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Best Romance Movies With Friends On A Friday From The 2000S That Will Make You Think For Days

These romance films were selected by the Moviepiq editorial team for a Friday night with friends. Popularity and critic scores don't factor in here. Emotional fit does.

The best romance movies with friends on a friday from the 2000s that will make you think for days. Includes The Curious Case of Benjamin Button, Corpse Bride...

Friday night with friends is about energy. You want something that earns its place in the conversation - a film that people are still talking about on the way home.

Looking back, the 2000s were a golden era for this kind of filmmaking - studios still willing to fund serious work, directors still pushing at the edges of what was expected.

The best romantic films work because they're fundamentally about two people trying to understand each other. Love is just the context.

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.

A film that makes you think for days has done something rare: it's trusted you to do the work. These films trust you.

Great romance cinema earns its place in memory by being honest about love — not flattering it, not sentimentalising it, but showing it clearly enough that it resonates.

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