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Movies like Fling (2008)

The best movies like Fling (2008) are Father of the Bride (1950), Camille (2008) and Enemies, a Love Story (1989). If Fling hooked you with its comedy and drama, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Father of the Bride (1950)

    Proud father Stanley Banks remembers the day his daughter, Kay, got married. Starting when she announces her engagement through to the wedding itself, we learn of all the surprises and disasters along the way.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

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  2. Camille (2008)

    A twisted honeymoon adventure about a young couple on their way to Niagara Falls.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

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  3. Enemies, a Love Story (1989)

    A ghostwriter finds himself romantically involved with his current wife, a married woman and his long-vanished wife.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

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  4. A California Christmas: City Lights (2021)

    Follows Callie and Joseph one year after they fell in love, now running a dairy farm and winery, but their romance is threatened when business and family obligations call Joseph back to the city.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

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  5. Sidewalks of New York (2001)

    The film follows the marital and dating lives of three men and three women who unknowingly form a tangled web of relationships. Interspersing "man on the street" interviews with scenes from the six characters' lives, the film weaves a humorous and biting commentary on the game of love -- easy to start, hard to finish.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

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  6. Young People Fucking (2007)

    On a Tuesday night, five couples have separate sexual adventures. Matt and Kris, friends for years, want to have an only-once, no-strings good time. Abby and Andrew, married, celebrate his birthday, but it's marred by angst and miscommunication. Mia and Eric are exes, making sure they are over each other. Jaime and Ken work together and this is a first date. Inez and Gord invite his roommate, Dave, to join them. By the time each couple has gone through a prelude, foreplay, sex, an interlude, orgasm, and afterglow, they've answered basic questions: can sex be anonymous, are we bored, is our marriage really finished, does anyone tell the truth, and how do we make someone happy?

    Why it matches: Recommended by TMDB viewers · both comedy & drama

  7. You Will Meet a Tall Dark Stranger (2010)

    Two married couples find only trouble and heartache as their complicated lives unfold. After 40 years of marriage, Alfie leaves his wife to pursue what he thinks is happiness with a call girl. His wife, Helena, reeling from abandonment, decides to follow the advice of a psychic. Sally, the daughter of Alfie and Helena, is unhappy in her marriage and develops a crush on her boss, while her husband, Roy, falls for a woman engaged to be married.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

  8. The Best You Can (2025)

    Cynthia Rand is a buttoned-up New Yorker married to a brilliant professor 25 years her senior. She begins feeling the effects of her husband’s advancing age on their relationship, just as her world is turned upside down by the arrival of sharp but chronically underachieving security guard Stan Olszewski in this smart rom-com that reunites Bacon and Sedgwick on screen for the first time in 20 years.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

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  9. Why Did I Get Married Again? (2026)

    The couples reunite for the destination wedding of Marcus and Angela's daughter, bringing drama old and new as they ask, "Why did we get married again?"

    Why it matches: Recommended by TMDB viewers · both comedy & romance

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  10. The Giant Mechanical Man (2012)

    An offbeat romantic comedy about a silver-painted street performer and the soft spoken zoo worker who falls for him.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

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  11. The Other Sister (1999)

    A mentally challenged girl proves herself to be every bit as capable as her "perfect" sister when she moves into an apartment and begins going to college.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

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  12. Peace, Love & Misunderstanding (2011)

    A conservative lawyer named Diane takes her two teenage children Jake and Zoe to meet their estranged, hippie grandmother in Woodstock after her husband asks for a divorce.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

  13. Cyrus (2010)

    With John's social life at a standstill and his ex-wife about to get remarried, a down on his luck divorcée finally meets the woman of his dreams, only to discover she has another man in her life - her son. Before long, the two are locked in a battle of wits for the woman they both love-and it appears only one man can be left standing when it's over.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

  14. He Said, She Said (1991)

    Womanising, right-wing Dan Hanson and quiet, liberal Lorie Bryer work for the Baltimore Sun. Rivals for the job of new writer of a vacant column, the paper ends up instead printing their very different opinions alongside each other, which leads to a similarly combative local TV show. At the same time their initial indifference to each other looks like it may evolve into something more romantic.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

  15. The Baltimorons (2025)

    A newly sober man's Christmas Eve dental emergency leads to an unexpected romance with his older dentist as they explore Baltimore together.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

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  16. Irreplaceable You (2018)

    A stunning cancer diagnosis spurs Abbie to seek a future girlfriend for fiancé and childhood sweetheart Sam, who's clueless when it comes to dating.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

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  17. Which Brings Me to You (2023)

    Two romantic burnouts, Jane and Will, are immediately drawn to each other at a mutual friend’s wedding. After a disastrous hookup in the coatroom, the two spend the next 24 hours together, trading candid confessions of messy histories and heartbreak, on the off chance that this fling might be the real thing.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

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  18. Not Easily Broken (2009)

    A car accident and shifting affections test the bond between a married couple.

    Why it matches: Recommended by TMDB viewers · both drama & romance

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  19. Newness (2017)

    In contemporary Los Angeles, two millennials navigating a social media–driven hookup culture begin a relationship that pushes both emotional and physical boundaries.

    Why it matches: Recommended by TMDB viewers · both romance & drama

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  20. Perfect Match (2015)

    When an engaged couple can’t agree on anything, the mother of the groom hires a wedding planner and an event planner to help put together the wedding of their dreams. The two planners are as different as night and day, but as they too learn to compromise, they discover opposites do indeed attract and can combine to produce incredible results!

    Why it matches: Recommended by TMDB viewers · both comedy & romance

  21. Walking on Sunshine (2014)

    Set to the music of popular hit 1980s songs. A beautiful coastal village, present day Italy. After a whirlwind romance, Maddie is preparing to marry gorgeous Italian Raf, and has invited her sister Taylor to the wedding. Unbeknownst to Maddie, however, Raf is Taylor's ex-holiday flame, and the love of her life...

    Why it matches: Similar story and style · both comedy & romance

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  22. Emma's Bliss (2006)

    Upon being informed that he is fatally ill with cancer, Max, who works at a used car store, steals money which his boss has gained through illegal means. When fleeing from the scene of the crime Max crashes his car. He is pulled unconscious from the destroyed vehicle by a homely young woman, Emma, who lives alone on a farm where Max decides to stay in order to hide from the police and his boss.

    Why it matches: Similar story and style · both drama & romance

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  23. Thumbsucker (2005)

    Justin Cobb, a teenager in suburban Oregon, copes with his thumb-sucking problem, romance, and his diagnosis with ADHD and subsequent experience using Ritalin.

    Why it matches: Similar story and style · both comedy & drama

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  24. Until Death (2024)

    Alex and Chiara die in a car crash just after getting married. In the purgatory where they are now trapped, they are asked to make a decision : stay together or split up for good, as they are slyly advised in the afterlife.

    Why it matches: Similar story and style · both comedy & romance

  25. The Bachelor (1999)

    Jimmie is seeing his single friends get married one by one. He isn't too worried until his girlfriend Anne catches the bouquet at his friend Marco's wedding. Suddenly, his wild mustang days are numbered. He finally decides to propose to her, but he sticks his foot in his mouth and botches the proposal. Being insulted by the defeatist proposal, Anne leaves town on an assignment. After she's gone, he finds out that his recently-deceased grandfather's will stipulates that he gets nothing of a multi-million dollar fortune unless he's married by 6:05pm on his 30th birthday: tomorrow! Not being able to find Anne, Jimmie begins backtracking through his past girlfriends to find a wife.

    Why it matches: Similar story and style · both comedy & romance

  26. The Wedding Planner (2001)

    San Francisco's premiere wedding planner, Mary Fiore 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. As Mary continues making their wedding arrangements, she and Steve are put into a string of uncomfortable situations that force them to face their mutual attraction.

    Why it matches: Similar story and style · both comedy & romance

  27. Infinity (1996)

    Story of the early life of genius and Nobel Prize-winning physicist Richard Feynman.

    Why it matches: Similar story and style · both drama & romance

  28. Heartbreak Hotel (2006)

    Elisabeth and Gudrun are two Swedish divorcées, both over 40, who meet when Elisabeth parks her car on a loading zone and is ticketed by Gudrun. Despite this shaky start, a friendship grows between the two. Elizabeth, a gynecologist, is sexy and confident. She leads the shy Gudrun through the dangerous waters of single life. But as they cavort through the dance floors and bars of Stockholm's nightlife they are led to a deeper examination of the relationships with men.

    Why it matches: Similar story and style · both drama & comedy

  29. The Small White Mouse (1964)

    „White mouse“ Fritz controls the traffic on Dresden’s Körner Square. Helene, who crosses the junction on her motor scooter every day, has taken a shine to Fritz a long while ago. Although Fritz yields right-of-way to her remarkably often, the two have not spoken to each other. In order to finally get to know him better, Helene deliberately performs a traffic violation. Her plan is working: She is ordered to take road safety education lessons from Fritz and they get closer. New problems arise in the shape of Mrs. Messmer who must pay a monetary fine. She feels discriminated against by Fritz and complains about him to his supervisor.

    Why it matches: Similar story and style · both comedy & romance

  30. Barren Lives (1963)

    A destitute family tries to escape the drought in the backlands of northeastern Brazil. Fabiano (Átila Iório), Sinhá Vitória (Maria Ribeiro), their two children and their dog Baleia wander aimlessly and almost hopelessly through the remote interior, surviving the forces of nature and the cruelty of men. An adaptation of the work by Graciliano Ramos.

    Why it matches: Similar story and style · both drama

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Like Fling and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like Fling?

The closest matches to Fling are Father of the Bride (1950), Camille (2008) and Enemies, a Love Story (1989). Below are 27 more, each with the reason it matches.

What should I watch after Fling?

Start with Father of the Bride (1950), the closest match to Fling.

What is the highest-rated movie like Fling?

Father of the Bride (1950), rated 7.0/10 by 247 TMDB users.

What is the newest movie like Fling?

Why Did I Get Married Again? (2026) is the most recent release on this list.

Are there English movies like Fling?

Yes: Father of the Bride (1950), Camille (2008) and Enemies, a Love Story (1989).

How are movies similar to Fling chosen?

First come films that Trakt’s viewers watch alongside Fling, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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