● Trending in the US
MOVIEPIQ · DOCUMENTARY · CURATED LIST

Best Documentary Movies With Your Boyfriend From The 2000S That Will Make You Cry

These documentary picks were hand-selected for watching with your partner, not pulled from a popularity chart. Every pick is chosen for emotional and situational fit, not streaming popularity or critic scores.

The best documentary movies with your boyfriend from the 2000s that will make you cry. Includes Won't You Be My Neighbor?, Free Solo, 13th and more - curated...

Watching a film together is one of the simplest and best things you can do. Pick something with enough texture that you'll want to pause it and argue about it.

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

The best documentaries don't just inform - they change how you see something you thought you already understood.

Won't You Be My Neighbor? movie poster
1
2018 · ★★★★☆ 8.4/10

An intimate look at America's favourite neighbor and the life, lessons, and legacy of Fred Rogers.

Free Solo movie poster
2
2018 · ★★★★☆ 8.2/10

Follow Alex Honnold as he attempts to become the first person to ever free solo climb Yosemite's El Capitan.

13th movie poster
3
2016 · ★★★★☆ 8.2/10

An in-depth look at the US prison system and how it reveals the nation's history of racial inequality.

Searching for Sugar Man movie poster
4
2012 · ★★★★☆ 8.2/10

Two South Africans set out to discover what happened to their musical hero, the mysterious 1970s rock musician Rodriguez.

Amy movie poster
5
2015 · ★★★½☆ 7.8/10

The story of Amy Winehouse, in her own words, featuring archival footage and recordings.

The documentaries that stay with you are the ones that refuse to simplify. They show you the mess of a real situation and trust you to sit with it.

Man on Wire movie poster
6
2008 · ★★★½☆ 7.7/10

A look at tightrope walker Philippe Petit's daring, and illegal, high-wire routine performed between the World Trade Center's twin towers in 1974.

Icarus movie poster
7
2017 · ★★★½☆ 7.9/10

When Bryan Fogel sets out to uncover the truth about doping in sports, a chance meeting with a Russian scientist transforms his project into a geopolitical thriller.

The Act of Killing movie poster
8
2012 · ★★★★☆ 8.2/10

A documentary about the 1965-66 Indonesian mass killings, in which former paramilitary leaders re-enact their crimes.

20 Feet from Stardom movie poster
9
2013 · ★★★½☆ 7.8/10

Backup singers discuss their careers and relationships with the stars they support.

Bowling for Columbine movie poster
10
2002 · ★★★★☆ 8.0/10

Michael Moore explores the culture of guns and violence in the United States.

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 documentaries don't resolve neatly. They give you something to carry. These do that.

From the Blog

READ Movies That Changed How People See the World
READ Best Movies for Date Night
READ Best Comedy Movies That Are Actually Funny

You Might Also Like

ENERGY Documentary Movies when Nothing Feels Right
MINDSTATE Documentary Movies overstimulated Brain
GENRE Horror Movies with Your Boyfriend
DEEPER Dont Know What You Want
EDITORIAL Movies That Changed How People See the World
Tell us one film you love - we'll find your next one.TRY IT