Advice From a Caterpillar Poster

Advice From a Caterpillar 1999

★ 3.65 votes90 min📅 1999-02-15

"Girl meets boy. Boy meets boy. Girl meets boy's boy.... whatever."

In *Advice From a Caterpillar (1999)*, New York artist Missy's carefree approach to love takes an unexpected turn when her uncomplicated fling with a married man shifts after meeting Brat.

Director: Don Scardino

Cast

Andy Dick
Andy Dick
Spaz
Cynthia Nixon
Cynthia Nixon
Missy
Jon Tenney
Jon Tenney
Suit
Timothy Olyphant
Timothy Olyphant
Brat
Patrick Breen
Patrick Breen
Hunter #1
Alice Drummond
Alice Drummond
Diner Grandmother
William Duell
William Duell
Hunter #2
Enid Graham
Enid Graham
Diner Young Woman
Stacy Highsmith
Stacy Highsmith
A Fan
Robert Hogan
Robert Hogan
Diner Husband

Frequently Asked Questions

What is Advice From a Caterpillar (1999) about?

This quirky romantic comedy follows Missy, a free-spirited artist in New York City, whose laid-back attitude toward love is upended when she falls for Brat, a genuine guy who happens to be dating her best friend. As her feelings grow, Missy must decide whether to risk her friendship and her own identity for a chance at happiness.

Who directed Advice From a Caterpillar?

The film was directed by Don Scardino, known for his work in both television and film.

Who stars in Advice From a Caterpillar?

The movie features Andy Dick, Cynthia Nixon, Jon Tenney, Timothy Olyphant, and Patrick Breen in key roles.

Is Advice From a Caterpillar (1999) worth watching?

While not a mainstream hit, *Advice From a Caterpillar* offers a refreshing take on romantic comedies with its offbeat humor and relatable themes. Its 90-minute runtime and charming cast make it a cozy watch for fans of quirky love stories.

How long is Advice From a Caterpillar?

The film has a runtime of 90 minutes.

🎥 Trailer

About Advice From a Caterpillar (1999) — Offbeat NYC romance with unexpected love triangles

In *Advice From a Caterpillar (1999)*, New York artist Missy's carefree approach to love takes an unexpected turn when her uncomplicated fling with a married man shifts after meeting Brat. Charming and nostalgic for 70s sitcoms, Brat seems like the perfect match—except he's already dating her best friend, Spaz. As Missy and Brat's connection deepens, she's forced to confront whether love can coexist with loyalty, all while navigating the chaos of modern romance in the city's vibrant, quirky landscape.

Directed by Don Scardino, this offbeat romantic comedy blends wit and warmth with a cast that includes Andy Dick, Cynthia Nixon, and Timothy Olyphant. With its playful exploration of identity and unconventional relationships, the film captures the messy, sometimes hilarious journey of finding your way in love—without losing yourself in the process.