20th Century Girl

Showing 10 of 10 picks

1. 

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   1.Love, Rosie (2014)

   ★ 7.8 · Romance · Drama · Comedy · 1h 42m

   Why you'll love it

   Fans of 20th Century Girl who respond to its romance will find Love, Rosie (2014) immediately familiar. Both films share a drama sensibility without ever feeling like carbon copies of each other.

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2. 

   94match

   2.The First Time (2012)

   ★ 7.0 · Drama · Comedy · Romance · 1h 35m

   Why you'll love it

   There's a reason 20th Century Girl fans keep landing on The First Time (2012) — the romance is unmistakably related even when the plots diverge. Both films operate on the same emotional frequency, especially in their third acts.

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3. 

   92match

   3.Endless Love (2014)

   ★ 6.9 · Drama · Romance · 1h 44m

   Why you'll love it

   Endless Love draws from the same romance well as 20th Century Girl, channeling drama in ways that feel unmistakably related. The 2014 film makes a natural companion watch — similar in spirit but distinctly its own.

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4. 

   90match

   4.Friends with Kids (2012)

   ★ 6.0 · Comedy · Drama · Romance · 1h 40m

   Why you'll love it

   Friends with Kids (2012) captures the romance appeal of 20th Century Girl without simply imitating it. The drama streak running through both films is what puts Friends with Kids at the top of any "if you liked…" shortlist.

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5. 

   88match

   5.Keith (2008)

   ★ 7.0 · Drama · Romance · 1h 33m

   Why you'll love it

   The romance appeal of 20th Century Girl — that bittersweet edge, the drama — translates cleanly into Keith (2008). Different setting, same essential satisfaction.

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6. 

   86match

   6.Boys and Girls (2000)

   ★ 5.9 · Comedy · Drama · Romance · 1h 34m

   Why you'll love it

   The filmmakers behind Boys and Girls (2000) clearly understood what makes romance work — the same quality that keeps 20th Century Girl rewatchable. Expect the same funny rhythm, executed with a fresh angle.

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7. 

   84match

   7.Tune in for Love (2019)

   ★ 7.7 · Romance · Drama · 2h 2m

   Why you'll love it

   Tune in for Love (2019) is the kind of film 20th Century Girl fans discover and immediately send to their group chat. The romance overlap is real, but it's the bittersweet emotional pull that seals the recommendation.

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   • Netflix
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8. 

   82match

   8.Endings, Beginnings (2020)

   ★ 6.1 · Romance · Drama · 1h 50m

   Why you'll love it

   Endings, Beginnings shares 20th Century Girl's gift for romance — the 2020 film delivers drama without overstaying its welcome. Consider it required viewing once you've finished rewatching your first pick.

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9. 

   80match

   9.Winter Spring Summer or Fall (2024)

   ★ 7.2 · Romance · Drama · 1h 37m

   Why you'll love it

   Much of what makes 20th Century Girl compelling — the romance, the drama — shows up in Winter Spring Summer or Fall (2024) in a slightly different form. Both films understand that bittersweet storytelling works best when it trusts the audience.

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10. 

    78match

    10.The Classic (2003)

    ★ 7.6 · Drama · Romance · 2h 13m

    Why you'll love it

    The romance energy of 20th Century Girl is alive in The Classic (2003), filtered through a different story but the same emotional register. It earns its place on this list with a bittersweet payoff that rivals the original pick.

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