One is the more age-appropriate Kevin Costner, the world-weary minor-league catcher; the other is Tim Robbins, the upstart pitcher. She takes a trip to Jamaica and gets hit on by Taye Diggs’ Winston Shakespeare. (2002)In Alfonso Cuarón’s film, Luisa (Maribel Verdú) hooks up with not one, but two sex-crazed younger men (Diego Luna and Gael García Bernal).

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At the outset, Jack Nicholson romances Amanda Peet, who plays Diane Keaton’s daughter. The movie, however, preaches that age-appropriate love interests are best: Keaton and Nicholson are the characters you want to be together — when you’re not ogling the gorgeous Hamptons interiors. Jake Gyllenhaal’s exceedingly creepy Lou Bloom blackmails local news director Nina Romina (Rene Russo) into sleeping with him.

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Throughout the entire trip, the audience ultimately learns, she's grappling with the notion that she's dying of cancer.

Jennifer Aniston starred in this indie as Justine, a depressed 30-year-old retail clerk.

It turns out her zany wardrobe is a hit in Williamsburg, and the two end up becoming friends.

Doris may be a bit clueless, but the movie doesn't deny Field her sexuality.

But Charlotte never intended for Chéri (Rupert Friend) and Lea to fall in love, despite the 20 years that separate them.(2013)New Jersey native Jon (Joseph Gordon-Levitt) knows what's important in life: His family, the gym, and — of course — his porn-watching habits.

His addiction to porn has rendered it impossible for Jon to have real relationships with women.

(1971)The age gap gets even wider in Hal Ashby's classic.