NoBadPicks

Movies Like Ask Me If I'm Happy

If you loved Ask Me If I'm Happy's Comedy storytelling, these films deliver a similar experience — carefully selected for tone, themes, and emotional depth. Each pick includes where to watch it right now.

Top Picks

Kicking and Screaming
6.2

Kicking and Screaming

1995

After college graduation, Grover's girlfriend Jane tells him she's moving to Prague to study writing. Grover declines to accompany her, deciding instead to move in with several friends, all of whom can't quite work up the inertia to escape their university's pull. Nobody wants to make any big decisions that would radically alter his life, yet none of them wants to end up like Chet, the professional student who tends bar and is in his tenth year of university studies.

Shortcomings
6.0

Shortcomings

2023

When his girlfriend leaves for New York City on a 3-month-long internship, a strongly opinionated Berkeley arthouse movie theater manager begins exploring life as a bachelor.

(500) Days of Summer
7.3

(500) Days of Summer

2009

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.

I Like Movies
7.1

I Like Movies

2023

Socially inept 17-year-old cinephile Lawrence Kweller gets a job at a video store, where he forms a complicated friendship with his older female manager.

Three Men and a Leg
8.0

Three Men and a Leg

1997

Friends Aldo, Giovanni, and Giacomo cross Italy from north to south for Giacomo's wedding: the father of the bride, a despotic magnate who is both their boss and father-in-law—since Aldo and Giovanni have also married into the family not for love but for money, a fate now awaiting Giacomo—has entrusted them with a priceless piece of modern art, one that looks just like a rather unremarkable wooden leg.

Author! Author!
5.9

Author! Author!

1982

A broadway playwright is burning the candle at both ends. He is dealing with pressure from a production nearing premiere, a wife who is leaving him, and 5 children 4 of which belong to her.

We All Loved Each Other So Much
8.3

We All Loved Each Other So Much

1974

Three partisans bound by a strong friendship return home after the war, but the clash with everyday reality puts a strain on their bond.

Young Adult
5.8

Young Adult

2011

A divorced writer from the Midwest returns to her hometown to reconnect with an old flame, who's now married with a family.

More Movies Like Ask Me If I'm Happy

Beaches
6.7

Beaches

1988

A privileged rich debutante and a cynical struggling entertainer share a turbulent, but strong childhood friendship over the years.

My Friends Act III
6.4

My Friends Act III

1985

This time the "amici" (friends) are just four: Necchi, Meandri, Mascetti and Sassaroli. Nevertheless they are older they still love to spend their time mainly organizing irresistible jokes to everyone in every kind of situation. Mascetti is hospitalized in a geriatric clinic. Of course the place become immediately the main stage for all their jokes. After some jokes they decided to place an ultimate incredible and farcical joke to the clinic guests.

A Man Called Otto
7.8

A Man Called Otto

2022

When a lively young family moves in next door, grumpy widower Otto Anderson meets his match in a quick-witted, pregnant woman named Marisol, leading to an unlikely friendship that turns his world upside down.

That's Life
7.5

That's Life

1998

While on the run from the police, an unlikely companionship blossoms between a funny con man who just broke out of jail, the bumbling cop whose car he seized at gunpoint, and a nitpicking civilian he unwittingly took hostage.

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.

Elizabethtown
6.2

Elizabethtown

2005

Drew Baylor is fired after causing his shoe company to lose hundreds of millions of dollars. To make matters worse, he's also dumped by his girlfriend. On the verge of ending it all, Drew gets a new lease on life when he returns to his family's small Kentucky hometown after his father dies. Along the way, he meets a flight attendant with whom he falls in love.

Trust
6.8

Trust

1990

After being thrown away from home, pregnant high school dropout Maria meets Matthew, a highly educated and extremely moody electronics repairman. The two begin an unusual romance built on their sense of mutual admiration and trust.

I Vitelloni
7.6

I Vitelloni

1953

Five young men dream of success as they drift lazily through life in a small Italian village. Fausto, the group's leader, is a womanizer; Riccardo craves fame; Alberto is a hopeless dreamer; Moraldo fantasizes about life in the city; and Leopoldo is an aspiring playwright. As Fausto chases a string of women, to the horror of his pregnant wife, the other four blunder their way from one uneventful experience to the next.

My Girl
7.4

My Girl

1991

Vada Sultenfuss is obsessed with death. Her mother is dead, and her father runs a funeral parlor. She is also in love with her English teacher, and joins a poetry class over the summer just to impress him. Thomas J., her best friend, is "allergic to everything", and sticks with Vada despite her hangups. When Vada's father hires Shelly, and begins to fall for her, things take a turn to the worse...

Paper Man
6.3

Paper Man

2009

A coming-of-middle-age comedy that chronicles the unlikely friendship between failed author Richard Dunne and a Long Island teen who teaches him a thing or two about growing up, all under the disapproving eye of his long-suffering wife and his imaginary Superhero friend.

Café Society
6.4

Café Society

2016

The story of a young man who arrives in Hollywood during the 1930s hoping to work in the film industry, falls in love, and finds himself swept up in the vibrant café society that defined the spirit of the age.

Roxanne
6.4

Roxanne

1987

In this modern take on Edmond Rostand's classic play "Cyrano de Bergerac," C. D. Bales is the witty, intelligent, and brave fire chief of a small Pacific Northwest town who, due to the size of his enormous nose, declines to pursue the girl of his dreams, lovely Roxanne Kowalski. Instead, when his shy underling Chris McConnell becomes smitten with Roxanne, C.D. feeds the handsome young man the words of love to win her heart.

Why These Movies Are Similar

These recommendations share core qualities with Ask Me If I'm Happy (2000): Comedy 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 Ask Me If I'm Happy.

See full details for Ask Me If I'm Happy (2000)

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