Movies like Love on the Side (2004)
The best movies like Love on the Side (2004) are ¿Quieres ser mi hijo? (2023), Splendor (1999) and Players (2024). If Love on the Side 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
- Highest rated¿Quieres ser mi hijo? (2023)8.4/10 from 378 votes
- NewestMaintenance Required (2025)Released 2025
¿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 thisSplendor (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 thisPlayers (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 thisA Nice Girl Like You (2020)
Lucy Neal is thrown for a loop when she is accused of being too inhibited by her ex-boyfriend. In an effort to prove him wrong, Lucy creates a rather wild to-do list that sends her on a whirlwind and surprising journey of self-discovery, friendship, and new love.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisDesperados (2020)
A 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.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisLate Night Shopping (2001)
Four friends Sean, Vincent, Lenny and Jody find themselves at something of a deadend. Trapped in a twilight world of permanent night shift work, they hang out together in the local cafe, drinking coffee and entertaining themselves by observing Vincent's unwavering success in pulling women. There seems to be little prospect of change...until Vincent accidentally sleeps with Sean's girlfriend.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisSomeone Great (2019)
An aspiring music journalist lands her dream job and is about to move to San Francisco when her boyfriend of nine years decides to call it quits. To nurse her broken heart, she and her two best friends spend one outrageous last adventure in New York City.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisFrench Girl (2024)
Sweet 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 executive chef position in her hometown of Quebec City. To Gordon’s dismay her future boss also happens to be her former lover, a celebrity Chef with oceanic eyes and a hit TV show. Good luck Gordon.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisThe Owl and the Pussycat (1970)
Meek, owlish Felix and strident, catty Doris live in the same apartment building. His incessant typing bothers her; her gentlemen callers bother him. Felix informs the landlord of her activities, so Doris moves in on Felix. When they both get thrown out, they move in with Barney... until they drive him out! That's when Felix and Doris finally decide to put theory into practice. But do opposites attract?
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThe 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 thisSex 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 thisThe List (2023)
After 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.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisThe Tao of Steve (2000)
In college, Dex was the big man on campus. Ten years later, now an overweight kindergarten teacher, Dex is immune to the shocked stares of the women who were once his conquests. While trying to pick up the bartender, he is struck by the gorgeous Syd. Through a series of circumstances, Syd and Dex are thrown together and he soon finds himself questioning his belief in all things Steve.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisLong Weekend (2021)
Bart's chance encounter with the enigmatic Vienna leads to a whirlwind weekend together. The two fall fast and hard, but both carry secrets that could be their undoing or the chance for a fresh start.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisMy Sassy Girl (2008)
A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisCuban Fury (2014)
Beneath 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.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThe Answer Man (2009)
Twenty years ago, Arlen Faber wrote a book about spirituality that became wildly popular. These days, he's a curmudgeonly recluse who only enjoys the company of his chiropractor, Elizabeth. As Elizabeth's warmth starts to melt Arlen's cold heart, he comes to realize what love really means.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisMaintenance Required (2025)
Charlie, 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 online confidant - unaware she's confiding in Beau, the very rival threatening her business. As sparks fly both online and off, the truth threatens to blow everything apart.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisMy 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
SnoozefestMovies like thisBye Bye Love (1995)
With varying degrees of success, recently divorced friends Dave, Vic and Donny are trying to move on with their lives. Vic feels vilified by his ex-wife's parents, while Donny has a shaky bond with his teen daughter, Emma. Dave, meanwhile, has an enviable problem -- he has more dates than he can handle. As they confront their post-marital challenges, the men take solace in one another's plights.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisFrankie and Johnny (1991)
When Johnny is released from prison following a forgery charge, he quickly lands a job as a short-order cook at a New York diner. Following a brief fling with waitress Cora, he develops an attraction for Cora's friend and fellow waitress Frankie. While Frankie resists Johnny's charms initially, she eventually relents when her best friend, Tim, persuades her to give Johnny a chance.
Why it matches: Similar story and style · both romance & comedy
Popcorn FlickMovies like thisAvenue Montaigne (2006)
A young woman arrives in Paris where she finds a job as a waitress in bar next on Avenue Montaigne that caters to the surrounding theaters and the wealthy inhabitants of the area. She will meet a pianist, a famous actress and a great art collector, and become acquainted with the "luxurious" world her grandmother has told her about since her childhood.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisShow Me Love (1998)
Two teenage girls in small-town Sweden. Elin is beautiful, popular, and bored with life. Agnes is friendless, sad, and secretly in love with Elin.
Why it matches: Similar story and style · both comedy & romance
Worth the HypeMovies like thisNot Now (2021)
Noah, an aimless college dropout, is constantly getting swept up in romances that always end in heartbreak. At work, he is paired to train Autumn, an infectious, enigmatic and fun new girl, who challenges his views on love, relationships and life.
Why it matches: Similar story and style · both comedy & romance
But I'm a Cheerleader (2000)
Megan is an all-American girl. A cheerleader. She has a boyfriend. But Megan doesn't like kissing her boyfriend very much. And she's pretty touchy with her cheerleader friends. Her conservative parents worry that she must be a lesbian and send her off to "sexual redirection" school, where she must, with other lesbians and gays learn how to be straight.
Why it matches: Similar story and style · both comedy & romance
Worth the HypeMovies like thisIt's in the Water (1997)
When hordes of gays and lesbians come out "of the closet" in the fictional town of Azalea Springs, Texas, intolerant residents go into a panic about the water supply.
Why it matches: Similar story and style · both romance & comedy
Fashionably Yours (2020)
After years of organizing fashion in the city, Lauren decides to move home. In exchange for her organizing services, mover Rob makes it his mission to help her see the beauty of Seattle.
Why it matches: Similar story and style · both comedy & romance
She's Gotta Have It (1986)
The story of Nola Darling's simultaneous sexual relationships with three different men is told by her and by her partners and other friends. All three men wanted her to commit solely to them; Nola resists being "owned" by a single partner.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisCafé Limbo (2017)
A young waitress in a desolate café surrounded by an overpowering snowstorm challenges an evil presence when she's forced to save the life of a female guest in labour.
Why it matches: Similar story and style · both comedy
Like Love 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 Love on the Side?
The closest matches to Love on the Side are ¿Quieres ser mi hijo? (2023), Splendor (1999) and Players (2024). Below are 27 more, each with the reason it matches.
What should I watch after Love on the Side?
Start with ¿Quieres ser mi hijo? (2023), the closest match to Love on the Side.
What is the highest-rated movie like Love on the Side?
¿Quieres ser mi hijo? (2023), rated 8.4/10 by 378 TMDB users.
What is the newest movie like Love on the Side?
Maintenance Required (2025) is the most recent release on this list.
Are there English movies like Love on the Side?
Yes: ¿Quieres ser mi hijo? (2023), Splendor (1999) and Players (2024).
How are movies similar to Love on the Side chosen?
First come films that Trakt’s viewers watch alongside Love 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.