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Movies like Boys on the Side (1995)

The best movies like Boys on the Side (1995) are Unpregnant (2020), The Daytrippers (1997) and Grandma (2015). If Boys on the Side hooked you with its comedy and drama, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Unpregnant (2020)

    After discovering she can’t legally get an abortion in Missouri without her parents’ permission, teenager Veronica convinces her former best friend Bailey to take a road trip to Albuquerque to seek the procedure.

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

    Popcorn FlickMovies like this
  2. The Daytrippers (1997)

    Eliza D'Amico thinks her marriage to Louis is going great until she finds a mysterious love note to her husband. Concerned, she goes to her mother for advice. Eliza, her parents, her sister Jo, and Jo's boyfriend all pile into the station wagon and go to the city to confront Louis with the letter. On the way, the five explore their relations with each other and meet many interesting people.

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

    Popcorn FlickMovies like this
  3. Grandma (2015)

    Self-described misanthrope Elle Reid has her protective bubble burst when her 18-year-old granddaughter, Sage, shows up needing help. The two of them go on a day-long journey that causes Elle to come to terms with her past and Sage to confront her future.

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

    Popcorn FlickMovies like this
  4. Burn Burn Burn (2016)

    Following the death of their friend, two girls in their late twenties embark on a road trip to spread his ashes. Seph and Alex take turns driving. Dan is in the glove compartment, in tupperware, decreasing in volume as the trip progresses.

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

    Popcorn FlickMovies like this
  5. Gridlock'd (1997)

    After a friend overdoses, Spoon and Stretch decide to kick their drug habits and attempt to enroll in a government detox program. Their efforts are hampered by seemingly endless red tape, as they are shuffled from one office to another while being chased by drug dealers and the police.

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

    Popcorn FlickMovies like this
  6. Transamerica (2005)

    A transgender woman takes an unexpected journey when she learns that she had a son, now a teenage runaway hustling on the streets of New York.

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

    Worth the HypeMovies like this
  7. Parting Glances (1986)

    Michael and Robert, two gay men living in Brooklyn, spend their last day together before Robert leaves for Africa on work assignment. Michael still has feelings for his friend Nick, who has AIDS.

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

    Popcorn FlickMovies like this
  8. Demolition (2016)

    An emotionally desperate investment banker finds hope through a woman he meets.

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

    Popcorn FlickMovies like this
  9. The Road Within (2014)

    A young man with Tourette's Syndrome embarks on a road trip with his recently-deceased mother's ashes.

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

    Popcorn FlickMovies like this
  10. Treasure (2024)

    A music journalist accompanies her father, a charmingly stubborn Holocaust survivor, on a journey to his homeland. While she's eager to make sense of her family's past, her dad has an agenda of his own.

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

    Popcorn FlickMovies like this
  11. Husbands (1970)

    A common friend's sudden death brings three men, married with children, to reconsider their lives and ultimately leave the country together. But mindless enthusiasm for regained freedom will be short-lived.

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

    Popcorn FlickMovies like this
  12. About Alex (2014)

    When a group of old college friends reunite over a long weekend after one of them attempts suicide, old crushes and resentments shine light on their life decisions, and ultimately push friendships and relationships to the brink.

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

    Popcorn FlickMovies like this
  13. Don't Make Me Go (2022)

    A terminally ill man and his teenage daughter embark on a road trip from California to New Orleans for his 20th college reunion. While there, he secretly hopes she can reunite with the mother who left them long ago.

    Why it matches: Recommended by TMDB viewers · both drama

    Popcorn FlickMovies like this
  14. Palmer (2021)

    After 12 years in prison, former high school football star Eddie Palmer returns home to put his life back together—and forms an unlikely bond with Sam, an outcast boy from a troubled home. But Eddie's past threatens to ruin his new life and family.

    Why it matches: Recommended by TMDB viewers · both drama

    Absolute CinemaMovies like this
  15. Uncle Frank (2020)

    In 1973, when Frank Bledsoe and his 18-year-old niece Beth take a road trip from Manhattan to Creekville, South Carolina for the family patriarch's funeral, they're unexpectedly joined by Frank's lover Walid.

    Why it matches: Recommended by TMDB viewers · both drama

    Worth the HypeMovies like this
  16. Harold & Kumar Go to White Castle (2004)

    Nerdy accountant Harold and his irrepressible friend, Kumar, get stoned watching television and find themselves utterly bewitched by a commercial for White Castle. Convinced there must be one nearby, the two set out on a late-night odyssey that takes them deep into New Jersey. Somehow, the boys manage to run afoul of rednecks, cops and even a car-stealing Neil Patrick Harris before getting anywhere near their beloved sliders.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  17. 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
  18. Scarecrow (1973)

    Two drifters bum around, visit earthy women and discuss opening a car wash in Pittsburgh.

    Why it matches: Recommended by TMDB viewers · both drama

    Worth the HypeMovies like this
  19. Thelma & Louise (1991)

    Taking a break from their dreary lives, close friends Thelma and Louise embark on a short weekend trip that ends in unforeseen incriminating circumstances. As fugitives, both women rediscover the strength of their bond and their newfound resilience.

    Why it matches: Recommended by TMDB viewers · both drama

    Worth the HypeMovies like this
  20. 21 Grams (2003)

    Paul Rivers, an ailing mathematician lovelessly married to an English émigré; Christina Peck, an upper-middle-class suburban housewife and mother of two girls; and Jack Jordan, a born-again ex-con, are brought together by a terrible accident that changes their lives.

    Why it matches: Recommended by TMDB viewers · both drama

    Worth the HypeMovies like this
  21. A Good Marriage (1982)

    Sabine vows to give up married lovers, and is determined to find a good husband. Her best friend Clarisse introduces her to her cousin Edmond, a busy lawyer from Paris. Sabine pursues Edmond, with the encouragement of Clarisse, but Edmond does not seem very interested.

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

    Popcorn FlickMovies like this
  22. The Adventures of Priscilla, Queen of the Desert (1994)

    Two drag performers and a transgender woman travel across the desert to perform their unique style of cabaret.

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

    Worth the HypeMovies like this
  23. All Stars (1997)

    Seven young men who played soccer together since their early youth grow apart and are forced to think about the nature of their friendship. In a comic way and a very Dutch setting, All Stars is about pregnant girlfriends and homosexuality, career plans and the power of parents.

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

  24. Broad Trip (2026)

    When buttoned-up daughter Alice plans a “bachelorette” road trip with her wild and impulsive mother, Jeanie, to talk her out of marrying a guy she just met, they rediscover their unbreakable bond, confronting old wounds and old flames, while learning the lesson that sometimes life doesn’t follow a plan — and maybe that’s okay.

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

  25. Vaibhavam (2025)

    Vaibhav, a righteous young man with entrepreneurial dreams, finds himself entwined in a profound mosaic of love, family, and friendships.

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

  26. My Girl (1991)

    Vada Sultenfuss is obsessed with death. Her mother is dead, and her father runs a funeral parlor. She is also in love with her English teacher, and joins a poetry class over the summer just to impress him. Thomas J., her best friend, is "allergic to everything", and sticks with Vada despite her hangups. When Vada's father hires Shelly, and begins to fall for her, things take a turn to the worse...

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

    Worth the HypeMovies like this
  27. Battle Royale (2000)

    In the future, the Japanese government captures a class of ninth-grade students and forces them to kill each other under the revolutionary "Battle Royale" act.

    Why it matches: Similar story and style · both drama

    Worth the HypeMovies like this
  28. Beavis and Butt-Head Do America (1996)

    Slacker duo Beavis and Butt-Head wake to discover their TV has been stolen. Their search for a new one takes them on a clueless adventure across America, during which they manage to accidentally become America's most wanted.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  29. The Photograph (1987)

    A young Greek man goes to Paris seeking help from a solitary and almost misanthropic distant relative who works as a furrier. With him, he takes nothing from his homeland but a photograph of a woman that he finds on the pavement. A misunderstanding regarding the photograph sets off a series of dramatic misunderstandings which trap him in a vicious circle of lies and fantasies.

    Why it matches: Similar story and style · both drama

  30. Girl, Interrupted (1999)

    Set in the changing world of the late 1960s, Susanna Kaysen's prescribed "short rest" from a psychiatrist she had met only once becomes a strange, unknown journey into Alice's Wonderland, where she struggles with the thin line between normal and crazy. Susanna soon realizes how hard it is to get out once she has been committed, and she ultimately has to choose between the world of people who belong inside or the difficult world of reality outside.

    Why it matches: Similar story and style · both drama

    Worth the HypeMovies like this

Like Boys on the Side and something else?

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

Frequently asked questions

What are the best movies like Boys on the Side?

The closest matches to Boys on the Side are Unpregnant (2020), The Daytrippers (1997) and Grandma (2015). Below are 27 more, each with the reason it matches.

What should I watch after Boys on the Side?

Start with Unpregnant (2020), the closest match to Boys on the Side.

What is the highest-rated movie like Boys on the Side?

Palmer (2021), rated 8.1/10 by 2,029 TMDB users.

What is the newest movie like Boys on the Side?

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

Are there English movies like Boys on the Side?

Yes: Unpregnant (2020), The Daytrippers (1997) and Grandma (2015).

How are movies similar to Boys on the Side chosen?

First come films that Trakt’s viewers watch alongside Boys on the Side, 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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