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Best Romance Movies For A Movie Marathon From The 2000S That Will Make You Cry

The Moviepiq team picked these romance films specifically for a movie marathon. No filler. Every film on this list earns its place for exactly this occasion.

The best romance movies for a movie marathon from the 2000s that will make you cry. Includes The Curious Case of Benjamin Button, Corpse Bride, Love Don't Co...

The mistake most marathons make is consistency - same tone, same energy, film after film. Vary the weight. Follow something heavy with something lighter. Let the list breathe.

The 2000s produced a remarkable run of intelligent, ambitious cinema - a decade that took genre seriously and rewarded patient audiences.

Romance cinema at its finest doesn't sentimentalise love. It shows it clearly — messy, inconvenient, and still somehow worth everything.

The Curious Case of Benjamin Button movie poster
1
2008 · ★★★½☆ 7.6/10

Born under unusual circumstances, Benjamin Button springs into being as an elderly man in a New Orleans nursing home and ages in reverse. Twelve years after his birth, he meets Daisy, a child who flits in and out of his life as she grows up to be a dancer. Though he has all sorts of unusual adventures over the course of his life, it is his relationship with Daisy, and the hope that they will come together at the right time, that drives Benjamin forward.

Corpse Bride movie poster
2
2005 · ★★★½☆ 7.6/10

In a 19th-century European village, a young man about to be married is whisked away to the underworld and wed to a mysterious corpse bride, while his real bride waits bereft in the land of the living.

Love Don't Co$t a Thing movie poster
3
2003 · ★★★½☆ 7.6/10

A high school outcast pays a cheerleader to pose as his girlfriend so he can be considered cool.

Imagine Me & You movie poster
4
2006 · ★★★½☆ 7.6/10

During her wedding ceremony, Rachel notices Luce in the audience and feels instantly drawn to her. The two women become close friends, and when Rachel learns that Luce is a lesbian, she realizes that despite her happy marriage to Heck, she is falling for Luce. As she questions her sexual orientation, Rachel must decide between her stable relationship with Heck and her exhilarating new romance with Luce.

Cinderella Man movie poster
5
2005 · ★★★½☆ 7.6/10

The true story of boxer Jim Braddock who, following his retirement in the 1930s, makes a surprise comeback in order to lift his family out of poverty.

What makes romantic cinema great is the gap between what characters want to say and what they actually say. These films live in that gap.

Talk to Her movie poster
6
2002 · ★★★½☆ 7.6/10

Two men share an odd friendship while they care for two women who are both in deep comas.

The Wrestler movie poster
7
2008 · ★★★½☆ 7.5/10

Aging wrestler Randy "The Ram" Robinson is long past his prime but still ready and rarin' to go on the pro-wrestling circuit. After a particularly brutal beating, however, Randy hangs up his tights, pursues a serious relationship with a long-in-the-tooth stripper, and tries to reconnect with his estranged daughter. But he can't resist the lure of the ring and readies himself for a comeback.

My Sassy Girl movie poster
8
2001 · ★★★½☆ 7.5/10

A dweeby, mild-mannered man comes to the aid of a drunk young woman on a subway platform. Little does he know how much trouble he's in for.

Moulin Rouge! movie poster
9
2001 · ★★★½☆ 7.5/10

A celebration of love and creative inspiration takes place in the infamous, gaudy and glamorous Parisian nightclub, at the cusp of the 20th century. A young poet, who is plunged into the heady world of Moulin Rouge, begins a passionate affair with the club's most notorious and beautiful star.

Walk the Line movie poster
10
2005 · ★★★½☆ 7.5/10

A chronicle of country music legend Johnny Cash's life, from his early days on an Arkansas cotton farm to his rise to fame with Sun Records in Memphis, where he recorded alongside Elvis Presley, Jerry Lee Lewis and Carl Perkins.

Great films that make you cry do so because they've made you care. By the time the emotion lands, you're not surprised - you're just not ready for it.

The best romantic films leave you with an ache that has nothing to do with sadness. It's the ache of something real, depicted precisely.

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