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Movies like Conventioneers (2005)

The best movies like Conventioneers (2005) are Enemies, a Love Story (1989), The Baltimorons (2025) and Numb (2007). If Conventioneers 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. 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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  2. 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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  3. Numb (2007)

    Hudson Milbank is a successful Hollywood screenwriter who suddenly and strangely finds himself without any emotional feelings. He tries doctor after doctor and shrink after shrink, but nothing works. The Golf Channel, lesbian exercise classes and a dizzying variety of pills get him through the day, but don't quite solve his problem. His writing partner tries everything to get him back to normal, but it's not until Hudson meets Sara that he finds a real motivation to get better and to actually start feeling again. From the writer of Deuce Bigalow, comes NUMB, a romantic comedy following an unusual man looking for strange love.

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

  4. 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

  5. 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

  6. Chéri (2009)

    The son of a courtesan retreats into a fantasy world after being forced to end his relationship with the older woman who educated him in the ways of love.

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

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  7. A California Christmas (2020)

    With his carefree lifestyle on the line, a wealthy charmer poses as a ranch hand to get a hardworking farmer to sell her family’s land before Christmas.

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

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  8. 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

  9. 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

  10. Delirious (2007)

    Les, a small-time celebrity photographer desperate to make it big, befriends Toby, a homeless young man with no direction except a vague desire to become an actor. When by chance, Toby becomes romantically involved with K'Harma Leeds, the hottest pop star of the moment, Les grows jealous and plots revenge.

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

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  11. 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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  12. Breaking & Exiting (2018)

    Harry, a charming house thief, gets more than he bargains for during an attempted burglary when he stumbles upon Daisy and decides to save her from herself, sending both of them into a darkly comedic journey of self discovery and love.

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

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  13. 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

    Worth the HypeMovies like this
  14. 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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  15. Edges of the Lord (2001)

    A 12-year-old Jewish boy hides with a family of Catholic peasant farmers to escape the Nazis.

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

    Popcorn FlickMovies like this
  16. Love & Sex (2000)

    When her rather explicit copy is rejected, magazine journalist Kate is asked by her editor to come up with an article on loving relationships instead, and to do so by the end of the day. This gets Kate thinking back over her own various experiences, and to wondering if she is in much of a position to write on the subject.

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

    Popcorn FlickMovies like this
  17. 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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  18. XX/XY (2002)

    Three friends begin a dangerous three-way relationship that spirals out of control, leading to dire consequences that haunt them ten years later.

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

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  19. 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

    Worth the HypeMovies like this
  20. 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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  21. The Wendell Baker Story (2005)

    Luke Wilson plays a good-hearted ex-con who gets a job in a retirement hotel. Three elderly residents help him win back his girlfriend as he lends them a hand in fighting hotel corruption.

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

  22. Wristcutters: A Love Story (2007)

    Zia, distraught over breaking up with his girlfriend, decides to end it all. Unfortunately, he discovers that there is no real ending, only a run-down afterlife that is strikingly similar to his old one, just a bit worse. Discovering that his ex-girlfriend has also "offed" herself, he sets out on a road trip to find her.

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

    Worth the HypeMovies like this
  23. Smart People (2008)

    Professor Lawrence Wetherhold might be imperiously brilliant, monumentally self-possessed and an intellectual giant -- but when it comes to solving the conundrums of love and family, he's as downright flummoxed as the next guy.

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

  24. Spun (2003)

    Over the course of three days, Ross, a college dropout addicted to crystal-meth, encounters a variety of oddball folks – including a stripper named Nikki and her boyfriend, the local meth producer, The Cook – but all he really wants to do is hook up with his ex-girlfriend, Amy.

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

    Popcorn FlickMovies like this
  25. The Adventure of Faustus Bidgood (1986)

    Faustus is a clerk in St. John's at the Newfoundland Department of Education. He dreams of becoming ruler of Newfoundland and seceding from Canada. In the real world, Faustus' boss Eddie Peddle plans to indoctrinate the citizenry of Newfoundland with a cult-like geometric theory known as Total Education, but Peddle may be foiled by the revelation of a secret from his past career.

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

  26. Everybody Wants to Be Italian (2007)

    Are all relationships based on lies? Jake Bianski runs a fish market in north Boston, surrounded by Italians. For years, he's carried a torch for Isabella, an ex-girlfriend now married with three children and no interest in Jake. Yet, he tells everyone she's his girlfriend, including Marisa, a veterinarian his employees set him up with at the Italian singles club. She's interested in him until he tells her about his girlfriend, then he's persistent in asking her to be his friend. As the friendship bumps along, Jake realizes that reality may be better than fantasy, but what if Isabella changes her mind about Jake, and what if it comes out that Marisa, like Jake, isn't Italian?

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

    Popcorn FlickMovies like this
  27. No. 2 (2006)

    A matriarch organizes a feast with her family, in which she will name her successor. The heart has gone out of Nanna Maria's family. There are no parties — they don't even fight anymore...

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

  28. The Curiosity of Chance (2006)

    It’s the ‘80s once again, new wave angst and genderbending fashion are all the rage, but new kid at school, Chance Marquis, is trying to find new ways to stand out. Being an odd and somewhat awkward teenager makes him the target of the school bully. To deal with this dilemma, Chance turns to the opposite ends of the high school spectrum for help. On one side is the flamboyant drag queen and at the other, the varsity jock, Levi Sparks with whom Chance develops a unique friendship.

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

  29. Why Didn't Anybody Tell Me It Would Become This Bad in Afghanistan (2007)

    Near-silent and shot via a cell phone, a war veteran observes the world which has been colored by his experiences in Afghanistan.

    Why it matches: Similar story and style · both drama

  30. Vegas: Based on a True Story (2008)

    The film takes place away from the glittering strip of mega casinos, but the greed of Sin City is just as pervasive on the desert outskirts. This is where a happy family learns of a forgotten fortune that may be buried beneath their home. Their lives are turned upside down. A sophisticated study of just how far people are able and willing to go if faced with the tempting prospect of easily acquired wealth.

    Why it matches: Similar story and style · both drama

Like Conventioneers and something else?

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

Frequently asked questions

What are the best movies like Conventioneers?

The closest matches to Conventioneers are Enemies, a Love Story (1989), The Baltimorons (2025) and Numb (2007). Below are 27 more, each with the reason it matches.

What should I watch after Conventioneers?

Start with Enemies, a Love Story (1989), the closest match to Conventioneers.

What is the highest-rated movie like Conventioneers?

Irreplaceable You (2018), rated 7.0/10 by 735 TMDB users.

What is the newest movie like Conventioneers?

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

Are there English movies like Conventioneers?

Yes: Enemies, a Love Story (1989), The Baltimorons (2025) and Numb (2007).

How are movies similar to Conventioneers chosen?

First come films that Trakt’s viewers watch alongside Conventioneers, 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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