Movies Like Tomboy
If you liked Tomboy (1985), a comedy and romance movie directed by Herb Freed, 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
Maintenance Required (2025)
★ 6.1/10Also romance and comedyCharlie, the fiercely independent owner of an all-female mechanic shop, is forced to reevaluate her future when a flashy corporate competitor moves in across the street. Seeking comfort, she turns to an anonymous…
- 2
¿Quieres ser mi hijo? (2023)
★ 8.4/10Also comedy and romanceLu, 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.
- 3
Playing It Cool (2014)
★ 5.9/10Also comedy and romanceA young man meets and instantly falls in love with an engaged woman.
- 4
The Ugly Truth (2009)
★ 6.5/10Also comedy and romanceA romantically challenged morning show producer is reluctantly embroiled in a series of outrageous tests by her chauvinistic correspondent to prove his theories on relationships and help her find love. His clever…
- 5
Desperados (2020)
★ 6/10Also comedy and romanceA panicked young woman and her two best friends fly to Mexico to delete a ranting email she sent to her new boyfriend. On arrival, they run into her former beau, who soon gets caught up in their frantic scheme.
- 6
Puppy Love (2023)
★ 7/10Also comedy and romanceAfter a disastrous first date, wild-child Nicole and socially-anxious Max vow to lose each other’s numbers until they learn that their dogs found a love match, and now puppies are on the way! The hilariously mismatched…
- 7
The Long Weekend (2005)
★ 5.8/10Also comedy and romanceCooper is an actor who sees life as one big party, while Ed is in advertising and takes life too seriously. When Ed gets stressed over a deadline he has to meet, his brother Cooper works hard in trying to get his…
- 8
Players (2024)
★ 6/10Also romance and comedyNew 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…
- 9
Sex Appeal (2022)
★ 6.6/10Also comedy and romanceAvery, a teenager with a tendency towards perfectionism, enlists her friend Larson to help her prepare for her first time with her long-distance boyfriend.
- 10
That Awkward Moment (2014)
★ 6.1/10Also comedy and romanceBest pals Jason and Daniel indulge in casual flings and revel in their carefree, unattached lives. After learning that the marriage of their friend Mikey is over, they gladly welcome him back into their circle. The…
- 11
Cuban Fury (2014)
★ 6.1/10Also comedy and romanceBeneath Bruce Garrett's under-confident, overweight exterior, the passionate heart of a salsa king lies dormant. Now, one woman is about to reignite his Latin fire.
- 12
Bros (2022)
★ 6.6/10Also comedy and romanceTwo gay men are possibly, probably, stumbling towards love. Maybe. They're both very busy.
- 13
I Want You Back (2022)
★ 6.3/10Also comedy and romancePeter and Emma thought they were on the precipice of life’s biggest moments – marriage, kids, and houses in the suburbs – until their respective partners dumped them. Horrified to learn that the loves of their lives…
- 14
The List (2023)
★ 5.9/10Also romance and comedyAfter her fiance sleeps with a celebrity on his free pass list, Abby Meyers, with nothing but five names and a fantasy shared by millions, sets out for Los Angeles to sleep with someone from hers.
- 15
Office Romance (2026)
★ 6.4/10Also romance and comedyJackie, President and CEO of Air Cruz, runs a tight ship in her business, including a rigid anti-fraternization policy for all her employees. When a new sexy lawyer begins working for her, that policy becomes very…
- 16
How I Got Into College (1989)
★ 6/10Also comedy and romanceHigh school senior Marlon Bowne is smitten with overachieving classmate Jessica Kailo. But, if he wants to have a shot with her, he'll have to find a way to get into Ramsey College, Jessica's top choice of schools. It…
- 17
French Girl (2024)
★ 6.2/10Also romance and comedySweet Gordon, an affable English teacher in Brooklyn, has beaten the odds; a French Girl has fallen in love with him and he’s fallen even harder back. But their future is thrown into limbo when she interviews for an…
- 18
My Fake Boyfriend (2022)
★ 5.9/10Also comedy and romanceA 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…
- 19
Mr. Jealousy (1998)
★ 5.9/10Also comedy and romanceAfter 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…
- 20
Someone Like You... (2001)
★ 6/10Also comedy and romanceJane Goodale has everything going for her. She's a producer on a popular daytime talk show, and is in a hot romance with the show's dashing executive producer Ray. But when the relationship goes terribly awry, Jane…