Movies like The Repeating Student Winked at Dean (1980)
The best movies like The Repeating Student Winked at Dean (1980) are Fist Fight (2017), Held Up (1999) and Driver's Ed (2026). If The Repeating Student Winked at Dean hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedThe Last One for the Road (2025)7.5/10 from 311 votes
- NewestSpa Weekend (2026)Released 2026
- In ItalianLove Under House Arrest (2019)Also in Italian
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 thisHeld Up (1999)
What should have been a romantic getaway turns into one hilarious debacle after another when Michael's woman dumps him in the desert where he gets carjacked by a teenager and he is taken hostage in a stickup at the local Sip and Zip.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisDriver'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 thisFun with Dick and Jane (1977)
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBanana Split (2018)
After a messy breakup with her high school boyfriend, April strikes up an unexpected platonic friendship with his new girlfriend, Clara.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisHard 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 thisThe TV Set (2007)
As a writer named Mike struggles to shepherd his semi-autobiographical sitcom into development, his vision is slowly eroded by a domineering network executive named Lenny who favors trashy reality programming. The irony, of course, is that every crass suggestion Lenny makes improves the show's response from test audiences and brings the show a step closer to getting on the air.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisSpa Weekend (2026)
Four lifelong friends realize that somewhere between careers, relationships, families, and everyday responsibilities, they’ve forgotten how to take care of themselves and each other. Burned out and overdue for a break, the women escape to a luxury spa retreat for an unforgettable weekend dedicated to fun, laughter, and a lot of really bad decisions.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisPretty 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
SnoozefestMovies like thisLove Under House Arrest (2019)
A young insurance salesman takes advantage of the fact that a beautiful young woman he is attracted to is under house arrest, so cannot go anywhere to escape him.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisMarilyn's Eyes (2021)
Clara and Diego, under the guidance of the psychiatrist of a day rehabilitation center for disturbed people who attend, decide to transform the treatment center into a restaurant, involving all their other companions.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisChief Daddy 2: Going for Broke (2021)
The Beecroft family are ready to spend all of Chief Daddy's inheritance, but not if the CEO of his company has anything to do with it.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Roast of Tom Brady (2024)
Offensive lines. Full-contact comedy. Kevin Hart hosts this all-star roast of NFL legend Tom Brady.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisClear History (2013)
Nathan Flomm, in order to avoid the humiliation of having missed out on a hugely successful business, assumes a new identity on Martha's Vineyard. He plots revenge when his former business partner moves to the same town.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisAli Wong: Single Lady (2024)
After a whirlwind couple of years, Ali Wong returns to the stage to dish on the highs, lows and surprises of dating post-divorce.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisDie, Mommie, Die! (2003)
Angela Arden is a washed up, has-been singing star who is trapped in a hateful marriage to film producer Sol Sussman. In an attempt to escape her marriage so that she can be with a hunky layabout, she poisons her husband. However, Angela's manipulative daughter, gay son and alcoholic maid are not going to make it easy for her.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisLike a Boss (2020)
Two female friends with very different ideals decide to start a beauty company together. One is more practical, while the other wants to earn her fortune and live a lavish lifestyle.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisSarah Silverman: Jesus Is Magic (2005)
Sarah Silverman appears before an audience in Los Angeles with several sketches, taped outside the theater, intercut into the stand-up performance. Themes include race, sex, and religion. Her comic persona is a self-centered hipster, brash and clueless about her political incorrectness. A handful of musical numbers punctuate the performance.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Last One for the Road (2025)
A couple of jovial life-long drunkards run into a shy architecture undergrad, whose way of seeing things will be transformed as the trio wanders from pub to pub in search of a buried treasure.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like this29th 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
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Frequently asked questions
What are the best movies like The Repeating Student Winked at Dean?
The closest matches to The Repeating Student Winked at Dean are Fist Fight (2017), Held Up (1999) and Driver's Ed (2026). Below are 17 more, each with the reason it matches.
What should I watch after The Repeating Student Winked at Dean?
Start with Fist Fight (2017), the closest match to The Repeating Student Winked at Dean.
What is the highest-rated movie like The Repeating Student Winked at Dean?
The Last One for the Road (2025), rated 7.5/10 by 311 TMDB users.
What is the newest movie like The Repeating Student Winked at Dean?
Spa Weekend (2026) is the most recent release on this list.
Are there Italian movies like The Repeating Student Winked at Dean?
Yes: Love Under House Arrest (2019), Marilyn's Eyes (2021) and The Last One for the Road (2025).
How are movies similar to The Repeating Student Winked at Dean chosen?
First come films that Trakt’s viewers watch alongside The Repeating Student Winked at Dean, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.