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Movies Like Down with Love (What to Watch After)

Loved Down with Love, you will appreciate how these films questions the purpose and weight of our choices all while offering targets the intellect with complex, multi-layered ideas. Carefully balances character depth with narrative flow makes this definitely worth a watch.

Mood Breakdown
Runtime Cluster

Standard feature-length experiences.

Viewer Fit

Best for fans of who appreciate concise storytelling.

Top Picks

What's New Pussycat?
6.0

What'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.

Sex and the Single Girl
6.5

Sex and the Single Girl

1964

A womanizing reporter for a sleazy tabloid magazine impersonates his hen-pecked neighbor in order to get an expose on renowned psychologist Helen Gurley Brown.

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!

Tootsie
7.2

Tootsie

1982

When struggling, out of work actor Michael Dorsey secretly adopts a female alter ego – Dorothy Michaels – in order to land a part in a daytime drama, he unwittingly becomes a feminist icon and ends up in a romantic pickle.

Pillow Talk
7.1

Pillow Talk

1959

Playboy songwriter Brad Allen's succession of romances annoys his neighbor, interior designer Jan Morrow, who shares a telephone party line with him and hears all his breezy routines. After Jan unsuccessfully lodges a complaint against him, Brad sets about to seduce her in the guise of a sincere and upstanding Texas rancher. When mutual friend Jonathan discovers that his best friend is moving in on the girl he desires, however, sparks fly.

Alfie
5.8

Alfie

2004

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

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.

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.

More Movies Like Down with Love

¿Quieres ser mi hijo?
8.5

¿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.

Woman of the Year
6.9

Woman of the Year

1942

Rival reporters Sam Craig and Tess Harding fall in love and get married, only to find their relationship strained when Sam comes to resent Tess' hectic lifestyle.

That Touch of Mink
6.4

That Touch of Mink

1962

Cathy Timberlake is en route to a job interview when a car transporting businessman Philip Shayne covers her in mud. He sends his assistant, Roger, to apologize, but upon meeting Cathy, Roger knows that she would be a suitable match for his boss. Despite their mutual attraction, Cathy and Philip want different things. Philip wants a fling, while Cathy wants a marriage. As they travel to exotic locales, their differing motivations are put to the test.

It Happened One Night
7.8

It Happened One Night

1934

A runaway heiress makes a deal with the rogue reporter trailing her but the mismatched pair end up stuck with each other when their bus leaves them behind.

Is This Thing On?
6.5

Is This Thing On?

2025

As their marriage quietly unravels, Alex faces middle age and an impending divorce, seeking new purpose in the New York comedy scene while Tess confronts the sacrifices she made for their family—forcing them to navigate co-parenting, identity, and whether love can take a new form.

Professor Marston and the Wonder Women
7.2

Professor Marston and the Wonder Women

2017

The unconventional life of Dr. William Marston, the Harvard psychologist and inventor who helped invent the modern lie detector test and co-created Wonder Woman in 1941.

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.

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.

Chasing Amy
6.8

Chasing Amy

1997

Holden and Banky are comic book artists. Everything is going good for them until they meet Alyssa, also a comic book artist. Holden falls for her, but his hopes are crushed when he finds out she's a lesbian.

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.

Just One of the Guys
6.4

Just One of the Guys

1985

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.

Players
6.1

Players

2024

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.

Why These Movies Are Similar

These recommendations share core qualities with Down with Love (2003): 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 Down with Love.

See full details for Down with Love (2003)

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