Homer Simpson's Saddest Movie Breakup Scenes

1934

 * It Happened One Night

1939

 * Gone with the Wind
 * Mr. Smith Goes to Washington

1941

 * Citizen Kane
 * The Maltese Falcon

1942

 * Casablanca

1952

 * Singin' in the Rain

1954

 * On the Waterfront

1957

 * The Bridge of the River Kwai

1959

 * Ben-Hur
 * North by Northwest
 * Some Like It Hot

1962

 * Lawrence of Arabia

1967

 * Cool Hand Luke

1969

 * Butch Cassidy and the Sundance Kid
 * Midnight Run

1971

 * A Clockwork Orange
 * Willy Wonka and the Chocolate Factory

1973

 * Sleeper

1974

 * Chinatown

1975

 * Barry Lyndon
 * Dog Day Afternoon
 * Love and Death

1976

 * Network

1977

 * Annie Hall

1978

 * Grease

1979

 * Kramer vs. Kramer
 * Manhattan

1980

 * Caddyshack
 * Ordinary People
 * Stir Crazy

1981

 * Chariots of Fire

1982

 * E.T. the Extra Terrestrial

1983

 * National Lampoon's Vacation
 * Risky Business
 * Star Wars: Episode VI - Return of the Jedi
 * Terms of Endearment
 * Zelig

1984

 * Amadeus
 * Blood Simple
 * Broadway Danny Rose
 * Paris, Texas
 * Romancing the Stone

1985

 * Fletch
 * The Goonies
 * The Jewel of the Nile
 * National Lampoon's European Vacation
 * Out of Africa
 * The Purple Rose of Cairo
 * Spies Like Us

1986

 * The Color of Money
 * Hannah and Her Sisters
 * Three Amigos
 * Top Gun

1987

 * Dirty Dancing
 * Fatal Attraction
 * The Last Emperor
 * Planes, Trains and Automobiles
 * Radio Days
 * Raising Arizona
 * Wall Street

1988

 * Cocktail
 * The Great Outdoors
 * Rain Man
 * Scrooged
 * Who Framed Roger Rabbit

1989

 * Black Rain
 * Born on the Fourth of July
 * Crimes and Misdemeanors
 * Dead Poets Society
 * Driving Miss Daisy
 * Fletch Lives
 * Honey, I Shrunk the Kids
 * National Lampoon's Christmas Vacation
 * Next to Kin
 * Road House
 * Turner & Hooch
 * Uncle Buck
 * The War of the Roses
 * When Harry Met Sally...

1990

 * Dances with Wolves
 * Days of Thunder
 * Ghost
 * Jacob's Ladder
 * Miller's Crossing
 * Pretty Woman

1991

 * Barton Fink
 * Hook
 * Point Break

1992

 * Basic Instinct
 * A Few Good Men
 * Home Alone 2: Lost in New York
 * Unforgiven

1993

 * The Firm
 * In the Name of the Father
 * Jurassic Park
 * Manhattan Murder Mystery
 * Mrs. Doubtfire
 * Philadelphia
 * Sleepless in Seattle

1994

 * Ace Ventura: Pet Detective
 * Clerks
 * Disclosure
 * Dumb and Dumber
 * Fight Club
 * Forrest Gump
 * Four Weddings and a Funeral
 * Jason's Lyric
 * The Mask

1995

 * Ace Ventura: When Nature Calls
 * Bad Boys
 * Before Sunrise
 * Billy Madison
 * Braveheart
 * Casper
 * Clueless
 * French Kiss
 * Jumanji
 * Mallrats
 * Waiting to Exhale
 * While You Were Sleeping

1996

 * 101 Dalmatians
 * The Cable Guy
 * The English Patient
 * Fargo
 * Happy Gilmore
 * Jerry Maguire
 * Matilda
 * Set It Off
 * Space Jam
 * A Thin Line Between Love and Hate

1997;

 * B*A*P*S
 * Booty Call
 * Chasing Amy
 * Deconstructing Harry
 * Flubber
 * Good Will Hunting
 * Liar Liar
 * Love Jones
 * Men in Black
 * My Best Friend's Wedding
 * Soul Food
 * Titanic
 * Vegas Vacation

1998

 * Can't Hardly Wait
 * City of Angels
 * Happiness
 * How Stella Got Her Groove Back
 * The Parent Trap
 * A Perfect Murder
 * Shakespeare in Love
 * Stepmom
 * The Truman Show
 * The Waterboy
 * The Wedding Singer
 * Why Do Fools Fall in Love
 * You've Got Mail

1999

 * 10 Things I Hate About You
 * American Beauty
 * American Pie
 * The Best Man
 * Big Daddy
 * Cruel Intentions
 * Dogma
 * Fight Club
 * The Green Mile
 * The Matrix
 * Never Been Kissed
 * Notting Hill
 * Runaway Bride
 * She's All That
 * The Sixth Sense
 * Stuart Little
 * The Virgin Suicides
 * The Wood

2000

 * Bring It On
 * Cast Away
 * Dude, Where's My Car?
 * Erin Brockovich
 * Gladiator
 * In the Mood for Love
 * Little Nicky
 * Love & Basketball
 * Meet the Parents
 * Memento
 * Me, Myself and Irene
 * Miss Congeniality
 * Nutty Professor II: The Klumps
 * O Brother, Where Art Thou?
 * Requiem for a Dream
 * Road Trip
 * Scary Movie

2001

 * American Pie 2
 * A Beautiful Mind
 * Bridget Jones' Diary
 * The Brothers
 * Jay and Silent Bob Strike Back
 * Kate & Leopold
 * Legally Blonde
 * The Lord of the Rings: The Fellowship of the Ring
 * The Man Who Wasn't There
 * The Princess Diaries
 * Spy Kids
 * Storytelling
 * Two Can Play That Game
 * A Walk to Remember
 * The Wedding Planner
 * Wet Hot American Summer
 * Zoolander

2002

 * Brown Sugar
 * Catch Me If You Can
 * Chicago
 * The Lord of the Rings: The Two Towers
 * Maid to Manhattan
 * Men in Black II
 * Minority Report
 * Mr. Deeds
 * National Lampoon's Van Wilder
 * Punch-Drunk Love
 * Spy Kids 2: Island of Lost Dreams
 * Sweet Home Alabama
 * Unfaithful

2003

 * American Wedding
 * Anger Management
 * Bad Boys II
 * Bruce Almighty
 * Cheaper by the Dozen
 * Deliver Us from Eva
 * Freaky Friday
 * How to Lose a Guy in 10 Days
 * Kill Bill: Vol. 1
 * The Last Samurai
 * Legally Blonde 2: Red, White & Blonde
 * The Lizzie McGuire Movie
 * The Lord of the Rings: The Return of the King
 * Love Actually
 * Mona Lisa Smile
 * Old School
 * Pirates of the Caribbean: The Curse of the Black Pearl
 * Spy Kids 3: Game Over
 * Under the Tuscan Sun
 * What a Girl Wants

2004

 * 13 Going on 30
 * 50 First Dates
 * Along Came Polly
 * Anchorman: The Legend of Ron Burgundy
 * Before Sunset
 * Bridget Jones: The Edge of Reason
 * Bring it On: Again
 * A Cinderella Story
 * Closer
 * Collateral
 * Crash
 * DodgeBall: A True Underdog Story
 * Ella Enchanted
 * Eternal Sunshine of the Spotless Mind
 * EuroTrip
 * The Girl Next Door
 * Harold and Kumar Go to White Castle
 * I, Robot
 * Jersey Girl
 * The Ladykillers
 * Mean Girls
 * Million Dollar Baby
 * The Notebook
 * The Princess Diaries 2: Royal Engagement
 * Raise Your Voice
 * Shaun of the Dead
 * Starsky & Hutch
 * The Terminal

2005

 * The 40-Year Old Virgin
 * Brokeback Mountain
 * Capote
 * Fun with Dick and Jane
 * Hitch
 * Just Like Heaven
 * The Longest Yard
 * Monster-in-Law
 * Mr. and Mrs. Smith
 * The Perfect Man
 * Rumor Has It...
 * Sky High
 * Thank You for Smoking
 * Wedding Crashers
 * The Wedding Date
 * Zathura: A Space Adventure

2006

 * Aquamarine
 * Blades of Glory
 * The Break-Up
 * Bring It On: All or Nothing
 * Clerks II
 * Click
 * The Departed
 * The Devil Wears Prada
 * Failure to Launch
 * Half Nelson
 * High School Musical
 * The Holiday
 * John Tucker Must Die
 * Little Miss Sunshine
 * Marie Antoinette
 * Pirates of the Caribbean: Dead Man's Chest
 * The Pursuit of Happyness
 * She's the Man
 * Talladega Nights: The Ballad of Ricky Bobby

2007

 * Bring It On: In It to Win It
 * Enchanted
 * Hairspray
 * High School Musical 2
 * Hot Fuzz
 * I Am Legend
 * I Now Pronounce You Chuck and Larry
 * Juno
 * Knocked Up
 * Lars and the Real Girl
 * Michael Clayton
 * No Country for Old Men
 * Pirates of the Caribbean: At World's End
 * Superbad
 * Sydney White
 * Why Did I Get Married?
 * Zodiac

2008

 * 27 Dresses
 * Another Cinderella Story
 * Burn After Reading
 * Camp Rock
 * The Curious Case of Benjamin Button
 * The Duchess
 * Fool's Gold
 * Forgetting Sarah Marshall
 * Four Christmases
 * Gran Torino
 * Hancock
 * Harold & Kumar Escape from Guantanamo Bay
 * Made of Honor
 * Mamma Mia!
 * Milk
 * Pineapple Express
 * The Reader
 * Role Models
 * Semi-Pro
 * Seven Pounds
 * Sex Drive
 * Slumdog Millionaire
 * Step Brothers
 * Twilight
 * Wild Child
 * Yes Man
 * Zack and Miri Make a Promo

2009

 * 500 Days of Summer
 * Avatar
 * Bride Wars
 * Bring It On: Fight to the Finish
 * Couples Retreat
 * Ghosts of Girlfriends Past
 * The Hangover
 * He's Just Not That Into You
 * I Love You, Man
 * Inglorious Basterds
 * Princess Protection Program
 * The Proposal
 * A Serious Man
 * The Twilight Saga: New Moon
 * The Ugly Truth
 * Up in the Air
 * Zombieland

2010

 * The Back-up Plan
 * Black Swan
 * Blue Valentine
 * The Bounty Hunter
 * Dear John
 * Due Date
 * Easy A
 * Eat Pray Love
 * Get Him to the Greek
 * Inception
 * Kick-Ass
 * The King's Speech
 * The Last Song
 * Leap Year
 * Love & Other Drugs
 * The Other Guys
 * Scott Pilgrim vs. the World
 * Shutter Island
 * The Social Network
 * Somewhere
 * The Switch
 * True Grit
 * The Twilight Saga: Eclipse

2011

 * 50/50
 * Bridesmaids
 * Crazy, Stupid, Love
 * Drive
 * Friends with Benefits
 * The Hangover Part II
 * Harry Potter and the Deathly Hollows: Part 2
 * Horrible Bosses
 * The Ides of March
 * The Inbetweeners Movie
 * Just Go with It
 * Like Crazy
 * Midnight in Paris
 * Monte Carlo
 * No Strings Attached
 * Paul
 * Pirates of the Caribbean: On Stranger Tides
 * Red State
 * Something Borrowed
 * The Twilight Saga: Breaking Dawn - Part 1

2012

 * 21 Jump Street
 * American Reunion
 * The Dark Knight Rises
 * Django Unchained
 * Life of Pi
 * The Lucky One
 * Men in Black 3
 * Moonrise Kingdom
 * The Perks of Being a Wallflower
 * Pitch Perfect
 * The Place Beyond the Pines
 * Silver Linings Playbook
 * Ted
 * Think Like a Man
 * This is 40
 * The Twilight Saga: Breaking Dawn - Part 2
 * The Vow

2013

 * 12 Years a Slave
 * Anchorman 2: The Legend Continues
 * The Best Man Holiday
 * Dallas Buyers Club
 * Delivery Man
 * Don Jon
 * Gravity
 * The Hangover Part III
 * The Heat
 * Her
 * The Hobbit: The Desolation of Smaug
 * Identity Thief
 * Inside Llewyn Davis
 * The Internship
 * Last Vegas
 * Only God Forgives
 * Safe Haven
 * This is the End
 * We're the Millers
 * The Wolf of Wall Street
 * The World's End

2014

 * 22 Jump Street
 * The Best of Me
 * Dumb and Dumber To
 * The Fault in Our Stars
 * The Hobbit: The Battle of the Five Armies
 * If I Stay
 * The Imitation Game
 * The Inbetweeners 2
 * Interstellar
 * The Interview
 * Love, Rosie
 * Neighbors
 * Tammy
 * The Theory of Everything
 * Whiplash

2015

 * Fifty Shades of Grey
 * Focus
 * The Intern
 * The Longest Ride
 * Mad Max: Fury Road
 * The Martian
 * The Revenant
 * Spy
 * Ted 2
 * Trainwreck

2016

 * The Boss
 * Bridget Jones' Baby
 * Deadpool
 * Hail, Caesar!
 * Me Before You
 * Meet the Blacks

2017

 * Baby Driver
 * Call Me by Your Name
 * Fifty Shades Darker
 * Logan
 * Pirates of the Caribbean: Dead Men Tell No Tales

2018

 * Fifty Shades Greed
 * The Kissing Booth