Movies like Why Not Both (2022)
The best movies like Why Not Both (2022) are Play It Again, Sam (1972), Crossing Delancey (1988) and Clueless (1995). If Why Not Both hooked you, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedSuccubus (2024)8.3/10 from 279 votes
- NewestThe Wrong Paris (2025)Released 2025
Play It Again, Sam (1972)
A neurotic film critic obsessed with the movie Casablanca attempts to get over his wife leaving him by dating again with the help of a married couple and his illusory idol, Humphrey Bogart.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisCrossing Delancey (1988)
Thirty-something Isabelle spends her time going from her tiny, solitary West Side apartment to that of her grandmother on the Lower East Side. While her grandmother plots to find her a romantic match, Isabelle is courted by a married, worldly author, Anton, yet can't seem to shake the down-to-earth appeal of Sam, a pickle vendor.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisClueless (1995)
Shallow, rich and socially successful Cher is at the top of her Beverly Hills high school's pecking scale. Seeing herself as a matchmaker, Cher first coaxes two teachers into dating each other. Emboldened by her success, she decides to give hopelessly klutzy new student Tai a makeover. When Tai becomes more popular than she is, Cher realizes that her disapproving ex-stepbrother was right about how misguided she was -- and falls for him.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisThe Matchmaker's Playbook (2018)
After a career-ending accident, former NFL recruit Ian Hunter is back on campus, and he's putting his extensive skills with women to work as one of the masterminds behind a successful and secretive dating service. But when Blake Olson requests the services of Wingmen, Inc., Ian may have landed his most hopeless client yet. As Blake begins the transformation from hot mess to smokin' hot, Ian realizes he's in danger of breaking his cardinal rule....
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisMarked Men: Rule + Shaw (2025)
Shaw Landon has loved Rule Archer from the moment she laid eyes on him. Rule, a fiery-tempered rebel tattoo artist, doesn’t have time for a good girl pre-med student like Shaw — even if she’s the only one who can see the person he truly is. She lives by other people’s rules; he makes his own. But a short skirt, too many birthday cocktails, and spilled secrets lead to a night neither can forget. Now, Shaw and Rule must figure out how a girl like her and a guy like him are supposed to be together without destroying their love…or each other.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Choice (2016)
Travis and Gabby first meet as neighbors in a small coastal town and wind up in a relationship that is tested by life's most defining events.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisThe Object of My Affection (1998)
A pregnant New York social worker begins to develop romantic feelings for her gay best friend, and decides she'd rather raise her child with him, much to the dismay of her overbearing boyfriend.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies 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
Popcorn FlickMovies like thisThe Wrong Paris (2025)
Dawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisIt Takes Two (1995)
Identical 9-year-olds from very different backgrounds: orphaned Amanda and wealthy Alyssa meet at summer camp and decide to switch places -- and play matchmaker between Alyssa's dad, Roger, and the kind social worker who cares for Amanda.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisEndless Love (2014)
A privileged girl and a charismatic boy's instant desire sparks a love affair made only more reckless by parents trying to keep them apart.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Map That Leads to You (2025)
Heather is a young woman traveling Europe with friends before starting her perfectly planned life. A chance meeting with Jack sparks an unexpected romance that leads to deep emotional discovery. As secrets and life choices test their bond, her path changes forever.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisHow to Fall in Love (2012)
An accountant, who never quite grew out of his awkward teenage years, finds himself with a dating coach - she happens to be his high school crush as well. Thanks to his coach, he gets a pretty woman he has his sights on for some time, but realizes they are incompatible. Meanwhile, his dating lessons with his teenage crush reawaken old feelings. Not realizing the feelings are mutual, he finds himself unable to act on them due to his fear of being rejected by the one he truly loves.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBattle of the Year (2013)
A down-on-his-luck coach is hired to prepare a team of the best American dancers for an international tournament that attracts all the best crews from around the world, but the Americans haven't won in fifteen years.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Best of Me (2014)
A pair of former high school sweethearts reunite after many years when they return to visit their small hometown.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies 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
SnoozefestMovies like thisEmma. (2020)
In 1800s England, a well-meaning but selfish young woman meddles in the love lives of her friends.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisWhat's Your Number? (2011)
Ally Darling is realizing she's a little lost in life. Her latest romance has just fizzled out, and she's just been fired from her marketing job. Then she reads an eye-opening magazine article that warns that 96 percent of women who've been with 20 or more lovers are unlikely to find a husband. Determined to turn her life around and prove the article wrong, Ally embarks on a mission to find the perfect mate from among her numerous ex-boyfriends.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBeyond the Sea (2004)
Based on the life and career of legendary entertainer, Bobby Darin, the biopic moves back and forth between his childhood and adulthood, to tell the tale of his life.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSuccubus (2024)
A new father going through a marital separation joins a dating app and matches with a beautiful but mysterious young woman... whose powers of seduction and manipulation entangle him in a mystery more horrifying than he could have ever imagined.
Why it matches: Recommended by TMDB viewers
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Frequently asked questions
What are the best movies like Why Not Both?
The closest matches to Why Not Both are Play It Again, Sam (1972), Crossing Delancey (1988) and Clueless (1995). Below are 17 more, each with the reason it matches.
What should I watch after Why Not Both?
Start with Play It Again, Sam (1972), the closest match to Why Not Both.
What is the highest-rated movie like Why Not Both?
Succubus (2024), rated 8.3/10 by 279 TMDB users.
What is the newest movie like Why Not Both?
The Wrong Paris (2025) is the most recent release on this list.
Are there English movies like Why Not Both?
Yes: Play It Again, Sam (1972), Crossing Delancey (1988) and Clueless (1995).
How are movies similar to Why Not Both chosen?
First come films that Trakt’s viewers watch alongside Why Not Both, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.