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Movies like Kicking Out Shoshana (2014)

The best movies like Kicking Out Shoshana (2014) are My Fake Boyfriend (2022), Players (2024) and Tootsie (1982). If Kicking Out Shoshana hooked you with its comedy and romance, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. My Fake Boyfriend (2022)

    A young man in a tricky situation follows the advice of his unconventional best friend and uses social media to create a fake boyfriend to keep his awful ex-lover out of his life. But everything backfires when he meets the real love of his life, and breaking up with his fake boyfriend proves hard to do.

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

  2. Players (2024)

    New York sportswriter Mack has spent years devising successful hook-up "plays" with her friends, but when she unexpectedly falls for one of her targets, she must learn what it takes to go from simply scoring to playing for keeps.

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

    Popcorn FlickMovies like this
  3. Tootsie (1982)

    When struggling, out of work actor Michael Dorsey secretly adopts a female alter ego—Dorothy Michaels—in order to land a part in a daytime drama, he unwittingly becomes a feminist icon and ends up in a romantic pickle.

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

    Worth the HypeMovies like this
  4. The Knack... and How to Get It (1965)

    A nebbish schoolteacher begs his smooth (and misogynistic) pal to teach him 'the knack' – how to score with women. Serendipitously, the men meet up with a new girl in town, as well as a friendly lunatic who can’t help but paint things white.

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

    Popcorn FlickMovies like this
  5. ¿Quieres ser mi hijo? (2023)

    Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship with a young womanizer.

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

    Absolute CinemaMovies like this
  6. Focus (2015)

    Nicky, an accomplished con artist, gets romantically involved with his disciple Jess but later ends their relationship. Years later, she returns as a femme fatale to spoil his plans.

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

    Popcorn FlickMovies like this
  7. Just One of the Guys (1985)

    When Terry Griffith loses her high school's writing competition, she's convinced that it's because she's a girl. So Terry decides to change high schools and pose as a boy to prove her point. Her brother, Buddy, helps her pass as a guy so well that she is soon making friends with the boys at school, including the attractive Rick, who becomes her new best friend. But her gender-swapping makes things difficult when she falls in love with him.

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

    Popcorn FlickMovies like this
  8. Down with Love (2003)

    In 1962 New York City, love blossoms between a playboy journalist and a feminist advice author.

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

    Popcorn FlickMovies like this
  9. The Incredible Jessica James (2017)

    Burned by a bad breakup, a struggling New York City playwright makes an unlikely connection with a divorced app designer she meets on a blind date.

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

    Popcorn FlickMovies like this
  10. Splendor (1999)

    Veronica is a white-bread beauty searching for a good man in Los Angeles. While slam dancing at a Halloween rave, she meets Abel, a sensitive poet. Then she meets Zed, a supersexy tattooed drummer with incredible biceps. Who will she choose? Does she go for true love or cheap sex? She can't decide so she chooses both. But after managing to nurture a picture-perfect threesome, along comes Ernest, a rich movie director with deep baby blues that sweep Veronica off her feet. What's a girl to do now?

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

    Popcorn FlickMovies like this
  11. The Moon Is Blue (1953)

    Two aging playboys are both after the same attractive young woman, but she fends them off by claiming that she plans to remain a virgin until her wedding night. Both men determine to find a way around her objections.

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

    Popcorn FlickMovies like this
  12. Love Stinks (1999)

    Seth Winnick has it all: a successful career in television, good friends, and a passionate relationship with beautiful Chelsea. However, when he fails to make a timely marriage proposal, Chelsea tries to make his life hell.

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

    Popcorn FlickMovies like this
  13. Sidelined 2: Intercepted (2025)

    Freshman star quarterback Drayton struggles with the weight of expectations after a devastating setback, while dancer Dallas begins to question the future she thought she wanted. As their high school relationship begins to unravel under the pressures of distance and self-discovery, they’ll learn that the bravest versions of themselves emerge when they let life redirect them.

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

    Worth the HypeMovies like this
  14. Sex Appeal (2022)

    Avery, a teenager with a tendency towards perfectionism, enlists her friend Larson to help her prepare for her first time with her long-distance boyfriend.

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

    Popcorn FlickMovies like this
  15. Mr. Jealousy (1998)

    After his first date at age 15 ended with the girl making out with another man at a party, aspiring writer Lester Grimm has treated all his girlfriends with jealousy and suspicion. While dating Ramona Ray, paranoia gets the best of him when he discovers that her most recent ex is successful novelist Dashiell Frank. Lester begins attending the same group therapy sessions as Dashiell to learn about Ramona's past with him.

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

  16. Pal Joey (1957)

    An opportunistic singer woos a wealthy widow to boost his career.

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

    Popcorn FlickMovies like this
  17. Cover Girl (1944)

    A nightclub dancer makes it big in modeling, leaving her dancer boyfriend behind.

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

    Popcorn FlickMovies like this
  18. What's New Pussycat? (1965)

    A playboy who refuses to give up his hedonistic lifestyle to settle down and marry his true love seeks help from a demented psychoanalyst who is having romantic problems of his own.

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

  19. The Ritz (1976)

    To escape from a mobster, businessman Gaetano Proclo orders a cab driver to take him to a place where he can't be found. Unfortunately for Gaetano, the place turns out to be a gay bathhouse.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  20. Not Another Teen Movie (2001)

    On a bet, a gridiron hero at John Hughes High School sets out to turn a bespectacled plain Jane into a beautiful and popular prom queen in this outrageous send-up of the teen movies of the 1980s and '90s.

    Why it matches: Recommended by TMDB viewers · both comedy

  21. Butch Jamie (2008)

    The film follows the story of Jamie, a struggling butch lesbian actress who gets cast as a man in a film. The main plot is a romantic comedy between Jamie's male alter-ego, "Male Jamie," and Jill, a heterosexual woman on set. The film's subplots include Jamie's bisexual roommate Lola and her cat actor Howard, Lola's abrasive butch German girlfriend Andi, and Jamie's gay Asian friend David.

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

  22. Gayby (2012)

    Jenn and Matt are best friends from college who are now in their thirties. Single by choice, Jenn spends her days teaching hot yoga and running errands for her boss. Matt suffers from comic-book writer's block and can't get over his ex-boyfriend. They decide to fulfill a promise to have a child together... the old fashioned way. Can they navigate the serious and unexpected snags they hit as they attempt to get their careers and dating lives back on track in preparation for parenthood?

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

  23. Grande école (2004)

    Paul and Agnes have been going out for quite a while and Agnes is shocked to learn that he'd rather live with two roommates on campus than move in with her. As soon as he meets one of his roommates, Louis-Anault, Paul's behavior changes - he is attracted to Louis without realizing so himself. Agnes, on the other hand, gets quite jealous and offers a bet: Whoever gets to have Louis-Anault first, wins... If she does, Paul will no longer explore his homosexual desires, if he does - she'll walk away. Meanwhile, Paul meets Mecir, a young Arab worker, who shows him there's more to life than elite colleges...

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

  24. The Feels (2017)

    A lesbian bachelorette weekend goes awry when one of the brides admits she's never had an orgasm.

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

  25. Edge of Seventeen (1999)

    1984, Sandusky, Ohio. A naive 17-year-old navigates heartbreak and self-expression as he explores his sexuality.

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

    Popcorn FlickMovies like this
  26. Hi, Inspector (1985)

    A street cop is picked by the national security service in order to carry out an important and delicate task. His mission is to go undercover and infiltrate a dangerous international cabal of homosexuals.

    Why it matches: Similar story and style · both comedy

  27. Xenia (2014)

    Strangers in their own birthplace, 16-year-old Danny and 18-year-old Odysseus cross the entire country in search of their Greek father, after their Albanian mother passes away.

    Why it matches: Similar story and style · both romance

    Popcorn FlickMovies like this
  28. Calvary (1996)

    A traveling accordionist and superintendent of an old castle lives in an unhappy marriage, with a grown up daughter and has a sister-in-law who has been in love with him for years. During a trip, he meets young journalist (Mato Pavelic)and falls madly in love. His visit to the old castle tears the family apart, resulting in tragedy.

    Why it matches: Similar story and style · both romance

  29. Just a Question of Love (2000)

    After his gay cousin dies from hepatitis, young Laurent, who lives with his best friend Carole, falls in love with Cedric, a plant scientist. He's afraid to inform his conservative parents that he is gay.

    Why it matches: Similar story and style · both romance

    Worth the HypeMovies like this
  30. The Lady Banker (1980)

    Ambitious Emma Eckhert successfully makes her way into a world previously reserved for men: that of high finance. She quickly becomes popular with small savers, but leads a scandalous life that will cost her.

    Why it matches: Similar story and style · both comedy

Like Kicking Out Shoshana and something else?

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

Frequently asked questions

What are the best movies like Kicking Out Shoshana?

The closest matches to Kicking Out Shoshana are My Fake Boyfriend (2022), Players (2024) and Tootsie (1982). Below are 27 more, each with the reason it matches.

What should I watch after Kicking Out Shoshana?

Start with My Fake Boyfriend (2022), the closest match to Kicking Out Shoshana.

What is the highest-rated movie like Kicking Out Shoshana?

¿Quieres ser mi hijo? (2023), rated 8.4/10 by 378 TMDB users.

What is the newest movie like Kicking Out Shoshana?

Sidelined 2: Intercepted (2025) is the most recent release on this list.

How are movies similar to Kicking Out Shoshana chosen?

First come films that Trakt’s viewers watch alongside Kicking Out Shoshana, 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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