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Movies Like Stupid Cupid (What to Watch After)

Loved Stupid Cupid, should consider this hand-picked list which 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

I Love You Again
7.2

I Love You Again

1940

Boring businessman Larry Wilson recovers from amnesia and discovers he's really a con man...and loves his soon-to-be-ex wife.

Love Is in the Air
6.2

Love Is in the Air

2023

A fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever.

¿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.

The Best You Can
7.0

The Best You Can

2025

Cynthia Rand is a buttoned-up New Yorker married to a brilliant professor 25 years her senior. She begins feeling the effects of her husband’s advancing age on their relationship, just as her world is turned upside down by the arrival of sharp but chronically underachieving security guard Stan Olszewski in this smart rom-com that reunites Bacon and Sedgwick on screen for the first time in 20 years.

Girl on a Bicycle
6.0

Girl on a Bicycle

2013

Paolo, an Italian tour bus driver living in Paris, has just summoned up the courage to propose marriage to his German girlfriend Greta. However, a chance encounter with a French woman on a bicycle the very next day turns Paolo's life upside down.

Dean
5.8

Dean

2016

A comedy about loss, grief, and the redemptive power of love. Dean is a NY illustrator who falls hard for an LA woman while trying to prevent his father from selling the family home in the wake of his mother's death.

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.

Which Brings Me to You
6.2

Which Brings Me to You

2023

Two romantic burnouts, Jane and Will, are immediately drawn to each other at a mutual friend’s wedding. After a disastrous hookup in the coatroom, the two spend the next 24 hours together, trading candid confessions of messy histories and heartbreak, on the off chance that this fling might be the real thing.

More Movies Like Stupid Cupid

Love, Weddings & Other Disasters
6.0

Love, Weddings & Other Disasters

2020

A fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.

How I Got Into College
5.9

How I Got Into College

1989

High school senior Marlon Bowne is smitten with overachieving classmate Jessica Kailo. But, if he wants to have a shot with her, he'll have to find a way to get into Ramsey College, Jessica's top choice of schools. It won't be easy, since the college is highly selective and Marlon's grades are hardly impressive. That means the lovelorn teen will have to find a way to score high on the SATs and win over the college admissions committee.

I'm No Angel
6.3

I'm No Angel

1933

Bold performer Tira works as dancing beauty and lion tamer at a fair. Out of an urgent financial need, she agrees to a risky new number: she'll put her head into the lion's mouth! With this attraction, the circus makes it to New York and Tira can pursue her dearest occupation — flirting with rich men and accepting expensive presents.

Sex Appeal
6.6

Sex Appeal

2022

Avery, a teenager with a tendency towards perfectionism, enlists her friend Larson to help her prepare for her first time with her long-distance boyfriend.

Catch and Release
5.9

Catch and Release

2006

For a grieving fiancée, learning to love again requires the help of her late love's three best friends.

A Nice Girl Like You
5.9

A Nice Girl Like You

2020

Lucy Neal is thrown for a loop when she is accused of being too inhibited by her ex-boyfriend. In an effort to prove him wrong, Lucy creates a rather wild to-do list that sends her on a whirlwind and surprising journey of self-discovery, friendship, and new love.

The Other End of the Line
6.4

The Other End of the Line

2007

An employee at an Indian call-center travels to San Francisco to be with a guy she falls for over the phone.

What's Love Got to Do with It?
6.0

What's Love Got to Do with It?

2023

Two childhood friends now in their thirties must decide whether to follow their heads or their hearts once the man decides to follow his parents' advice and enter into an arranged marriage in Pakistan.

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.

Chasing Papi
6.7

Chasing Papi

2003

Playboy Thomas Fuentes has so far been able to skate by in life on good looks and charm alone. But when his duplicitous relationships with three women -- impassioned waitress Cici, meticulous lawyer Lorena and bored socialite Patricia -- spiral out of control, he suffers a mental breakdown. His doctor recommends that he choose just one girlfriend -- but can he choose in time before they discover his deception?

Prom Pact
7.2

Prom Pact

2023

It's prom season, and high school senior Mandy and her best friend and fellow outsider Ben are surrounded by over-the-top "promposals." Mandy is only focused on getting into her dream school Harvard, but as she starts tutoring basketball all-star Graham, she must re-evaluate whether her dream school is worth the cost of everything she believes in.

What a Way to Go!
7.1

What a Way to Go!

1964

A four-time widow discusses her four marriages, in which all of her husbands became incredibly rich and died prematurely because of their drive to be rich.

Why These Movies Are Similar

These recommendations share core qualities with Stupid Cupid (2012): 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 Stupid Cupid.

See full details for Stupid Cupid (2012)

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