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Movies like Gregory's Two Girls (1999)

The best movies like Gregory's Two Girls (1999) are Fist Fight (2017), Driver's Ed (2026) and Three O'Clock High (1987). If Gregory's Two Girls hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. 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 · both comedy

    Popcorn FlickMovies like this
  2. 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 · both comedy

    Popcorn FlickMovies like this
  3. Three O'Clock High (1987)

    Nerdy high schooler Jerry Mitchell is assigned to write an article for the school paper about the infamous new delinquent transfer student, Buddy Revell. When Jerry accidentally invades Buddy's personal space and touches him, Buddy challenges Jerry to an afterschool fight in the parking lot, which Jerry tries to avoid at all costs.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  4. Shane Gillis: Beautiful Dogs (2023)

    In a rowdy stand-up set, Shane Gillis riffs on his girlfriend's Navy SEAL ex, touring George Washington's house and being bullied by an Australian Goth.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  5. One Night at McCool's (2001)

    On an ordinary night, in an ordinary part of town, a beautiful young woman walks into a bar. Her name is Jewel, and before long she is chatting to bartender Randy. The pair leave together, but he ends up getting into a tussle with her criminal boyfriend, who she then shoots dead, later persuading Randy to take the rap for her. But this isn't the end of it, as both Randy's cousin Carl and the detective assigned to the murder case also fall for Jewel's charms and find themselves caught up in the ensuing events. It seems that any man who meets Jewel falls instantly in love with her, and she's going to use this fully to her own advantage, leaving a trail of havoc in her wake. It also seems that she is going to get away with it - that is, until Randy decides to hire a hitman...

    Why it matches: Recommended by TMDB viewers · both comedy

  6. The F**k-It List (2020)

    After a prank blows up a studious high school senior's life, he shares a list of certain things he wishes he'd done differently — and maybe still can.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  7. Balls Up (2026)

    Two marketing executives go "balls out" and pitch a bold full‑coverage condom sponsorship with the World Cup. After their drunken celebration in Brazil sparks a global scandal, they must outrun furious fans, criminals, and power-hungry officials to salvage their careers and make it home alive.

    Why it matches: Recommended by TMDB viewers · both comedy

  8. Mr. Roosevelt (2017)

    A young woman returns home and must confront her ex-boyfriend when an unexpected tragedy occurs.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  9. I Love My Dad (2022)

    A hopelessly estranged father catfishes his son in an attempt to reconnect.

    Why it matches: Recommended by TMDB viewers · both comedy

  10. Jackass Presents: Bad Grandpa (2013)

    86-year-old Irving Zisman is on a journey across America with the most unlikely companion: his 8 year-old grandson, Billy.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  11. 29th Street (1991)

    After winning $6.2 million in the 1976 New York State Lottery, he is arrested for throwing rocks at a church. He then tells his story at the police station.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  12. Pretty Persuasion (2005)

    A 15-year-old girl incites chaos among her friends and a media frenzy when she accuses her drama teacher of sexual harassment.

    Why it matches: Recommended by TMDB viewers · both comedy

  13. Seriously Single (2020)

    While her free-living bestie urges her to embrace singlehood, a commitment-craving social media expert can't stop following the life of a former love.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  14. Easy Money (1983)

    To inherit his mother-in-law's colossal fortune, a hard living gambling addict must change his unhealthy ways before it gets the best of him.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  15. Old Dads (2023)

    A cranky middle-aged dad and his two best friends find themselves out of step in a changing world of millennial CEOs and powerful preschool principals.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  16. Roommates (2026)

    When shy college freshman Devon asks cool-girl Celeste to be her roommate, a blossoming friendship quickly spirals into a war of passive aggression.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  17. Louis C.K.: Ridiculous (2026)

    From a bee getting shot in New York City to paying strangers to take his aging father, Louis C.K. unleashes the ridiculous thoughts in his mind.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  18. Mike Bassett: England Manager (2001)

    After England's football (soccer) manager has a heart attack, Mike Bassett is hired as the new manager and promptly announces the team will win the World Cup.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  19. Anuvahood (2011)

    Kenneth (who likes to call himself Kay) begins to realise he's just another wannabe bad boy... even less than a loser in fact. After quitting his job at Laimsbury's, Kay vows to become a respected gangster... or cry trying. A pulls-no-punches, coming-of-age story, centering on one directionless hopeless "shotter", who finds his true worth in the face of urban adversity.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  20. Hard to Die (1990)

    While doing the inventory for a lingerie outlet in a high rise office building, five attractive women are terrorized by a series of bizarre killings. They suspect that the strange janitor, who witnessed another series of killings six months previously, is at the bottom of the whole thing. Little do they know the real horror that they face in the end.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  21. FC Venus (2006)

    Anna is persuaded by her boyfriend Paul to move from Berlin to his home town of Imma. What the notorious soccer hater doesn't know, however, is that joining his best friend Steffen's law firm is just a pretext. In reality, Paul and his buddies are there to save the soccer club he co-founded, Eintracht Imma 95, from relegation. Anna soon realizes that the players' wives have nothing to say to their soccer junkies: Artificial turf in the bedroom, Effenberg bedding and weekends on the soccer pitch. When she finds out the real reason for the move, she mobilizes her fellow sufferers to counter-attack after a fierce bout of frustration and challenges Paul and his friends to the ultimate duel on the soccer pitch. The bet is on: women against men. If the women win, soccer is over - and Paul has to go back to Berlin with Anna. Forever. If the men win, there will be no more complaining.

    Why it matches: Similar story and style · both comedy

  22. Soccer Mom (2008)

    A warm-hearted comedy about a compulsive soccer mom who masquerades as a famous Italian soccer star hired to coach her daughter's floundering soccer team, then struggles frantically to keep her wacky charade going long enough to see the girls win their big tournament.

    Why it matches: Similar story and style · both comedy

  23. Bend It Like Beckham (2002)

    Jess Bhamra, the daughter of a strict Indian couple in London, is not permitted to play organized soccer, even though she is 18. When Jess is playing for fun one day, her impressive skills are seen by Jules Paxton, who then convinces Jess to play for her semi-pro team. Jess uses elaborate excuses to hide her matches from her family while also dealing with her romantic feelings for her coach, Joe.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  24. No Babies on the Field (2015)

    The immature Wyne starts a football team to rebel against all her friends whose lives have become dull and boring since either giving birth or becoming pregnant. However, she threatens to lose everything through unexpected events.

    Why it matches: Similar story and style · both comedy

  25. Fútbol de alcoba (1988)

    A female soccer team has an orgy with a coach and his team.

    Why it matches: Similar story and style · both comedy

  26. Futboliye (1983)

    The story of Hüsnü, a football enthusiast who has dreamed of playing the field for years.

    Why it matches: Similar story and style · both comedy

  27. Saturday Ritual (2024)

    High school soccer players Cammie, Em, and Kara have a tradition of visiting a new psychic after every Saturday match. Cammie soon finds herself in over her head when a highly recommended psychic unveils an unknown secret.

    Why it matches: Similar story and style · both comedy

  28. My Dad's a Soccer Mom (2014)

    Cut from his NFL football team, a man starts bonding with his young daughter and encourages her to play soccer.

    Why it matches: Similar story and style · both comedy

  29. Héroes de barrio (2022)

    Paula (Luna Fulgencio) is a girl who plays for a girls' soccer team in a small town in Seville. One day she asks her father, Luis (Antonio Pagudo), to bring her famous Betis player Joaquín as a visitor, as a reward for her and her teammates, whom Luis presumes to be her great friends.

    Why it matches: Similar story and style · both comedy

  30. New Wave (1984)

    São Paulo, 1983: Women’s soccer has just been legalized in Brazil. A group of rebellious young women form the Gayvotas Football Club and begin training for their first match. But as the team quickly becomes a media sensation, its members are forced to confront the prejudices of the conservative military dictatorship that they live under.

    Why it matches: Similar story and style · both comedy

Like Gregory's Two Girls and something else?

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

Frequently asked questions

What are the best movies like Gregory's Two Girls?

The closest matches to Gregory's Two Girls are Fist Fight (2017), Driver's Ed (2026) and Three O'Clock High (1987). Below are 27 more, each with the reason it matches.

What should I watch after Gregory's Two Girls?

Start with Fist Fight (2017), the closest match to Gregory's Two Girls.

What is the highest-rated movie like Gregory's Two Girls?

Three O'Clock High (1987), rated 6.8/10 by 322 TMDB users.

What is the newest movie like Gregory's Two Girls?

Louis C.K.: Ridiculous (2026) is the most recent release on this list.

Are there English movies like Gregory's Two Girls?

Yes: Fist Fight (2017), Driver's Ed (2026) and Three O'Clock High (1987).

How are movies similar to Gregory's Two Girls chosen?

First come films that Trakt’s viewers watch alongside Gregory's Two Girls, 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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