Underrated 2000s rom-coms you need to rewatch

By Afiur
April 27, 2026

Definitely, Maybe

Ryan Reynolds shines in this heartfelt story about love, timing, and second chances, told through a father’s past relationships.

Just Friends

Ryan Reynolds delivers comedy gold in this hilarious take on the “friend zone” trope.

Leap Year

Starring Amy Adams, this charming road trip romance through Ireland is full of scenic beauty and slow burn chemistry.

Music and Lyrics

A sweet, music filled romance starring Hugh Grant and Drew Barrymore, with surprisingly catchy songs.

Nick and Norah's Infinite Playlist

A charming, music driven love story starring Michael Cera and Kat Dennings, set over one unforgettable night.

Penelope

Starring Christina Ricci, this quirky fairy tale rom com blends romance with self acceptance and whimsical storytelling.

The Holiday

Featuring Cameron Diaz and Kate Winslet, this cosy, feel good film explores love across continents.

The Jane Austen Book Club

A group of strangers bond over Jane Austen novels, leading to unexpected romances and personal revelations.

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