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Movies Like Watch Out for Perestroika

If you liked Watch Out for Perestroika (1990), a comedy movie directed by Castellano and Pipolo, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

  1. 1P.O. Box Tinto Brass

    P.O. Box Tinto Brass (1995)

    ★ 6/10Also comedy

    A successful erotic film producer from Rome regularly receives letters from female fans seeking his advice on how to spice up their sex lives. Thanks to his years of experience in both the film business and the sex…

  2. 2Ladies First

    Ladies First (2026)

    ★ 6/10Also comedy

    An arrogant but charismatic ladies' man finds his life of money, power and casual flings upended when he wakes up in a parallel world dominated by women.

  3. 3City of Women

    City of Women (1980)

    ★ 7/10Also comedy

    The charismatic Snaporaz encounters an alluring woman on a train and pursues her through a forest. He ends up at a hotel populated by women gathered for a feminist conference, where he is an unwanted presence. Snaporaz…

  4. 4The Monsters

    The Monsters (1963)

    ★ 7.4/10Also comedy

    The myths of the sixties are satirized in 20 episodes.

  5. 5My Friends

    My Friends (1975)

    ★ 8.1/10Also comedy

    Four inseparable friends try to face their midlife crisis with daytrips and pranks at the expense of their families and the people around them.

  6. 6The Girl with a Pistol

    The Girl with a Pistol (1968)

    ★ 6.9/10Also comedy

    A Sicilian woman is dishonored by her lover, then goes to London with a pistol intending to murder him.

  7. 7Goodnight, Ladies and Gentlemen

    Goodnight, Ladies and Gentlemen (1976)

    ★ 6.7/10Also comedy

    An episodic satire of the political and social status of Italy in the seventies, through the shows of one day of a television channel.

  8. 8Jackass Presents: Bad Grandpa

    Jackass Presents: Bad Grandpa (2013)

    ★ 6.2/10Also comedy

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

  9. 9Seriously Single

    Seriously Single (2020)

    ★ 6.8/10Also comedy

    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.

  10. 10The Three Stooges

    The Three Stooges (2012)

    ★ 5.8/10Also comedy

    Left on the doorstep of an orphanage run by nuns, three newborn knuckleheads grow up to be finger-poking, nyuk-nyuking janitors named Larry, Curly and Moe. When they learn that financial problems will soon force the…

  11. 11To Want to Fly

    To Want to Fly (1991)

    ★ 6.4/10Also comedy

    Maurizio works in a dubbing studio and puts sound effects into cartoons. One day his hands turn into cartoon ones, with a life of their own.

  12. 12Taking Care of Business

    Taking Care of Business (1990)

    ★ 6.3/10Also comedy

    An uptight advertising exec has his entire life in a filofax organizer which mistakenly ends up in the hands of a friendly convict who poses as him.

  13. 13Thunderstruck

    Thunderstruck (2012)

    ★ 6.2/10Also comedy

    After NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an important lesson.

  14. 14To Be Twenty

    To Be Twenty (1978)

    ★ 5.8/10Also comedy

    Lia and Tina are two beautiful girls who meet and realize that they have a lot in common. They are both young, beautiful and pissed off, so they decide to hitchhike their way to Rome to find Nazariota's commune, a…

  15. 15Married to the Mob

    Married to the Mob (1988)

    ★ 6/10Also comedy

    Angela de Marco is fed up with her gangster husband's line of work and wants no part of the crime world. When her husband is killed for having an affair with the mistress of mob boss Tony "The Tiger" Russo, Angela and…

  16. 16Gabriel Iglesias: I'm Sorry for What I Said When I Was Hungry

    Gabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016)

    ★ 7.1/10Also comedy

    Hawaiian-shirt enthusiast Gabriel "Fluffy" Iglesias finds the laughs in racist gift baskets, Prius-driving cops and all-female taco trucks.

  17. 17The Wedding Year

    The Wedding Year (2019)

    ★ 5.9/10Also comedy

    A commitment-phobic 27-year old’s relationship is put to the test when she and her boyfriend attend 7 weddings in the same year.

  18. 18Babes

    Babes (2024)

    ★ 6/10Also comedy

    After getting pregnant from a one-night stand, a single woman leans on her married best friend and mother of two to guide her through gestation and beyond.

  19. 19The Trouble with Angels

    The Trouble with Angels (1966)

    ★ 6.7/10Also comedy

    Mary and her friend, Rachel, are new students at St. Francis Academy, a boarding school run by the iron fist of Mother Superior. The immature teens grow bored and begin playing pranks on both the unsuspecting nuns and…

  20. 20Pretty Persuasion

    Pretty Persuasion (2005)

    ★ 5.8/10Also comedy

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

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