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Movies like A Grand Gesture (2019)

The best movies like A Grand Gesture (2019) are I Want You Back (2022), My Sassy Girl (2008) and There's Something About Mary (1998). If A Grand Gesture hooked you, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. I Want You Back (2022)

    Peter and Emma thought they were on the precipice of life’s biggest moments – marriage, kids, and houses in the suburbs – until their respective partners dumped them. Horrified to learn that the loves of their lives have already moved on, Peter and Emma hatch a hilarious plan to win back their exes with unexpected results.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  2. My Sassy Girl (2008)

    A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  3. There's Something About Mary (1998)

    For Ted, prom night went about as bad as it’s possible for any night to go. Thirteen years later, he finally gets another chance with his old prom date, only to run up against other suitors including the sleazy detective he hired to find her.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  4. Triple Cross (1966)

    Safecracker Eddie Chapman is languishing in prison on the island of Jersey when the Nazis arrive. An adept manipulator of situations, Chapman convinces the Germans to use him to spy on the British. And when the would-be traitor arrives home, he convinces the English to use him as a double agent -- in exchange for a full pardon.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  5. That Touch of Mink (1962)

    Cathy Timberlake is en route to a job interview when a car transporting businessman Philip Shayne covers her in mud. He sends his assistant, Roger, to apologize, but upon meeting Cathy, Roger knows that she would be a suitable match for his boss. Despite their mutual attraction, Cathy and Philip want different things. Philip wants a fling, while Cathy wants a marriage. As they travel to exotic locales, their differing motivations are put to the test.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  6. The First Wives Club (1996)

    After years of helping their hubbies climb the ladder of success, three mid-life Manhattanites have been dumped for a newer, curvier model. But the trio is determined to turn their pain into gain. They come up with a cleverly devious plan to hit their exes where it really hurts - in the wallet!

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  7. Breakin' All the Rules (2004)

    After being dumped by his model girlfriend, aspiring writer Quincy Watson quits his job and is inspired to pen the ultimate how-to book on breaking up. When it becomes a smash bestseller, he starts giving his player cousin, Evan, choice tips on how to win the battle of the sexes. But when Evan's beautiful girlfriend Nikki gets wind of the plan, it's these players that end up getting played.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  8. Driver's Ed (2026)

    A group of teens hit the road in a stolen driver's ed car, racing against time to help a lovesick high school senior track down his college-freshman girlfriend and win her back.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  9. It's Always Fair Weather (1955)

    Three World War II buddies promise to meet at a specified place and time 10 years after the war. They keep their word only to discover how far apart they've grown. But the reunion sparks memories of youthful dreams that haven't been fulfilled -- and slowly, the three men reevaluate their lives and try to find a way to renew their friendship.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  10. The Magnificent Seven (1960)

    An oppressed Mexican peasant village hires seven gunfighters to help defend their homes.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  11. Confess, Fletch (2022)

    The roguishly charming and endlessly troublesome Fletch becomes the prime suspect in a murder case while searching for a stolen art collection. The only way to prove his innocence? Find out which of the long list of suspects is the culprit - from the eccentric art dealer and a missing playboy to a crazy neighbor and Fletch’s Italian girlfriend. Crime, in fact, has never been this disorganized.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  12. Crossing Delancey (1988)

    Thirty-something Isabelle spends her time going from her tiny, solitary West Side apartment to that of her grandmother on the Lower East Side. While her grandmother plots to find her a romantic match, Isabelle is courted by a married, worldly author, Anton, yet can't seem to shake the down-to-earth appeal of Sam, a pickle vendor.

    Why it matches: Recommended by TMDB viewers

  13. The Grifters (1990)

    A small-time conman has his loyalties torn between his estranged mother and his new girlfriend, both of whom are high-stakes grifters with their own angles to play.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  14. The Miracle of Morgan's Creek (1944)

    A small-town girl with a soft spot for American soldiers wakes up the morning after a wild farewell party for the troops to find that she married someone she can't remember.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  15. Fist Fight (2017)

    When one school teacher gets the other fired, he is challenged to an after-school fight.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  16. The Hired Hand (1971)

    Harry Collings returns home to his farm after drifting with his friend, Arch. His wife, who had given up on him, reluctantly allows him to stay, and soon believes that all will be well again. But then Harry has to make a difficult decision regarding his loyalties and priorities.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  17. Eenie Meanie (2025)

    A former teenage getaway driver gets dragged back into her unsavory past when a former employer offers her a chance to save the life of her chronically unreliable ex-boyfriend.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  18. The Silencers (1966)

    Matt Helm is called out of retirement to stop the evil Big O organization who plan to explode an atomic bomb over Alamagordo, NM, and start WW III.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  19. Spenser Confidential (2020)

    Spenser, a former Boston patrolman who just got out from prison, teams up with Hawk, an aspiring fighter, to unravel the truth behind the death of two police officers.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  20. Yankee Zulu (1993)

    Two South African boys, one white, Rhino, and one black, Zulu, go their separate ways after an incident. Many years later, they meet up again as adults, when one, after living for years in the United States, is now a wanted criminal. The two end up being a part of a madcap chase involving a check for a large amount of lottery money, pursued by Gen. Diehard and Rhino's ex-wife Rowena, who was the cause of the rift between the two protagonists.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this

Like A Grand Gesture and something else?

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Frequently asked questions

What are the best movies like A Grand Gesture?

The closest matches to A Grand Gesture are I Want You Back (2022), My Sassy Girl (2008) and There's Something About Mary (1998). Below are 17 more, each with the reason it matches.

What should I watch after A Grand Gesture?

Start with I Want You Back (2022), the closest match to A Grand Gesture.

What is the highest-rated movie like A Grand Gesture?

The Magnificent Seven (1960), rated 7.5/10 by 2,101 TMDB users.

What is the newest movie like A Grand Gesture?

Driver's Ed (2026) is the most recent release on this list.

Are there English movies like A Grand Gesture?

Yes: I Want You Back (2022), My Sassy Girl (2008) and There's Something About Mary (1998).

How are movies similar to A Grand Gesture chosen?

First come films that Trakt’s viewers watch alongside A Grand Gesture, 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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