Tootsie

Movies Like

Tootsie (1982)

Comedy, Romance

If you loved Tootsie, you'll love these similar films. Handpicked based on shared themes, genre, and feel.

Romance & Cigarettes

Romance & Cigarettes

2005 ★ 6.0

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.

Someone Great

Someone Great

2019 ★ 6.4

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.

Down with Love

Down with Love

2003 ★ 6.1

In 1962 New York City, love blossoms between a playboy journalist and a feminist advice author.

Someone Like You...

Someone Like You...

2001 ★ 6.0

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.

How to Be Single

How to Be Single

2016 ★ 6.3

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.

Ricky Stanicky

Ricky Stanicky

2024 ★ 6.5

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.

Friends with Benefits

Friends with Benefits

2011 ★ 6.6

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.

My Sassy Girl

My Sassy Girl

2008 ★ 6.7

A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.

The Knack... and How to Get It

The Knack... and How to Get It

1965 ★ 6.0

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.

The Moment

The Moment

2026 ★ 6.1

A rising pop sensation navigates fame and industry pressures while preparing for her arena tour debut, revealing the transformation of underground culture into mainstream success.

No Hard Feelings

No Hard Feelings

2023 ★ 6.7

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.

What's New Pussycat?

What's New Pussycat?

1965 ★ 6.0

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.

¿Quieres ser mi hijo?

¿Quieres ser mi hijo?

2023 ★ 8.4

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.

Can't Hardly Wait

Can't Hardly Wait

1998 ★ 6.2

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.

The Seven Year Itch

The Seven Year Itch

1955 ★ 7.1

When his family goes away for summer vacation, a hitherto faithful publishing executive with an overactive imagination is tempted by an attractive new neighbor.

Just One of the Guys

Just One of the Guys

1985 ★ 6.4

When Terry Griffith loses her high school's writing competition, she's convinced that it's because she's a girl. So Terry decides to change high schools and pose as a boy to prove her point. Her brother, Buddy, helps her pass as a guy so well that she is soon making friends with the boys at school, including the attractive Rick, who becomes her new best friend. But her gender-swapping makes things difficult when she falls in love with him.

Fading Gigolo

Fading Gigolo

2013 ★ 5.8

Fioravante decides to become a professional Don Juan as a way of making money to help his cash-strapped friend, Murray. With Murray acting as his "manager", the duo quickly finds themselves caught up in the crosscurrents of love and money.

Players

Players

2024 ★ 6.1

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.

Focus

Focus

2015 ★ 6.9

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.

How to Date Billy Walsh

How to Date Billy Walsh

2024 ★ 6.4

Archie has been in love with his best friend Amelia for as long as he can remember. Just when he builds up the courage to declare his feelings, she falls head over heels for Billy Walsh, a new American transfer student.

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