Movies like Nice Guys Sleep Alone (1999)
The best movies like Nice Guys Sleep Alone (1999) are Bye Bye Love (1995), Sex Appeal (2022) and My Sassy Girl (2008). If Nice Guys Sleep Alone 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
- NewestOne Night Only (2026)Released 2026
Bye 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 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 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 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 thisHow I Got Into College (1989)
High 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 won't be easy, since the college is highly selective and Marlon's grades are hardly impressive. That means the lovelorn teen will have to find a way to score high on the SATs and win over the college admissions committee.
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 thisPuppy Love (2023)
After 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 Nicole and Max are forced to become responsible co-parents, but may end up finding love themselves.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies 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 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 thisFeast of the Seven Fishes (2019)
A slice of life story that follows a large Italian family on Christmas Eve as they prepare for the traditional Feast of the Seven Fishes, reminisce about the past and seek love in the future.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like this¿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 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 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 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 thisOne Night Only (2026)
Two love-starved strangers crash into each other on the one night of the year when single people are allowed to have sex.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisThe Lonely Guy (1984)
A writer for a greeting card company learns the true meaning of loneliness when he comes home to find his girlfriend in bed with another man.
Why it matches: Recommended by TMDB viewers · both comedy & romance
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 thisSomeone Like You... (2001)
Jane 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 begins an extensive study of the male animal, including her womanizing roommate Eddie. Jane puts her studies and romantic misadventure to use as a pseudonymous sex columnist -- and becomes a sensation.
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 thisDean (2016)
A comedy about loss, grief, and the redemptive power of love. Dean is a NY illustrator who falls hard for an LA woman while trying to prevent his father from selling the family home in the wake of his mother's death.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisThe Rules of Attraction (2002)
The incredibly spoiled and overprivileged students of Camden College are a backdrop for an unusual love triangle between a drug dealer, a virgin and a bisexual classmate.
Why it matches: Similar story and style · both romance & comedy
Popcorn FlickMovies like thisChance (2002)
'Chance' is a black comedy about how hard it is to find "the one". Mostly told from the point-of-view of a young, sexually aggressive woman, named Chance, whom according to her: "we're all out there looking for true love", which turns out to be a very elusive thing indeed, and Chance is no exception. She's desperately on the prowl for a man, but since she's more mouse than cat, she gets herself into scrape after scrape in her screwball pursuit of love. Surrounded by a bevy of adoring but completely wrong-for-her men (and one dead girl from Manchester, England), Chance has to pick her way through her messy life in order to figure out which guy is "it".
Why it matches: Similar story and style · both comedy & romance
I Want Someone to Eat Cheese With (2006)
Life has its downs for James, living with his mom in Chicago at 39, an aging performer at Second City, eating and weighing too much. A woman he's been dating drops him, as does his agent, her brother. James turns down roles in local TV, roles that make him sad. Someone's remaking his favorite movie, "Marty," a role he'd love, but he doesn't even get an audition.
Why it matches: Similar story and style · both comedy & romance
SnoozefestMovies like thisThe Baxter (2005)
Mild mannered tax accountant Elliot Sherman is what he calls a "Baxter": the kind of calm, unexciting fellow who "wears sock garters" and "enjoys raking leaves." Loved by bosses and parents, Elliot is a perfectly nice guy. And that's his problem.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisThe Ex (2006)
When his lawyer wife, Sofia, becomes pregnant, chronic underachiever Tom Reilly must take a job at his father-in-law's advertising firm. Tom has to adjust to the demands of a very high-powered job, and he finds himself in an increasingly hostile office rivalry with Chip, Sofia's paraplegic former lover.
Why it matches: Similar story and style · both comedy & romance
SnoozefestMovies like thisEverybody Wants to Be Italian (2007)
Are all relationships based on lies? Jake Bianski runs a fish market in north Boston, surrounded by Italians. For years, he's carried a torch for Isabella, an ex-girlfriend now married with three children and no interest in Jake. Yet, he tells everyone she's his girlfriend, including Marisa, a veterinarian his employees set him up with at the Italian singles club. She's interested in him until he tells her about his girlfriend, then he's persistent in asking her to be his friend. As the friendship bumps along, Jake realizes that reality may be better than fantasy, but what if Isabella changes her mind about Jake, and what if it comes out that Marisa, like Jake, isn't Italian?
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisSmart People (2008)
Professor Lawrence Wetherhold might be imperiously brilliant, monumentally self-possessed and an intellectual giant -- but when it comes to solving the conundrums of love and family, he's as downright flummoxed as the next guy.
Why it matches: Similar story and style · both comedy & romance
SnoozefestMovies like thisHuman Nature (2001)
Obsessive scientist Nathan and his lover, the naturalist Lila, discover Puff: a man born and raised in the wild. As Nathan trains the wild man in the civilized ways of the world, Lila fights to preserve the man’s natural state. In the power struggle that ensues, an unusual love triangle emerges.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisSandbar (2012)
In this freewheeling dark comedy, a haunted Marine spends one crazy day with his estranged son.
Why it matches: Similar story and style · both comedy
Me and You and Everyone We Know (2005)
Single dad Richard meets Christine, a starving artist who moonlights as a cabbie. They awkwardly attempt to start a romance, but Richard’s divorce has left him emotionally damaged. Meanwhile, Richard’s sons—one a teenager, the other 6-years-old—take part in clumsy experiments with the opposite sex.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like this
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Frequently asked questions
What are the best movies like Nice Guys Sleep Alone?
The closest matches to Nice Guys Sleep Alone are Bye Bye Love (1995), Sex Appeal (2022) and My Sassy Girl (2008). Below are 27 more, each with the reason it matches.
What should I watch after Nice Guys Sleep Alone?
Start with Bye Bye Love (1995), the closest match to Nice Guys Sleep Alone.
What is the highest-rated movie like Nice Guys Sleep Alone?
¿Quieres ser mi hijo? (2023), rated 8.4/10 by 378 TMDB users.
What is the newest movie like Nice Guys Sleep Alone?
One Night Only (2026) is the most recent release on this list.
Are there English movies like Nice Guys Sleep Alone?
Yes: Bye Bye Love (1995), Sex Appeal (2022) and My Sassy Girl (2008).
How are movies similar to Nice Guys Sleep Alone chosen?
First come films that Trakt’s viewers watch alongside Nice Guys Sleep Alone, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.