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Movies Like Tootsie (What to Watch After)

Fans of Tootsie, can dive deeper into questions the purpose and weight of our choices while maintaining targets the intellect with complex, multi-layered ideas. Carefully balances character depth with narrative flow makes this a solid addition to your watchlist.

Mood Breakdown
Runtime Cluster

Standard feature-length experiences.

Viewer Fit

Best for fans of who appreciate concise storytelling.

Top Picks

Romance & Cigarettes
6.0

Romance & Cigarettes

2005

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.

Carnal Knowledge
6.6

Carnal Knowledge

1971

Two lifelong friends navigate complex sexual encounters and emotional entanglements, wrestling with societal norms and personal desires.

Someone Great
6.4

Someone 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.

Not Okay
6.3

Not Okay

2022

An ambitious young woman, desperate for followers and fame, fakes a trip to Paris to up her social media presence. When a terrifying incident takes place in the real world and becomes part of her imaginary trip, her white lie becomes a moral quandary that offers her all the attention she’s wanted.

Down with Love
6.1

Down with Love

2003

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

Last Night
6.1

Last Night

2010

Michael and Joanna are a young and successful married couple who appear to have it all. But when Michael finds himself alone on a business trip with an attractive new colleague and Joanna encounters the other great love of her life, each is thrust into an evening of temptation.

Manhattan
7.7

Manhattan

1979

Manhattan explores how the life of a middle-aged television writer dating a teenage girl is further complicated when he falls in love with his best friend's mistress.

Someone Like You...
6.0

Someone 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.

More Movies Like Tootsie

Little Manhattan
7.2

Little Manhattan

2005

Ten-year-old Gabe Burton is just an average kid growing up in Manhattan until Rosemary Telesco walks into his karate class. But before Gabe can tell Rosemary how he feels, she reveals that she won't be going to public school any more. Gabe has a lot more to learn about life, love, and girls.

How to Be Single
6.3

How 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.

Hello, My Name Is Doris
6.4

Hello, My Name Is Doris

2015

A self-help seminar inspires a sixty-something woman to romantically pursue her younger co-worker.

Sex and the City
6.6

Sex and the City

2008

A New York writer on sex and love is finally getting married to her Mr. Big. But her three best girlfriends must console her after one of them inadvertently leads Mr. Big to jilt her.

Alfie
5.8

Alfie

2004

A tale of a philosophical womanizer who is forced to question his seemingly carefree existence.

How to Lose a Guy in 10 Days
6.9

How to Lose a Guy in 10 Days

2003

It's the battle of wills, as Andie needs to prove she can dump a guy in 10 days, whereas Ben needs to prove he can win a girl in 10 days. Now, the clock is ticking—and the wildly entertaining comedy smash is off and running in this irresistible tale of sex, lies and outrageous romantic fireworks!

Trust
6.4

Trust

2021

Set in the glamour of the New York and Paris art scenes, gallery owner Brooke Gatwick and her newscaster husband Owen Shore, face temptation, jealousy, twists and mystery when two seductive newcomers enter their lives.

Unfaithful
6.7

Unfaithful

2002

A New York suburban couple's marriage goes dangerously awry when the wife indulges in an adulterous fling.

Ricky Stanicky
6.5

Ricky 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.

Heights
6.3

Heights

2005

Spanning twenty-four hours, HEIGHTS follows five New Yorkers challenged to choose their destiny before the sun comes up the next day.

My Sassy Girl
6.7

My Sassy Girl

2008

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

Friends with Benefits
6.6

Friends 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 These Movies Are Similar

These recommendations share core qualities with Tootsie (1982): Comedy and Romance themes, similar narrative structure, and comparable emotional depth. NoBadPicks uses a combination of TMDB collaborative filtering, genre matching, and AI analysis to surface films most likely to resonate with fans of Tootsie.

See full details for Tootsie (1982)

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