Teri Hatcher, Charlize Theron, James Spader, Eric Stoltz, Danny Aiello, and Jeff Daniels in 2 Days in the Valley (1996)

...in my humble opinion. Only titles I've seen, indeed.

my goal in life is to watch every single teen movie/romcom every produced (or at least listed) on imdb.  Tags are the easiest marker, but bottom line is if the protagonist is 13-19 and there is another lead that the character wants to fuck, also counts if it hits my teen feels too

Hailee Steinfeld in The Edge of Seventeen (2016)

John Wayne, Dean Martin, Michael Anderson Jr., and Earl Holliman in The Sons of Katie Elder (1965)

Montgomery Clift and Jennifer Jones in Terminal Station (1953)

Helen Mirren, Sam Worthington, and Jessica Chastain in The Debt (2010)

Inspired by this list: https://www.imdb.com/list/ls570882522/ 

Started February 2022.

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