Best movies like The Five-Year Engagement

Similar in 86%

10 Years (2011)

Plot Summary:

A group of friends reunite ten years after their high-school graduation.

Similar in 80%

Celeste & Jesse Forever (2012)

Plot Summary:

Celeste and Jesse met in high school and got married young. They laugh at the same jokes and finish each other’s sentences. They are forever linked in their friends’ minds as the perfect couple – she, a high-powered businesswoman and budding novelist; he, a free spirit who keeps things from getting boring. Their only problem is that they have decided to get divorced. Can their perfect relationship withstand this minor setback?.

Similar in 78%

Your Sister's Sister (2011)

Plot Summary:

Iris invites her friend Jack to stay at her family's island getaway after the death of his brother. At their remote cabin, Jack's drunken encounter with Hannah, Iris' sister, kicks off a revealing stretch of days.

Similar in 78%

Laggies (2014)

Plot Summary:

Overeducated and underemployed, 28 year old Megan is in the throes of a quarterlife crisis. Squarely into adulthood with no career prospects, no particular motivation to think about her future and no one to relate to, Megan is comfortable lagging a few steps behind - while her friends check off milestones and celebrate their new grown-up status. When her high-school sweetheart proposes, Megan panics and- given an unexpected opportunity to escape for a week - hides out in the home of her new friend, 16-year old Annika and Annika's world-weary single dad Craig.

Similar in 78%

I Love You, Man (2009)

Plot Summary:

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.".

Similar in 89%

How Do You Know (2010)

Plot Summary:

After being cut from the USA softball team and feeling a bit past her prime, Lisa finds herself evaluating her life and in the middle of a love triangle, as a corporate guy in crisis competes with her current, baseball-playing beau.

Similar in 75%

Bride Wars (2009)

Plot Summary:

Two best friends become rivals when their respective weddings are accidentally booked for the same day.

Similar in 75%

The Big Wedding (2013)

Plot Summary:

To the amusement of their adult children and friends, long divorced couple Don and Ellie Griffin are once again forced to play the happy couple for the sake of their adopted son's wedding after his ultra conservative biological mother unexpectedly decides to fly halfway across the world to attend. With all of the wedding guests looking on, the Griffins are hilariously forced to confront their past, present and future - and hopefully avoid killing each other in the process.

Similar in 87%

Conversations with Other Women (2005)

Plot Summary:

Reunited at a wedding after many years, former lovers again feel the pull of a mutual attraction neither is willing to admit. Escaping the reception for the privacy of a hotel room, the unnamed pair explore the choices of the past that led them to the present.

Similar in 77%

This Is 40 (2012)

Plot Summary:

Pete and Debbie are both about to turn 40, their kids hate each other, both of their businesses are failing, they're on the verge of losing their house, and their relationship is threatening to fall apart.

Similar in 80%

Bridget Jones: The Edge of Reason (2004)

Plot Summary:

Bridget Jones is becoming uncomfortable in her relationship with Mark Darcy. Apart from discovering that he's a conservative voter, she has to deal with a new boss, a strange contractor and the worst vacation of her life.

Similar in 78%

The Jane Austen Book Club (2007)

Plot Summary:

Six Californians start a club to discuss the works of Jane Austen. As they delve into Austen's literature, the club members find themselves dealing with life experiences that parallel the themes of the books they are reading.

Similar in 84%

Moonstruck (1987)

Plot Summary:

Cher is devastatingly funny, sinuous and beautiful as Loretta, an unlucky-in-love Italian widow who finds romance through the intervention of the Manhattan moon. With her wedding to a close friend just weeks away, she meets - and falls hopelessly in love with - his younger brother (Cage)!.

Similar in 88%

My Best Friend's Wedding (1997)

Plot Summary:

When she receives word that her longtime platonic pal Michael O'Neal is getting married to debutante Kimberly Wallace, food critic Julianne Potter realizes her true feelings for Michael -- and sets out to sabotage the wedding.

Similar in 86%

Nine Months (1995)

Plot Summary:

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.

Similar in 77%

Dan in Real Life (2007)

Plot Summary:

Advice columnist, Dan Burns is an expert on relationships, but somehow struggles to succeed as a brother, a son and a single parent to three precocious daughters. Things get even more complicated when Dan finds out that the woman he falls in love with is actually his brother's new girlfriend.

Similar in 76%

How to Be Single (2016)

Plot Summary:

New York City is full of lonely hearts seeking the right match, and what Alice, Robin, Lucy, Meg, Tom and David all have in common is the need to learn how to be single in a world filled with ever-evolving definitions of love.

Similar in 85%

Raising Helen (2004)

Plot Summary:

Helen Harris has a glamorous, big-city life working for one of New York's hottest modeling agencies. But suddenly her free-spirited life gets turned upside down when she must chose between the life she's always loved, and the new loves of her life!.

Similar in 75%

My Big Fat Greek Wedding (2002)

Plot Summary:

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.

Similar in 81%

Bridget Jones's Diary (2001)

Plot Summary:

A chaotic Bridget Jones meets a snobbish lawyer, and he soon enters her world of imperfections.

Similar in 88%

Love Actually (2003)

Plot Summary:

Follows seemingly unrelated people as their lives begin to intertwine while they fall in – and out – of love. Affections languish and develop as Christmas draws near.

Similar in 76%

The Wedding Planner (2001)

Plot Summary:

Mary Fiore, San Francisco's premiere wedding planner is rescued from an accident by the man of her dreams, pediatrician Steve Edison, only to find he is the fiancé of her latest client, wealthy Fran Donnolly. As Mary continues making the wedding arrangements, she and Steve are put into a string of uncomfortable situations that force them to face their mutual attraction.

Similar in 86%

What's Your Number? (2011)

Plot Summary:

Ally Darling (Anna Faris) is realizing she's a little lost in life. Her latest romance has just fizzled out, and she's just been fired from her marketing job. Then she reads an eye-opening magazine article that warns that 96 percent of women who've been with 20 or more lovers are unlikely to find a husband. Determined to turn her life around and prove the article wrong, Ally embarks on a mission to find the perfect mate from among her numerous ex-boyfriends.

Similar in 78%

Something Borrowed (2011)

Plot Summary:

Though Rachel (Ginnifer Goodwin) is a successful attorney and a loyal, generous friend, she is still single. After one drink too many at her 30th-birthday celebration, Rachel unexpectedly falls into bed with her longtime crush, Dex -- who happens to be engaged to her best friend, Darcy (Kate Hudson). Ramifications of the liaison threaten to destroy the women's lifelong friendship, while Ethan (John Krasinski), Rachel's confidant, harbors a potentially explosive secret of his own.

Similar in 80%

The Accidental Husband (2008)

Plot Summary:

When radio love guru Dr Emma Lloyd convinces Patrick Sullivan's fiancée to dump him the week before their wedding. He sets about teaching her a lesson for interfering in other peoples lives that she knows nothing about. Things take a turn when he finds himself falling for the very person who ruined his life and everyone is going to have to learn a few lessons about 'Real Love'.

Similar in 81%

50 First Dates (2004)

Plot Summary:

Henry is a player skilled at seducing women. But when this veterinarian meets Lucy, a girl with a quirky problem when it comes to total recall, he realizes it's possible to fall in love all over again…and again, and again. That's because the delightful Lucy has no short-term memory, so Henry must woo her day after day until he finally sweeps her off her feet.

Similar in 78%

The Proposal (2009)

Plot Summary:

When she learns she's in danger of losing her visa status and being deported, overbearing book editor Margaret Tate forces her put-upon assistant, Andrew Paxton, to marry her.

Similar in 87%

The Wedding Date (2005)

Plot Summary:

With the wedding of her younger sister fast approaching, Kat Ellis faces the undesirable prospect of traveling alone to London for the ceremony. While this is bad enough, Jeffrey, the man who left her as they moved closer to marriage, happens to be the groom's best man. Determined to show everyone -- most of all Jeffrey -- that her romantic life is as full and thrilling as ever, Kat hires a charming male escort as her date.

Similar in 88%

Made of Honor (2008)

Plot Summary:

Tom and Hannah have been platonic friends for 10 years. He's a serial dater, while she wants marriage but hasn't found Mr. Right. Just as Tom is starting to think that he is relationship material after all, Hannah gets engaged. When she asks Tom to be her 'maid' of honor, he reluctantly agrees just so he can attempt to stop the wedding and woo her.

Similar in 85%

The Holiday (2006)

Plot Summary:

Two women, one (Cameron Diaz) from America and one (Kate Winslet) from Britain, swap homes at Christmastime after bad breakups with their boyfriends. Each woman finds romance with a local man (Jude Law, Jack Black) but realizes that the imminent return home may end the relationship.