Movies like Tootsie
Tootsie (1982) is a comedy movie directed by Sydney Pollack. The list below collects the movies that people who loved it enjoyed most, best known first.
1. Friends with Benefits (2011)
★ 6.6 · 8,559 votes · Romance, Comedy
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.
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2. (500) Days of Summer (2009)
★ 7.3 · 11,380 votes · Comedy, Drama, Romance
Tom, greeting-card writer and hopeless romantic, is caught completely off-guard when his girlfriend, Summer, suddenly dumps him. He reflects on their 500 days together to try to figure out where their love affair went sour, and in doing so, Tom rediscovers his true passions in life.
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3. Eternal Sunshine of the Spotless Mind (2004)
★ 8.1 · 16,855 votes · Sci-Fi, Drama, Romance
Joel Barish, heartbroken that his girlfriend underwent a procedure to erase him from her memory, decides to do the same. However, as he watches his memories of her fade away, he realises that he still loves her, and may be too late to correct his mistake.
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4. Someone Great (2019)
★ 6.4 · 1,212 votes · Comedy, Romance
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.
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5. How to Be Single (2016)
★ 6.3 · 3,407 votes · Comedy, Romance
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.
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6. Ricky Stanicky (2024)
★ 6.5 · 859 votes · Comedy
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.
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7. She's Gotta Have It (1986)
★ 6.6 · 373 votes · Comedy, Romance
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.
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8. My Sassy Girl (2008)
★ 6.8 · 425 votes · Comedy, Romance
A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.
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9. Sleeping with Other People (2015)
★ 6.3 · 1,015 votes · Comedy, Romance
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.
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10. No Hard Feelings (2023)
★ 6.7 · 4,097 votes · Comedy, Romance
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.
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11. Focus (2015)
★ 6.9 · 8,463 votes · Romance, Comedy, Crime
Nicky, an accomplished con artist, gets romantically involved with his disciple Jess but later ends their relationship. Years later, she returns as a femme fatale to spoil his plans.
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12. Broadcast News (1987)
★ 6.8 · 489 votes · Comedy, Romance
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.
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13. ¿Quieres ser mi hijo? (2023)
★ 8.4 · 378 votes · Comedy, Romance
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.
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