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The 20 May-Decemberiest Romances in Film

By Dustin Rowles | Lists | July 26, 2010 |

By Dustin Rowles | Lists | July 26, 2010 |

Last week’s mention of Aaron Johnson and Sam Taylor-Wood’s romantic relationship actually got me thinking about May-December romances in film, in general. Specifically, the disparity between a couple’s real-life age, and I sort of wondered just how many May-December romances are barely even mentioned, especially between an older man and younger woman.

Below, I give you the 20 greatest disparities between a romantic couple’s real-life age — or at least, where a mutual sexual relationship is involved (technically, I should exclude Lolita, as legally, an underage girl cannot give true consent. But I didn’t). I tried to avoid movies where the romance was too tertiary to matter much, and I also excluded Woody Allen films. Otherwise, we’d be here all night.

1. Harold and Maude (Bud Cort, Ruth Gordon): 52 Years

2. Poison Ivy (Drew Barrymore, Tom Skeritt): 42 Years

3. Entrapment (Sean Connery, Catherine Zeta Jones) 39 Years

4. Lolita (1962) (James Mason, Sue Lyon): 37 Years

5. Something’s Gotta Give (Jack Nicholson, Amanda Peete): 35 Years

6. Shopgirl (Claire Danes, Steve Martin): 34 Years

7. Lost in Translation (Bill Murray, Scarlett Johansson): 34 Years

8. Lolita (1997) (Jeremy Irons, Dominique Swain): 32 Years

9. The Door in the Floor (Kim Basinger, Jon Foster): 31 Years

10. Sabrina (1954) (Humphrey Bogart, Audrey Hepburn): 30 Years

11. Sunday Bloody Sunday (Murray Head, Peter Finch):30 Years

12. Bulworth (Halle Berry, Warren Beaty): 29 Years

13. The Russia House (Sean Connery, Michelle Pfeiffer): 28 Years

14. Crazy Heart (Jeff Bridges, Maggie Gyllenhaal): 28 Years

15. Happy Endings (Tom Arnold, Maggie Gyllenhaal): 28 Years

16. Last Tango in Paris (Marlon Brandon, Maria Schneider): 28 Years

17. Love in the Afternoon (Audrey Hepburn & Gary Cooper): 28 years

18. The Girl in the Cafe (Bill Nighy, Kelly MacDonald): 27 Years

19. Six Days, Seven Nights (Harrison Ford, Anne Heche): 27 Years

20. Charade (Cary Grant, Audrey Hepburn) 26 years

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Dustin is the founder and co-owner of Pajiba. You may email him here, follow him on Twitter, or listen to his weekly TV podcast, Podjiba.