Most Similar Movies to You, Me and Dupree (2006)
If you are looking for movies like You, Me and Dupree (2006), you might like movies tagged with keyword : comedy, romance, marriage, friendship, love triangle, life crisis, humor, romantic, family, conflict, growth, urban life, modern life, american movie, light comedy, life comedy, emotion, interpersonal relationships, gags, life chaos .
Le Coeur des hommes (2003), Do Knot Disturb (2009), Eyyvah Eyvah 2 (2011), Kokowääh (2011), Mother's Day (2016), Happy Is the Bride (1959), Three Men and a Cradle (1985) ... Let's take a look at the following list...

Le Coeur des hommes (2003)
The life of four best friends in Paris: Antoine (a gym school teacher), Jeff (director of a monthly journal), Alex (Jeff's associate in the monthly journal and a Don Juan) and Manu (owner of fine food store). Their time is shared between their respective jobs, their relationship with women (their own and others...) and the times they meet together to discuss about lif...Read all
Stream Full Movie
Do Knot Disturb (2009)
A man and a woman have to pretend to be a couple in order to salvage a CEO's marriage.
Stream Full Movie
Eyyvah Eyvah 2 (2011)
A clarinetist from a village in Turkey's Thracian region tries to reach his fiancé, who works as a nurse in a village near Çanakkale, to give her a ring to win back her heart.
Stream Full Movie
Kokowääh (2011)
Henry is a handsome screenwriter who is trying to win the heart of the woman he truly loves. His plans are interrupted when he finds Magdalena, a little girl at his house.
Stream Full Movie
Mother's Day (2016)
Three generations come together in the week leading up to Mother's Day.
Stream Full Movie
Happy Is the Bride (1959)
In a quiet summer corner of Wiltshire that is forever England, David and Janet decide to tie the knot. Unfortunately this is the cue for everyone else to take over proceedings, to the dismay of the couple and the increasing despair of Janet's father. One way or another the wedding - if there is one - is going to be an unforgettable occasion.
Stream Full Movie
Three Men and a Cradle (1985)
Jacques, Pierre, and Michel are three adult friends who enjoy single life until they find themselves stuck with a baby.
Stream Full Movie
Laggies (2014)
In the throes of a quarter-life crisis, Megan panics when her boyfriend proposes, then, taking an opportunity to escape for a week, hides out in the home of her new friend, 16-year-old Annika, who lives with her world-weary single dad.
Stream Full Movie
Coffee Date (2006)
Todd's life spins out of control when an unexpected friendship with a gay man causes everyone in his life to start believing he's gay. Do they know something he doesn't?
Stream Full Movie
Baby Mama (2008)
A successful, single businesswoman who dreams of having a baby discovers she is infertile and hires a working class woman to be her unlikely surrogate.
Stream Full Movie
Happy New Year (1987)
Small time crooksters Nick (Peter Falk) and Charlie (Charles Durning) have an elaborate plan to rob an exclusive jewelers store. Using a variety of disguises and posing as rich old men and women they begin the set-up, but then Nick falls for the owner of a neighboring antique store and things get a little complicated.
Stream Full Movie
Baby, Baby, Baby (2015)
The relationship between two mismatched people who try to move past their baggage to make their love work.
Stream Full Movie
The Wedding Director (2006)
Famous film director Franco Elica (Sergio Castellitto) tries to keep a low profile while in Sicily to avoid his daughter's impending wedding. While there he meets the bankrupt prince of Gravina (Sami Frey) and is invited to his daughter Bona's (Donatella Finocchiaro) wedding. Franco realizes Bona was to star in his latest film and in the time leading up to the wedding, the filmmaker develops an intense longing for the lovely young woman and tries to sabotage her wedding.
Stream Full Movie
Making Babies (2018)
After years of "manually" trying to conceive, John and Katie Kelly put their bodies, wallet and marriage through the ringer of modern infertility treatments.
Stream Full Movie
Nine Months (1995)
When he finds out his longtime girlfriend is pregnant, a commitment-phobe realizes he might have to change his lifestyle for better or much, much worse.
Stream Full Movie
The Last Married Couple in America (1980)
Mari and Jeff Thompson start to doubt their own marriage when every couple they know separate.
Stream Full Movie
Arthur 2: On the Rocks (1988)
Arthur loses his fortune for staying with Linda, right as the two were preparing to adopt a child. As their marriage suffers, Arthur plans for a way to get his money back, but first he must sober up and get a real job.
Stream Full Movie
Another Kind of Wedding (2017)
A fractured family is forced to confront what tore them apart at the eldest son's wedding.
Stream Full Movie