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Movies like A Date With a Loved One (2023)

The best movies like A Date With a Loved One (2023) are XX/XY (2002), Strictly Sexual (2008) and Why Did I Get Married Again? (2026). If A Date With a Loved One hooked you with its drama and comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. 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

    Popcorn FlickMovies like this
  2. Strictly Sexual (2008)

    Two successful women, sick and tired of dating and relationships, decide to keep two young men in their pool house for strictly sexual purposes.

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

    Popcorn FlickMovies like this
  3. 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

    Popcorn FlickMovies like this
  4. Nothing Like the Holidays (2008)

    It’s Christmastime and the far-flung members of the Rodriguez family are converging at their parents’ home in Chicago to celebrate the season and rejoice in their youngest brother’s safe return from combat overseas.

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

    Popcorn FlickMovies like this
  5. 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
  6. Night Owls (2015)

    After workaholic Kevin has a drunken one night stand with the beautiful train-wreck Madeline, he's horrified to discover that she's actually his boss' jilted ex-mistress. When she takes a bottle of sleeping pills, Kevin is forced to keep her awake... and over the course of the night the two begin to fall for each other.

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

    Popcorn FlickMovies like this
  7. 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
  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. 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

    Popcorn FlickMovies like this
  10. The Good House (2021)

    When wry New England realtor Hildy Good rekindles a romance with her old high-school flame, Frank Getchell, it ignites long-buried emotions and family secrets that propel Hildy toward a reckoning with the one person she's been avoiding for decades: herself. Based on the best-selling novel by Ann Leary.

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

    Popcorn FlickMovies like this
  11. Bunny and the Bull (2009)

    A young shut-in takes an imaginary road trip inside his apartment, based on mementos and memories of a European trek from years before.

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

    Popcorn FlickMovies like this
  12. Jack Goes Boating (2010)

    A limo driver's blind date sparks a tale of love, betrayal, friendship and grace—centered on two working-class New York City couples.

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

    Popcorn FlickMovies like this
  13. Walking and Talking (1996)

    Just as Amelia thinks she's over her anxiety and insecurity, her best friend announces her engagement, bringing her anxiety and insecurity right back.

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

    Popcorn FlickMovies like this
  14. Love Don't Co$t a Thing (2003)

    A high school outcast pays a cheerleader to pose as his girlfriend so he can be considered cool.

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

    Worth the HypeMovies like this
  15. 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
  16. Our Little Secret (2024)

    After discovering their significant others are siblings, two resentful exes must spend Christmas under one roof — while hiding their romantic history.

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

    Popcorn FlickMovies like this
  17. How to Please a Woman (2022)

    When her all-male house-cleaning business gets out of control, a mature woman must embrace her own sexuality, if she is to make a new life for herself.

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

    Popcorn FlickMovies like this
  18. 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

  19. The Right Kind of Wrong (2013)

    A stubborn idealist spies a bride on her way to her wedding and immediately falls in love with her.

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

  20. About Alex (2014)

    When a group of old college friends reunite over a long weekend after one of them attempts suicide, old crushes and resentments shine light on their life decisions, and ultimately push friendships and relationships to the brink.

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

    Popcorn FlickMovies like this
  21. Something Short of Paradise (1979)

    A young couple in New York are having problems with their relationship.

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

  22. Notting Hill (1999)

    London bookstore owner William Thacker's quiet life turns upside down when a chance encounter with famous actress Anna Scott sparks an unlikely romance challenged by their vastly different worlds.

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

    Worth the HypeMovies like this
  23. At the Drive-In (2017)

    Unable to purchase a $50,000 digital projector, a group of film fanatics in rural Pennsylvania fight to keep a dying drive-in theater alive by screening only vintage 35mm film prints and working entirely for free.

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

  24. Matinee Baby (2024)

    In this raunchy and outlandish queer comedy, best friends Robby and Noah-Lee – employees at Portland's historic Clinton Street Theater – find themselves confronted by a parade of increasingly wacky, genre-tinged suitors.

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

  25. Popcorn (2007)

    Too insecure to approach the girl of his dreams, Danny takes a job at the local multiplex where she works

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

  26. Cinema Paradiso (1988)

    A filmmaker recalls his childhood, when he fell in love with the movies at his village's theater and formed a deep friendship with the theater's projectionist.

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

    Absolute CinemaMovies like this
  27. EGGspression (2023)

    Egglantine loves salt on her eggs. Eggbert prefers pepper. Who blinks first in this playful Easter ritual?

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

  28. Running a Cinema (1921)

    A comical satire of a cinema program and operation.

    Why it matches: Similar story and style · both comedy

  29. Cat Person (2023)

    When Margot, a college sophomore, goes on a date with the older Robert, she finds that IRL Robert doesn’t live up to the Robert she has been flirting with over texts.

    Why it matches: Similar story and style · both comedy

  30. Coming Up Roses (1987)

    An award-winning comedy set in a depressed town in the South Wales Valleys. When the local cinema is closed down, the former projectionist, plagued by money problems, devises an ingenious plan to make money.

    Why it matches: Similar story and style · both comedy

Like A Date With a Loved One and something else?

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

Frequently asked questions

What are the best movies like A Date With a Loved One?

The closest matches to A Date With a Loved One are XX/XY (2002), Strictly Sexual (2008) and Why Did I Get Married Again? (2026). Below are 27 more, each with the reason it matches.

What should I watch after A Date With a Loved One?

Start with XX/XY (2002), the closest match to A Date With a Loved One.

What is the highest-rated movie like A Date With a Loved One?

Cinema Paradiso (1988), rated 8.4/10 by 5,053 TMDB users.

What is the newest movie like A Date With a Loved One?

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

Are there English movies like A Date With a Loved One?

Yes: XX/XY (2002), Strictly Sexual (2008) and Why Did I Get Married Again? (2026).

How are movies similar to A Date With a Loved One chosen?

First come films that Trakt’s viewers watch alongside A Date With a Loved One, 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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