Movies Like You, Me and Dupree (2006)

You, Me and Dupree is a 2006 comedy, romance film from Anthony Russo with a MovieMagicScore of 5.6/10. Here are 20 similar films, ranked by real viewer ratings — starting with I Love You, Man and The Groomsmen.

Comedy Romance

I Love You, Man

2009

Peter Klaven is a successful real estate agent who, upon getting engaged to the woman of his dreams, Zooey, discovers, to his dismay and chagrin, that he has no male friend close enough to serve as his Best Man. Peter immediately sets out to rectify the situation, embarking on a series of bizarre and awkward "man-dates."

6.6

MagicScore

The Groomsmen

2006

Blue-collar Paulie prepares for fatherhood and his forthcoming wedding to Sue by hanging out with his groomsmen. Brother Jimbo, cousin Mike, and his pals fill the reunion with drinking, boys-will-be-boys antics and a few unexpected personal confessions. But, when the bonding devolves into accusations and regret, Paulie has to decide whether he's ready to tie the knot and take this big step into adulthood.

5.2

MagicScore

Plus One

2019

Longtime single friends, Ben and Alice, agree to be each other's respective plus one at every wedding they're invited to, during a busy summer of wedding fever.

6.9

MagicScore

Four Weddings and a Funeral

1994

Over the course of five social occasions, a committed bachelor must consider the notion that he may have discovered love.

6.8

MagicScore

My Best Friend's Girl

2008

Lovestruck Dustin is dating Alexis, his ideal girlfriend, but when she dumps him for coming on too strong, Dustin takes drastic measures to win her back. He asks his best friend Tank to take her on the worst rebound date imaginable - his side job - so that she will come running back to him, and Tank reluctantly agrees. However, Alexis is more than a match for Tank's shock tactics and he begins to really fall for her, leaving him torn between loyalty to Dustin and his growing attraction toward Alexis.

5.6

MagicScore

The Wedding Ringer

2015

Doug Harris is a loveable but socially awkward groom-to-be with a problem: he has no best man. With less than two weeks to go until he marries the girl of his dreams, Doug is referred to Jimmy Callahan, owner and CEO of Best Man, Inc., a company that provides flattering best men for socially challenged guys in need. What ensues is a hilarious wedding charade as they try to pull off the big con, and an unexpected budding bromance between Doug and his fake best man Jimmy.

6.5

MagicScore

A Guy Thing

2003

Paul Morse is a good guy. When his friends throw him a wild bachelor party, he just wants to keep his conscience clean -- which is why he's shocked when he wakes up in bed with a beautiful girl named Becky and can't remember the night before. Desperate to keep his fiancée, Karen, from finding out what may or may not be the truth, he tells her a teensy lie. Soon his lies are spiraling out of control and his life is a series of comical misunderstandings.

5.9

MagicScore

Just Married

2003

Although Tom Leezak and Sarah McNerney come from different worlds, they are both unexpectedly swept off their feet after their first meeting. They quickly fall in love and plan to get married, despite opposition from Sarah's uptight, rich family. After their wedding, the happy couple sets off - with the highest of hopes and ideals about love and marriage - on what they expect will be the perfect honeymoon in Italy. Thanks to a relentless string of bad luck with one disaster after another, and an impromptu visit from Sarah's wealthy one-time ex-lover Peter Prentiss, the newlyweds experience the honeymoon from hell that tests the limits of their young love. Is it worth throwing away their love and marriage?

5.8

MagicScore

Coffee Town

2013

Will is a 30-something website manager who uses local café, Coffee Town, as his office. When the owners of the shop discuss plans to convert Coffee Town into a bar, Will enlists the help of his two best friends Chad and Gino to save his freeloading existence. In order to thwart the plans of Coffee Town's owners, the trio stages a robbery to create the illusion of an unsafe neighborhood not suitable for the proposed venue. Also standing in their way is Sam, a disgruntled barista with delusions of grandeur and Will's heartache over unrequited love for Becca.

6.5

MagicScore

#10

Runaway Bride

1999

Having already left three grooms at the altar, Maggie Carpenter is branded "the runaway bride" by jaded New York journalist Ike Graham. But, after his facts are called into question, Ike races to Maggie's hometown to save his reputation and report on her upcoming fourth trip down the aisle – during which he's convinced she'll run again. Though he's there on a muckraking mission, Ike can't help but fall for this breathtaking heartbreaker.

6.1

MagicScore

#11

The Change-Up

2011

Lifelong friends Dave and Mitch are envious of the other's life. Mitch thinks Dave has it all: a beautiful, loving family and a high-paying job at a prestigious law firm. But Dave thinks Mitch’s stress-free playboy life without obligation or consequence is the real dream come true. One fateful drunken night, they both admit that they wish they had the other’s life while peeing in a fountain when lightning strikes. The next morning, they wake up, hungover, in each other’s bodies! With time not on their side, Mitch and Dave comically struggle to avoid completely destroying each other’s lives before they can find a way to get their old ones back.

6.2

MagicScore

#12

American Wedding

2003

With high school a distant memory, Jim and Michelle are getting married — and in a hurry, since Jim's grandmother is sick and wants to see him walk down the aisle — prompting Stifler to throw the ultimate bachelor party. And Jim's dad is reliable as ever, doling out advice no one wants to hear.

6.2

MagicScore

#13

The Best Man

2005

When writer's block derails the literary dreams of Olly Pickering, he has to move in with his friend Murray after losing all his money. Things start to look up when Olly's college pal James asks him to be the best man at his wedding. Prior to the nuptials, Olly is drawn to a woman whom he thinks is the bride's sister -- only she turns out to be the bride, Sarah. Can Murray, who dislikes James, help get Sarah and Olly together?

5.3

MagicScore

#14

Freddy Got Fingered

2001

Unemployed cartoonist Gord Brody moves back in with his parents Jim and Julie and younger brother Freddy. When his parents demand he leave, he retaliates by spreading rumors that Jim is sexually abusing Freddy.

4.7

MagicScore

#15

Think Like a Man Too

2014

All the couples are back for a wedding in Las Vegas, but plans for a romantic weekend go awry when their various misadventures get them into some compromising situations that threaten to derail the big event.

6.4

MagicScore

#16

The Man with Two Brains

1983

A brain surgeon marries a femme fatale, causing his life to turn upside down. Things go more awry when he falls in love with a talking brain.

6.2

MagicScore

#17

Breakfast at Tiffany's

1961

Holly Golightly is an eccentric New York City playgirl determined to marry a Brazilian millionaire. But when young writer Paul Varjak moves into her apartment building, her past threatens to get in their way.

7.6

MagicScore

#18

Vacation Friends

2021

When a straight-laced couple that has fun with a rowdy couple on vacation in Mexico return to the States, they discover that the crazy couple they met in Mexico followed them back home and decide to play tricks on them.

7.0

MagicScore

#19

Meet the Parents

2000

Greg Focker is ready to marry his girlfriend, Pam, but before he pops the question, he must win over her formidable father, humorless former CIA agent Jack Byrnes, at the wedding of Pam's sister. As Greg bends over backward to make a good impression, his visit to the Byrnes home turns into a hilarious series of disasters, and everything that can go wrong does, all under Jack's critical, hawklike gaze.

6.7

MagicScore

#20

My Big Fat Greek Wedding

2002

A young Greek woman falls in love with a non-Greek and struggles to get her family to accept him while she comes to terms with her heritage and cultural identity.

6.5

MagicScore

Frequently asked

What are the best movies like You, Me and Dupree?

The top films similar to You, Me and Dupree by MovieMagicScore are I Love You, Man (6.6), The Groomsmen (5.2), Plus One (6.9). Each shares comedy/romance themes and is ranked by real viewer ratings, not critics or studios.

Is You, Me and Dupree worth watching?

You, Me and Dupree holds a MovieMagicScore of 5.6/10 from 1,388 viewer ratings.

What kind of movie is You, Me and Dupree?

You, Me and Dupree (2006) is a comedy, romance film directed by Anthony Russo, starring Owen Wilson, Kate Hudson, Matt Dillon.

Where can I find more recommendations like You, Me and Dupree?

Browse the full ranked list above, or explore more comedy recommendations on MovieMagicScore, where every list is ordered by genuine viewer ratings.

Keep exploring

Movies like I Love You, Man Movies like The Groomsmen Movies like Plus One Movies like Four Weddings and a Funeral Movies like My Best Friend's Girl Movies like The Wedding Ringer

About movies like You, Me and Dupree

This ranked list pairs You, Me and Dupree (2006), a comedy and romance film from Anthony Russo, with similar titles by genre, theme and cast overlap (fans of Owen Wilson take note). Unlike critic-driven sites, every position here is ordered by MovieMagicScore — a rating built only from real viewers, with no studio marketing or paid placement. Scores update as more people rate, so the list stays current.

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