20 Dates 1998
"A comedy so real you'll think it's fiction."
In *20 Dates (1998)*, first-time filmmaker Myles Berkowitz blends romance and comedy into an experimental quest for love and cinematic success.
Director: Myles Berkowitz
Cast
Frequently Asked Questions
What is *20 Dates (1998)* about?
This indie rom-com follows Myles, a recently divorced aspiring filmmaker in L.A., as he embarks on 20 documented dates to both find love and create his first movie. The project spirals into a mix of art, authenticity, and odd encounters, all while he debates life and romance with his old film teacher.
Who directed *20 Dates*?
The film was directed by Myles Berkowitz, who also stars in the movie and navigates its offbeat premise.
Who stars in *20 Dates*?
The cast includes Tia Carrere, Elisabeth Wagner, Richard Arlook, Robert McKee, and Myles Berkowitz himself.
Is *20 Dates (1998)* worth watching?
For fans of witty rom-coms with a meta twist, *20 Dates* offers a refreshingly unconventional take on modern love and ambition. While it's a low-budget indie, its playful blend of humor and heart makes it a charming cult find for those who enjoy offbeat narratives.
How long is *20 Dates*?
The runtime is 87 minutes.
About 20 Dates (1998) — A Rom-Com Experiment Filmed in Real Time
In *20 Dates (1998)*, first-time filmmaker Myles Berkowitz blends romance and comedy into an experimental quest for love and cinematic success. Freshly divorced and chasing two dreams in Los Angeles, Myles embarks on a bold plan: documenting 20 real-life dates on camera to find the one—and turn the footage into his debut feature. With a $60,000 investment from a mysterious backer, the stakes rise as he navigates awkward encounters, shifting motivations, and the blurred line between art and authenticity. Alongside insightful chats with his former mentor Robert McKee, Myles questions whether romance can thrive in today's fast-paced world—or if it's all just performance.
This clever meta-comedy oscillates between heart and humor, asking viewers to ponder what's genuine in love and filmmaking alike. Shot in a quirky, vérité style, *20 Dates* delivers a playful yet poignant look at modern dating, film ambition, and the fine line between scripted charm and raw truth.