation (1969)

Dorothy Provine
as Patsy Clark in Terms Of Endearment (1963)
Jo Morrow
as Silent Generation in Most Beautiful by Generation
Jo Morrow
as The most beautiful actresses in Classic Beauty

Dorothy Provine
as Silent Generation in Most Beautiful by Generation

Dorothy Provine
as The most beautiful actresses in Classic Beauty

Mickey Rooney
as 1940s in What Actors Could've Played Will Hunting in Various Decades?

Cliff Robertson
as Old Man Marley in Home Alone (1990 Alternative Cast)

Barry Fitzgerald
as Otto Kringelein in Grand Hotel (1952)