Movies Like Sleeping with Other People
If you liked Sleeping with Other People (2015), a comedy and romance movie directed by Leslye Headland, 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
The 40 Year-Old Virgin (2005)
★ 6.4/10Also comedy and romanceAndy Stitzer has a pleasant life with a nice apartment and a job stamping invoices at an electronics store. But at age 40, there's one thing Andy hasn't done, and it's really bothering his sex-obsessed male co-workers…
- 2
Tootsie (1982)
★ 7.2/10Also comedy and romanceWhen struggling, out of work actor Michael Dorsey secretly adopts a female alter ego—Dorothy Michaels—in order to land a part in a daytime drama, he unwittingly becomes a feminist icon and ends up in a romantic pickle.
- 3
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…
- 4
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…
- 5
Old School (2003)
★ 6.6/10Also comedyThree friends attempt to recapture their glory days by opening up a fraternity near their alma mater.
- 6
American Pie (1999)
★ 6.7/10Also comedy and romanceAt a high-school party, four friends find that losing their collective virginity isn't as easy as they had thought. But they still believe that they need to do so before college. To motivate themselves, they enter a…
- 7
Someone Great (2019)
★ 6.4/10Also comedy and romanceAn 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…
- 8
Another Gay Movie (2006)
★ 5.9/10Also comedy and romanceAndy is your typical All-American eighteen-year-old gay virgin. Like everyone else, he's dying to have sex. Totally out of the closet and mad-crazy horny, this naïve high school senior is caught in that awkward vortex…
- 9
Friends with Benefits (2011)
★ 6.6/10Also romance and comedyDylan is done with relationships. Jamie decides to stop buying into the Hollywood clichés of true love. When the two become friends they decide to try something new and take advantage of their mutual attraction - but…
- 10
No Hard Feelings (2023)
★ 6.7/10Also comedy and romanceOn the brink of losing her childhood home, Maddie discovers an intriguing job listing: wealthy helicopter parents looking for someone to “date” their introverted 19-year-old son, Percy, before he leaves for college. To…
- 11
Loverboy (1989)
★ 6/10Also comedy and romanceRandy Bodek works as a pizza delivery boy at Señor Pizza to make a few extra bucks. Some customers are special, though: When the order is for a pizza with extra anchovies, it means the female customers are looking for…
- 12
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…
- 13
Romance & Cigarettes (2006)
★ 6/10Also comedy and romanceIronworker Nick lives with his wife, Kitty, and three daughters. When he meets a significantly younger woman, Tula, he starts an affair with her, much to the chagrin of his wife, and his life is thrown into upheaval…
- 14
Playing It Cool (2014)
★ 5.9/10Also comedy and romanceA young man meets and instantly falls in love with an engaged woman.
- 15
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…
- 16
¿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.
- 17
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…
- 18
Down with Love (2003)
★ 6.1/10Also comedy and romanceIn 1962 New York City, love blossoms between a playboy journalist and a feminist advice author.
- 19
Honor Society (2022)
★ 7.4/10Also comedyHonor is an ambitious high school senior whose sole focus is getting into Harvard, assuming she can first score the coveted recommendation from her guidance counselor, Mr. Calvin. Willing to do whatever it takes, Honor…
- 20
The Knack... and How to Get It (1965)
★ 6/10Also comedy and romanceA nebbish schoolteacher begs his smooth (and misogynistic) pal to teach him 'the knack' – how to score with women. Serendipitously, the men meet up with a new girl in town, as well as a friendly lunatic who can’t help…