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Movies like Loving Glances (2003)

The best movies like Loving Glances (2003) are The Baltimorons (2025), You Will Meet a Tall Dark Stranger (2010) and He Said, She Said (1991). If Loving Glances 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. 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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  2. 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

  3. 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

  4. 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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  5. 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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  6. 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

  7. 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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  8. Mumford (1999)

    When a would-be psychologist, curiously named Dr. Mumford, comes to the idyllic town of the same name and offers his talent for listening and a disarming frankness, the town's quirkiest citizens scramble for a seat on his couch. As he lightens hearts darkened by old secrets no one realizes he's hiding a whopper of his own, or that he's fallen head over heels for one of his patients!

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

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  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

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  10. 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

  11. 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
  12. 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

  13. 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

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  14. 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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  15. 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
  16. Rosaline (2022)

    Left heartbroken after Romeo begins to pursue her cousin Juliet, Rosaline schemes to foil the famous romance and win back her guy in this comedic twist of Shakespeare's Romeo and Juliet.

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

    Worth the HypeMovies like this
  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. 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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  19. 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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  20. 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

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  21. Fools Rush In (1997)

    After a one night stand with Alex, Isabel realizes that she is pregnant and they decide to get married. However, along with the marriage comes compromise of one's own cultural traditions.

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

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  22. Rosa's Dilemma (2025)

    Rosa finds herself in a whirlwind of emotions as she navigates an unexpected love triangle between her two coworkers at a fast food joint.

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

  23. Chasing Amy (1997)

    Holden and Banky are comic book artists. Everything is going good for them until they meet Alyssa, also a comic book artist. Holden falls for her, but his hopes are crushed when he finds out she's a lesbian.

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

    Popcorn FlickMovies like this
  24. Fortune of Chance (2023)

    After a long night out two lonely people awake in unfamiliar places on opposite ends of the same city. Their eventual meeting in a city park can only be described as good fortune.

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

  25. Outsourced (2007)

    After his entire department is outsourced, an American novelty products salesman heads to India to train his replacement.

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

    Popcorn FlickMovies like this
  26. While You Were Sleeping (1995)

    A transit worker pulls commuter Peter off railway tracks after he's mugged, but—while he's in a coma—his family mistakenly thinks she's Peter's fiancée, and she doesn't correct them. Things get more complicated when she falls for his brother, who's not quite sure that she's who she claims to be.

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

    Worth the HypeMovies like this
  27. My Name Is Loh Kiwan (2024)

    After defecting from North Korea, Loh Kiwan struggles to obtain refugee status in Belgium, where he encounters a dejected woman who has lost all hope.

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

    Worth the HypeMovies like this
  28. A Christmas Castle Proposal: A Royal in Paradise II (2024)

    Despite busy schedules causing distance, Olivia and Prince Alexander travel to Torovia for Christmas with his family. Clashing cultures between their families lead to various mishaps.

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

  29. He Loves Me Not (2026)

    An aspiring actress chosen as a wild card for a reality TV dating show uses a secret elixir to win the heart of the star, but when her deception is revealed, she discovers a messy but real chance for love.

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

  30. Playing It Cool (2014)

    A young man meets and instantly falls in love with an engaged woman.

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

Like Loving Glances and something else?

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

Frequently asked questions

What are the best movies like Loving Glances?

The closest matches to Loving Glances are The Baltimorons (2025), You Will Meet a Tall Dark Stranger (2010) and He Said, She Said (1991). Below are 27 more, each with the reason it matches.

What should I watch after Loving Glances?

Start with The Baltimorons (2025), the closest match to Loving Glances.

What is the highest-rated movie like Loving Glances?

Rosaline (2022), rated 7.1/10 by 346 TMDB users.

What is the newest movie like Loving Glances?

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

How are movies similar to Loving Glances chosen?

First come films that Trakt’s viewers watch alongside Loving Glances, 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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