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Comedy Cult Classic

Cross-dressing meets gold-digging in Chuck Vincent's irreverent NYC comedy.

NEW YORK'S FINEST

1988 · 1h 26m · R · Comedy · IMDB TMDB

A cross dresser helps three whores on their search for rich husbands

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Quick Answer

What is New York's Finest about?

New York's Finest is a 1988 American comedy film directed by Chuck Vincent about a cross dresser who helps three women, working as prostitutes, in their quest to find wealthy husbands.

Programmer's Pick

Chuck Vincent trades subtlety for sass, delivering a comedy where cross-dressing isn’t just a gag—it’s a business strategy. If you like your social commentary with a wink and a side of thigh, this New York romp is ready to strut.

— SassyFlix Programmer

Overview

Set against the bustling backdrop of New York City, New York's Finest centers on a cross dresser who becomes an unlikely ally to three women working as prostitutes. Together, they navigate the city's colorful social scene in pursuit of rich husbands, employing both wit and boldness to improve their fortunes. The film blends themes of economic aspiration, gender roles, and urban survival with a playful, irreverent tone. With its mix of cross-dressing escapades, candid sexuality, and comedic twists, Chuck Vincent's independent comedy mines the intersection of desire and opportunity in the big city, inviting viewers into a world where the search for love and money is anything but routine.

Details & Specs

Director
Chuck Vincent
Writers
Craig Horrall, Chuck Vincent
Release
1988
Runtime
1h 26m
Genres
Comedy

Cast & Crew

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Director: Chuck Vincent Writers: Craig Horrall +1 more
Jennifer Delora Jennifer Delora Loretta Michaels Ruth Collins Ruth Collins Joy Sugerman Heidi Paine Heidi Paine Carley Pointer Scott Baker Scott Baker Dougie Veronica Hart Veronica Hart Bunny AN Alan Naggar Fillmore John Altamura John Altamura Brian Morrison Daniel Chapman Daniel Chapman Wire HS Harvey Siegel Max LP Loretta Palma Mrs. Flanagan Rick Savage Rick Savage Mr. Smith MZ Miriam Zucker Mrs. Rush GW Gary Warner Detective #1 KS Kurt Sinclair Detective #2 MO Mollie O'Mara Salesgirl KN Karen Nielsen Hooker #1 James McCaffrey James McCaffrey Maitre d' AF Alan Fisler Tennison Alderman Jose Duval Jose Duval Papillion BT Boomer Tibbs Boss RB Russ Batt Axel Witherspoon AA Andy Anderson Mr. Fullright MP Murray Pilch Mr. Walker FC Frank Cole Cop #1 PC Preston Cody Cop #2 CD Craig Derrick Cop #3 JW Judy Wiener Waitress Rocky Dilorenzo Rocky Dilorenzo Hunk #1 BF Brouke Franklin Hunk #2 KM Ken Marchinko Host / Salesman DT Denise Torek Hooker #2 CS Catherine Shelter Hooker #3

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Why Cult

Cross-Dressing Comedy

A cross dresser takes center stage, shaking up gender norms and the city’s dating scene.

Sex and Capitalism

The plot dives headfirst into the transactional world of sex-for-money and gold-digging schemes.

Irreverent NYC Humor

New York’s hustle is lampooned with cheeky characters and bold comic setups.

Cult Director Chuck Vincent

Chuck Vincent brings his signature independent flair to this offbeat urban tale.

Scene Gallery

Questions from the Vault

When was New York's Finest released? +

New York's Finest was released in 1988.

Who directed New York's Finest? +

New York's Finest was directed by Chuck Vincent.

How long is New York's Finest? +

New York's Finest has a runtime of 86 minutes.

What genre is New York's Finest? +

New York's Finest is a comedy.

Where can I watch New York's Finest? +

You can watch New York's Finest on SassyFlix.

Trailers & Clips

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