Best Dark Comedy Movies from VHS Era
A hand-picked selection of the greatest dark comedy films of the VHS era — chosen for standout pacing, personality, and pure rewatch value.
Dave Chappelle: Killin' Them Softly
2000
Bill Hicks: Revelations
1993
Chris Rock: Bring the Pain
1996
George Carlin: Jammin' in New York
1992
Fargo
1996
The Big Lebowski
1998
Tampopo
1985
Zübük
1980
Fight Club
1999
Groundhog Day
1993
Who's Singin' Over There?
1980
Being There
1979
Richard Pryor: Live in Concert
1979
Lock, Stock and Two Smoking Barrels
1998
The Witness
1979
Richard Pryor: Live on the Sunset Strip
1982
Waiting for the Hearse
1985
Herod's Law
1999
Decalogue X
1989
Teddy Bear
1981
George Carlin: You Are All Diseased
1999
The Kingdom
1994
The King of Comedy
1982
The Dinner Game
1998
Knockin' on Heaven's Door
1997
George Carlin: Back in Town
1996
Underground
1995
Davaro: The Outsider
1981
Black Cat, White Cat
1998
Boogie Nights
1997
Bill Hicks: Relentless
1992
Love and Pigeons
1985
Balkan Spy
1984
The Marathon Family
1982
Night on Earth
1991
After Hours
1985
Barton Fink
1991
Zelig
1983
American Psycho
2000
Being John Malkovich
1999
Chris Rock: Bigger & Blacker
1999
Rushmore
1998
Clerks
1994
Dear Diary
1993
The Strategy of the Snail
1993
Crimes and Misdemeanors
1989
Women on the Verge of a Nervous Breakdown
1988
Office Space
1999
Train of Life
1998
Dearest Relatives, Poisonous Relations
1992
Beetlejuice
1988
Down by Law
1986
South Park: Bigger, Longer & Uncut
1999
Bill Hicks: Sane Man
1989
Heathers
1988
Withnail & I
1987
Santa Claus Is a Stinker
1982
The Garage
1979
The Fisher King
1991
Clue
1985
Fear and Loathing in Las Vegas
1998
Matilda
1996
Living in Oblivion
1995
Short Cuts
1993
The Player
1992
A Fish Called Wanda
1988
Stranger Than Paradise
1984
Compagni di scuola
1988
Welcome to the Dollhouse
1995
Bullets Over Broadway
1994
World of Glory
1991
The Big Snit
1985
National Lampoon's Vacation
1983
Hothead
1979
Raising Arizona
1987
The Marquis of Grillo
1981
The Cat Came Back
1988
The Full Monty
1997
Schtonk!
1992
Jaane Bhi Do Yaaro
1983
Wag the Dog
1997
Addams Family Values
1993
Little Shop of Horrors
1986
Election
1999
Grosse Pointe Blank
1997
Big Night
1996
Cemetery Man
1994
We Are Not Angels
1992
Jesus of Montreal
1989
Lost in America
1985
Wonder Boys
2000
Human Traffic
1999
Zerograd
1988
Life Is a Long Quiet River
1988
Chopper
2000
Larry David: Curb Your Enthusiasm
1999
Mother
1996
Riff-Raff
1991
The Heifer
1985
Deathtrap
1982
The Stunt Man
1980
Three Colors: White
1994
Irma Vep
1996
Ruthless People
1986
Better Off Dead...
1985
Auntie Danielle
1990
Get Shorty
1995
Smoking / No Smoking
1993
Bob Roberts
1992
Good Morning, Vietnam
1987
Arthur
1981
Lily and Jim
1997
Prizzi's Honor
1985
Used Cars
1980
Flickering Lights
2000
The Quiet Family
1998
High Hopes
1989
Jesus' Son
2000
The Hudsucker Proxy
1994
A Private Function
1984
Wise Blood
1979
Go
1999
Waking Ned
1998
The Addams Family
1991
Bamboozled
2000
Leningrad Cowboys Go America
1989
The War of the Roses
1989
The Foul King
2000
6ixtynin9
1999
The Pentagon Wars
1998
August Vacation
1996
Sorry for the Delay
1983
My Friends Act II
1982
Modern Romance
1981
La Vie de Bohème
1992
Bianca
1984
Sex, Shame & Tears
1999
Everything's Gonna Be Great
1998
The World According to Garp
1982
Quick Change
1990
Maledetto il giorno che t'ho incontrato
1992
In China They Eat Dogs
1999
Citizen Ruth
1996
Season's Greetings
1986
Real Life
1979
Yrrol - en kolossalt genomtänkt film
1994
Daria in 'Is It Fall Yet?'
2000
Deconstructing Harry
1997
The Ref
1994
Mystery Train
1989
Monty Python's The Meaning of Life
1983
Rejected
2000
The Girl of Your Dreams
1998
Eating Raoul
1982
Captain Pantoja and the Special Services
1999
Man Bites Dog
1992
Cookie's Fortune
1999
Drop Dead Gorgeous
1999
Hollywood Shuffle
1987
And the Ship Sails On
1983
The Terrace
1980
Happy Times
2000
Coldblooded
1995
Roger & Me
1989
Home for the Holidays
1995
Bilo the Banker
1980
But I'm a Cheerleader
2000
To Kill a Dragon
1988
Polyester
1981
Werner Herzog Eats His Shoe
1980
Kitchen with Apartment
1993
Throw Momma from the Train
1987
Monday
2000
Dogma
1999
The Frighteners
1996
Trees Lounge
1996
The Crisis
1992
The Northerners
1992
Hopscotch
1980
The Opposite of Sex
1998
I Hired a Contract Killer
1990
The Last Boy Scout
1991
Barking Dogs Never Bite
2000
Screwed in Tallinn: A Small Film About Loneliness
1999
Practical Magic
1998
Honeymoon Trips
1995
Take Care of Your Scarf, Tatjana
1994
Death Becomes Her
1992
Trust
1990
Scrooged
1988
The Decline of Western Civilization Part II: The Metal Years
1988
Barfly
1987
Calamari Union
1985
To Be or Not to Be
1983
The Olsen Gang Goes to War
1978
The 'Burbs
1989
The Miracle of P. Tinto
1998
Bottle Rocket
1996
Serial Mom
1994
Slacker
1991
Coffee and Cigarettes II
1989
Brain Damage
1988
Married to the Mob
1988
Uranus
1990
Attack the Gas Station!
1999
Gridlock'd
1997
My Best Friend's Wedding
1997
Totally F***ed Up
1994
Sólo con tu pareja
1992
Postcards from the Edge
1990
Get Out Your Handkerchiefs
1978
French Fried Vacation
1978
Saving Grace
2000
Dying of Laughter
1999
Airbag
1997
MouseHunt
1997
Blue in the Face
1995
Freeway
1996
Cecil B. Demented
2000
Love and Death on Long Island
1998
Torrente, the Dumb Arm of the Law
1998
Une époque formidable
1991
A Shock to the System
1990
Journey with Papa
1982
In Bed with Santa
1999
The Bet
1997
Jeffrey
1995
Al lupo, al lupo
1992
How to Get Ahead in Advertising
1989
Forbidden Zone
1980
State and Main
2000
Primary Colors
1998
Rita, Sue and Bob Too
1987
Twin Town
1997
Flirting with Disaster
1996
Jamon Jamon
1992
Thank You, Life
1991
Funny Farm
1988
French Twist
1995
Perdiamoci di vista
1994
So I Married an Axe Murderer
1993
The Spirit of Christmas
1992
Other People's Money
1991
The Adjuster
1991
Crimes of the Heart
1986
Nurse Betty
2000
Dear Goddamned Friends
1994
Miami Blues
1990
Night Shift
1982
Who Is Killing the Great Chefs of Europe?
1978
The Cable Guy
1996
Vampire's Kiss
1989
Dark Habits
1983
S.O.B.
1981
Private Benjamin
1980
The Big Picture
1989
The Last American Virgin
1982
My Life Is Hell
1991
Nothing in Common
1986
Demobbed
2000
The Whole Nine Yards
2000
I Love You to Death
1990
Short Time
1990
Pepi, Luci, Bom
1984
Pepi, Luci, Bom
1980
Gallo cedrone
1998
Major Payne
1995
My Best Pals
1989
Trailer Park Boys
1999
A Rage in Harlem
1991
The Lonely Guy
1984
Hero
1992
Clay Pigeons
1998
City of Women
1980
Greedy
1994
Turné
1990
Bernie
1996
Don't Tell Mom the Babysitter's Dead
1991
Freddy's Dead: The Final Nightmare
1991
Permanent Midnight
1998
The Cowboy and the Frenchman
1988
Traffic Jam
1979
Head Above Water
1996
The Big One
1997
Me, Myself & Irene
2000
Les Démons de Jésus
1997
The Last Supper
1995
Comfort and Joy
1984
In the Pope's Eye
1980
The Idiots
1998
Kika
1993
Safe Men
1998
Sitcom
1998
Weekend at Bernie's
1989
Britannia Hospital
1982
Bulworth
1998
The Acid House
1998
Cannibal! The Musical
1996
Meet the Feebles
1989
Love Stinks
1999
Kids in the Hall: Brain Candy
1996
Evil Ed
1995
Le créateur
1999
Addicted to Love
1997
Schizopolis
1997
Tromeo & Juliet
1996
Article 99
1992
Stay Tuned
1992
Fantozzi Retires
1988
Problem Child
1990
Bedazzled
2000
Fantozzi to the Rescue
1990
The Grand Dukes
1996
S.F.W.
1994
Amazon Women on the Moon
1987
Where the Buffalo Roam
1980
Drop Dead Fred
1991
She-Devil
1989
Paparazzi
1998
Fantozzi in Heaven
1993
Cadillac Man
1990
Stasera a casa di Alice
1990
Cream Horn
1981
California Suite
1978
Goin' South
1978
Where Are You Going on Holiday?
1978
Actors
2000
Freeway II: Confessions of a Trickbaby
2000
Hikers
1997
Something to Talk About
1995
The Survivors
1983
For 200 Grand, You Get Nothing Now
1982
Mr. Fifteen Balls
1998
Teachers
1984
Play It to the Bone
1999
The End
1978
Kleines Arschloch - Der Film
1997
Skin Deep
1989
Maybe Baby
2000
Dirty Work
1998
Beneath the Valley of the Ultra-Vixens
1979
Cherry Falls
2000
MadHouse
1990
The Great White Hype
1996
Four Rooms
1995
Switch
1991
Cheech & Chong's Next Movie
1980
Santa Claus Is a Stinker
1985
Fantozzi The Return
1996
Clifford
1994
My Friends Act III
1985
Fantozzi Still Suffers
1983
Life Stinks
1991
Guest House Paradiso
1999
Dead Man on Campus
1998
New York Stories
1989
Labyrinth of Passion
1982
28 Days
2000
The Adventures of Ford Fairlane
1990
We're No Angels
1989
The Night Before
1988
Excess Baggage
1997
A Return to Salem's Lot
1987
Lucky Numbers
2000
The Last New Year's Eve
1998
Home Fries
1998
Little Nicky
2000
Love, Honour and Obey
2000
Eye of the Evil Eye
1983
Flodder 3
1995
Carbon Copy
1981
Spaghetti at Midnight
1981
Homegrown
1998
Kissing a Fool
1998
The Real Blonde
1998
The Road to Wellville
1994
The Pick-up Artist
1987
Leprechaun 2
1994
My Best Friend's Birthday
1987
Crimewave
1985
Wrong Is Right
1982
Drowning Mona
2000
Teaching Mrs. Tingle
1999
Amos & Andrew
1993
Feeling Minnesota
1996
Shakes the Clown
1991
Modern Problems
1981
Viola Kisses Everybody
1998
Gun Shy
2000
The Sex Monster
1999
Splitting Heirs
1993
Johnny Suede
1991
Scenes from a Mall
1991
Casual Sex?
1988
Prom Night III: The Last Kiss
1990
Fantozzi 2000 - The Cloning
1999
Basket Case 3: The Progeny
1992
Sibling Rivalry
1990
Dr. T & the Women
2000
The January Man
1989
Screwed
2000
Buddy Buddy
1981
Quasimodo d'el Paris
1999
Tutti gli uomini del deficiente
1999
Blame It on Rio
1984
Mixed Nuts
1994
Nothing but Trouble
1991
Hugo Pool
1997
8 Heads in a Duffel Bag
1997
Deal of the Century
1983
The Bonfire of the Vanities
1990
Mr. Wrong
1996
Breakfast of Champions
1999
Lost & Found
1999
Weekend at Bernie's II
1993
Big Bully
1996
Picking Up the Pieces
2000
Guinea Pig 3: He Never Dies
1986
Gayniggers from Outer Space
1992
Best Defense
1984
Exit to Eden
1994
It's Pat
1994