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Kirk Douglas + Dan Aykroyd + Lauren Bacall walk into a brothel... and it's somehow wholesome?
TMDB
52
IMDb
54
Rotten Tomatoes
24
Google
68
Watch(US)

Diamonds (1999)

geriatric road tripfamily dysfunctionbizarre treasure hunt

Overview

ComedyDramaMystery

Mystery about an ex-prizefighter who embarks on a journey to find 13 missing diamonds

Flag of USUS
Content warning
reconciliationmasculinity and agingfamily legacyredemption

Standout Aspects

Acting

Kirk Douglas's late-career swagger plus Bacall's scene-stealing cameo

Direction

John Asher somehow keeps this tonal mess charmingly watchable

Writing

Dialogue that thinks it's smarter than it is—but Douglas sells it

Best for:Solo: Curiosity viewing when you need something weirdly specific·Background: Fold laundry to Kirk Douglas being chaotic in his final leading role·Rewatch: Appreciate this bizarre caper once you know what you're in for
Heads up:Sexual Content: Brothel setting with Jenny McCarthy playing a sex worker named Sugar
John Asher

Director

John Asher

ReleasedDec 10, 1999
Runtime1h 31m
StatusReleased

Vibe

Pacesteady
Intensitylow
Tonemixed
Feelmedium
Miramax

Top Cast

Kirk Douglas

Kirk Douglas

Harry Agensky

Dan Aykroyd

Dan Aykroyd

Lance Agensky

Corbin Allred

Corbin Allred

Michael Agensky

Lauren Bacall

Lauren Bacall

Sin-Dee

Kurt Fuller

Kurt Fuller

Moses Agensky

Jenny McCarthy

Jenny McCarthy

Sugar

Mariah O'Brien

Mariah O'Brien

Tiffany

June Chadwick

June Chadwick

Roseanne Agensky

Lee Tergesen

Lee Tergesen

Border Guard

Val Bisoglio

Val Bisoglio

Tarzan

John Landis

John Landis

Gambler

Joyce Bulifant

Joyce Bulifant

June

James Russo

James Russo

Damian

Ask about Diamonds

Opens AI chat

Deep Dive

Trivia, insights & behind the scenes

Trivia

Director John Asher was married to Jenny McCarthy at the time—he literally cast his wife as a prostitute opposite his father-in-law. Hollywood nepotism hits different.

Cultural

This was Kirk Douglas's final leading role before his 1996 stroke; he insisted on performing despite speech difficulties, making Harry's stubborn determination oddly autobiographical.

YouTube

Diamonds Trailer 1999

Diamonds Trailer 1999

Gallery

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