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Home›Movies›Comedy›Bleak 2000s Comedy Movies

Tag Mix

Bleak 2000s Comedy Movies

17movies

Comedy ×
Bleak ×
2000s ×

17movies

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The Royal Tenenbaums (2001) poster

The Royal Tenenbaums

2001Comedy · Drama1h 50m

Bleak Funny Nostalgic Dysfunctional Family Stylish

Mary and Max (2009) poster

Mary and Max

2009Animation · Comedy1h 32m

Emotional Heartwarming Bleak Friendship Stop-Motion

Sideways (2004) poster

Sideways

2004Comedy · Drama2h 7m

Funny Thought-Provoking Bleak Road Trip Friendship

About Schmidt (2002) poster

About Schmidt

2002Comedy · Drama2h 5m

Thought-Provoking Emotional Bleak Road Trip Wedding

The Weather Man (2005) poster

The Weather Man

2005Comedy · Drama1h 41m

Dark Thought-Provoking Bleak Dysfunctional Family New York

The Brothers Bloom (2008) poster

The Brothers Bloom

2008Adventure · Comedy1h 54m

Whimsical Romantic Bleak Con Artist Europe

The Good Girl (2002) poster

The Good Girl

2002Comedy · Drama1h 33m

Dark Bleak Dialogue-Heavy Solo

World's Greatest Dad (2009) poster

World's Greatest Dad

2009Comedy · Drama1h 39m

Dark Thought-Provoking Bleak Coming-of-Age High School

Wristcutters: A Love Story (2007) poster

Wristcutters: A Love Story

2007Comedy · Drama1h 28m

Weird Whimsical Bleak Road Trip Dialogue-Heavy

Riding in Cars with Boys (2001) poster

Riding in Cars with Boys

2001Comedy · Drama2h 11m

Emotional Nostalgic Bleak Dialogue-Heavy Date Night

Breakfast on Pluto (2005) poster

Breakfast on Pluto

2005Comedy · Drama2h 8m

Whimsical Bleak Uplifting Coming-of-Age London

Fast Food Nation (2006) poster

Fast Food Nation

2006Comedy · Drama1h 56m

Thought-Provoking Dark Bleak Ensemble Cast Gritty

Igby Goes Down (2002) poster

Igby Goes Down

2002Comedy · Drama1h 37m

Dark Bleak Funny Dysfunctional Family Coming-of-Age

The Ice Harvest (2005) poster

The Ice Harvest

2005Comedy · Crime1h 28m

Dark Funny Bleak Mafia Betrayal

A Prairie Home Companion (2006) poster

A Prairie Home Companion

2006Comedy · Drama1h 45m

Nostalgic Whimsical Bleak Ensemble Cast Dialogue-Heavy

Songs from the Second Floor (2000) poster

Songs from the Second Floor

2000Comedy · Drama1h 39m

Language: Swedish

Weird Bleak Thought-Provoking End of the World Surreal

The Wackness (2008) poster

The Wackness

2008Comedy · Drama1h 39m

Nostalgic Emotional Bleak Coming-of-Age Summer