Movies like Tootsie (1982)
The best movies like Tootsie (1982) are Romance & Cigarettes (2006), Someone Great (2019) and Down with Love (2003). If Tootsie 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
Romance & Cigarettes (2006)
Ironworker 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. Kitty kicks Nick out of the house, and he is forced to make some difficult decisions.
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 thisDown with Love (2003)
In 1962 New York City, love blossoms between a playboy journalist and a feminist advice author.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies 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 thisHow to Be Single (2016)
New York City is full of lonely hearts seeking the right match, and what Alice, Robin, Lucy, Meg, Tom and David all have in common is the need to learn how to be single in a world filled with ever-evolving definitions of love.
Why it matches: Recommended by TMDB viewers · both comedy & romance
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 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 Knack... and How to Get It (1965)
A 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 but paint things white.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisSleeping with Other People (2015)
Can two serial cheaters get a second chance at love? After a one-night stand in college, New Yorkers Lainey and Jake meet by chance twelve years later and discover they each have the same problem: because of their monogamy-challenged ways, neither can maintain a relationship. Determined to stay friends despite their mutual attraction, they make a pact to keep it platonic, a deal that proves easier said than done.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisShe'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: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisFriends with Benefits (2011)
Dylan 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 without any emotional attachment.
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 thisWhat's New Pussycat? (1965)
A playboy who refuses to give up his hedonistic lifestyle to settle down and marry his true love seeks help from a demented psychoanalyst who is having romantic problems of his own.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies 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 thisNo Hard Feelings (2023)
On 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 her surprise, Maddie soon discovers the awkward Percy is no sure thing.
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 thisCan't Hardly Wait (1998)
It's graduation day at Huntington Hills High, and you know what that means - time to party. And not just any party, either. This one will be a night to remember, as the nerds become studs, the jocks are humiliated, and freshman crushes blossom into grown-up romance.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThe Perfect Find (2023)
After a high-profile firing, everything is at stake for 40-year-old Jenna: her career, her ticking biological clock, and her bank account. Her fashion career comeback hits a snag when she falls for a charming, much younger coworker — who happens to be her boss’s son. As sparks fly, Jenna must decide if she’ll risk it all on a secret romance with the one person who could destroy her comeback.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisBroadcast News (1987)
A high-strung news producer finds herself in a love triangle between a talented but self-doubting reporter and a charming news anchor who embodies the growing trivialization of news that she is determined to fight against.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisRicky Stanicky (2024)
When three childhood best friends pull a prank gone wrong, they invent the imaginary Ricky Stanicky to get them out of trouble. Twenty years later, the trio still uses the nonexistent Ricky as a handy alibi for their immature behavior. But when their spouses and partners get suspicious and demand to finally meet the fabled Mr. Stanicky, the guilty trio decide to hire a washed-up actor and raunchy celebrity impersonator to bring him to life.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBetrayed Women (2024)
Two married people fall in love and everything else breaks apart. A infidelities story told in a female voice.
Why it matches: Similar story and style · both comedy & romance
Something Blue (2025)
Lifelong friends Óscar and Eli find themselves in a messy situation after a drunken night leads to unexpected consequences. Forced to replace a ruined wedding dress, they embark on a chaotic journey filled with setbacks and awkward run-ins with their exes.
Why it matches: Similar story and style · both romance & comedy
Bringing Up Baby (1938)
David Huxley is waiting to get a bone he needs for his museum collection. Through a series of strange circumstances, he meets Susan Vance, and the duo have a series of misadventures which include a leopard called Baby.
Why it matches: Similar story and style · both comedy & romance
Worth the HypeMovies like thisCity Lights (1931)
A tramp falls in love with a beautiful blind flower girl. His on-and-off friendship with a wealthy man allows him to be the girl's benefactor and suitor.
Why it matches: Similar story and style · both comedy & romance
Absolute CinemaMovies like thisKeep the Change (2018)
When aspiring filmmaker David is mandated by a judge to attend a social program at the Jewish Community Center, he is sure of one thing: he doesn't belong there. But when he's assigned to visit the Brooklyn Bridge with the vivacious Sarah, sparks fly and his convictions are tested. Their budding relationship must weather Sarah's romantic past, David's judgmental mother, and their own pre-conceptions of what love is supposed to look like.
Why it matches: Similar story and style · both comedy & romance
Stranger Than Fiction (2006)
Harold Crick is a lonely IRS agent whose mundane existence is transformed when he hears a mysterious voice narrating his life.
Why it matches: Similar story and style · both comedy & romance
Worth the HypeMovies like thisShortbus (2006)
In post-9/11 New York City, an eclectic group of citizens find their lives entangled, personally, romantically, and sexually, at Shortbus, an underground Brooklyn salon infamous for its blend of art, music, politics, and carnality.
Why it matches: Similar story and style · both romance & comedy
Popcorn FlickMovies like thisA Catastrophe in Hester Street (1904)
Two workers leave boxes of explosives with a push cart street vendor while they visit a bar. They return drunk and accidentally drop a box of nitro powder, causing an explosion that wrecks the block and blows off the vendor’s arm. A policeman shows up to the carnage and tries to replace the vendor’s arm with a severed leg.
Why it matches: Similar story and style · both comedy
The Cohens and Kellys (1926)
Jacob Cohen, who owns a dry goods store, and Patrick Kelly, an Irish cop, are constantly at loggerheads, feuding over anything and everything. Kelly's son, Tim, and Cohen's daughter, Nannie, fall in love despite the bickering of their parents; when they cannot get parental consent for their marriage, they secretly wed.
Why it matches: Similar story and style · both comedy
Cars (2006)
Lightning McQueen, a hotshot rookie race car driven to succeed, discovers that life is about the journey, not the finish line, when he finds himself unexpectedly detoured in the sleepy Route 66 town of Radiator Springs. On route across the country to the big Piston Cup Championship in California to compete against two seasoned pros, McQueen gets to know the town's offbeat characters.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like this
Like Tootsie and something else?
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Frequently asked questions
What are the best movies like Tootsie?
The closest matches to Tootsie are Romance & Cigarettes (2006), Someone Great (2019) and Down with Love (2003). Below are 27 more, each with the reason it matches.
What should I watch after Tootsie?
Start with Romance & Cigarettes (2006), the closest match to Tootsie.
What is the highest-rated movie like Tootsie?
¿Quieres ser mi hijo? (2023), rated 8.4/10 by 378 TMDB users.
What is the newest movie like Tootsie?
One Night Only (2026) is the most recent release on this list.
Are there English movies like Tootsie?
Yes: Romance & Cigarettes (2006), Someone Great (2019) and Down with Love (2003).
How are movies similar to Tootsie chosen?
First come films that Trakt’s viewers watch alongside Tootsie, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.