list of films featuring May-December romances

This is a list of mainstream movies featuring significant 'May-December' romances, where the age differential between the two adults is wide enough to risk social disapproval.

In each of the films listed below, the age difference is a major part of the film plot. (Note: Large age differences between romantic leads in pre-1950 movies were fairly common.)

Older Man/ Younger Woman

• Der blaue Engel (1930)
• Knickerbocker Holiday (1944)
• Jane Eyre (1944)
• Ikiru (1952)
• Funny Face (1957)
• Love in the Afternoon (1957)
• Gigi (1958)
• Limelight (1952)
• Charade (1963)
• Lolita (1962)
• Girl with Green Eyes (1964)
• Petulia (1968)
• Twinky (1969)
• What Have They Done To Solange? (1972)
• Taxi Driver (1976)
• Manhattan (1979)
• Atlantic City (1980)
• A Midsummer Night's Sex Comedy (1982)
• Wish You Were Here (1987)
• Great Balls of Fire! (1989)
• L.A. Story (1991)
• Chaplin (1992)
• Husbands and Wives (1992)
• Poison Ivy (1992)
• Damage (1992)
• The Crush (1993)
• The Professional (aka Leon) (1994)
• Little Women (1994)
• Mighty Aphrodite (1995)
• Beautiful Girls (1996)
• Stealing Beauty (1996)
• The Edge (1997)
• Bulworth (1998)
• The Opposite of Sex (1998)
• The Governess (1998)
• Under Solen (1998)
• Guinevere (1999)
• Gregory's Two Girls (1999)
• American Beauty (1999)
• Election (1999)
• Autumn in New York (2000)
• My First Mister (2001)
• Alfred Stieglitz: The Eloquent Eye (2001)
• Ghost World (2001)
• Me Without You (2001)
• Secretary (2001)
• Frida (2002)
• Lost In Translation (2003)
• Goldfish Memory (2003)
• Girl with a Pearl Earring (2003)
• Something's Gotta Give (2003)
• Palindromes (film) (2004)
• Sin City (2005)
• Shopgirl (2005)
• Happy Endings (2005)
• The Ballad of Jack and Rose (2005)

Older Woman/ Younger Man

• The Private Lives of Elizabeth and Essex (1939)
• Sunset Boulevard (1950)
• Breakfast at Tiffany's (1961) (Character Paul "Fred" Varjak's relationship with an older "matron" figure.)
• The Graduate (1967)
• Harold and Maude (1971)
• Summer of '42 (1971)
• Diva (1981)
• Class (1983)
• A Night in Heaven (1983)
• White Palace (1990)
• Impromptu (1992)
• Rushmore (1998)
• How Stella Got Her Groove Back (1998)
• The Love Letter (1999)
• In the Bedroom (2001)
• Lovely and Amazing (2001)
• The Good Girl (2002)
• Tadpole (2002)
• The Mother (2003)
• Something's Gotta Give (2003)
• Being Julia (2004)
• The Door in the Floor (2004)
• P.S. (2005)
• Prime (2005)
• Notes on a Scandal (2006)
• Green Chair
• American Pie Movies
• Prime (2005)
• Y Tu Mama Tambien

Older Man/ Younger Man

• Maurice (1987)
• Total Eclipse (1995)
• Love and Death on Long Island (1997)
• Wilde (1997)
• Gods and Monsters (1998)
• Love Is The Devil: Study For A Portrait Of Francis Bacon (1998)

Older Woman/ Younger Woman

• The Killing of Sister George (1968)
• Desert Hearts (1985)
• I've Heard the Mermaids Singing (1987)

???

• Carried Away (1996)
• A Chef in Love (1996)
• The Housekeeper (2002)
• Cet Amour-La (2002)
• Brother Outsider
• Space Cowboys
• The Mother

A notable TV drama series featuring a significant May-December relationship is Northern Exposure. In this instance, the partners are a man in his sixties and a woman barely past her teens.