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100 Anti-Valentine's Day Movies

Using only the year of release, a descriptive hint, and the name of an actor or actress from the film, can you name these movies that will make anyone glad they're not part of a couple on Valentine's Day? Sources: IMDB, Rotten Tomatoes
Films produced outside the U.S. are highlighted in yellow.
Animated movies are in orange.
Quiz by quizpalooza
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Last updated: February 14, 2022
First submittedFebruary 14, 2022
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Year
Hint
Answer
2000
Aging playboy falls in love with a woman who has a terminal heart condition. (Richard Gere)
Autumn in New York
1941
Private eye loses love in the course of solving a case involving a priceless statue. (Mary Astor)
The Maltese Falcon
2015
In a dystopic future, man has 45 minutes to find a partner or he will be turned into an animal and cast into the wilderness. (Colin Farrell)
The Lobster
2014
Woman in unhappy marriage disappears, casting suspicion on her husband for her possible murder. (Rosamund Pike)
Gone Girl
1987
Married man has a one-night stand with a woman who begins stalking him afterward and endangers his family. (Michael Douglas)
Fatal Attraction
1996
Three divorced women team up to get revenge on the ex-husbands who left them. (Goldie Hawn)
The First Wive's Club
2014
Comedy in which a cheating husband hires a hitman to kill his wife. (Simon Pegg)
Kill Me Three Times
2020
Married man has an affair with a woman who happens to be the detective who investigates a break-in at his house. (Hilary Swank)
Fatale
2017
African-American boyfriend goes home with white girlfriend and is mesmerized by her family's parenting skills. (Daniel Kaluuya)
Get Out
2014
Woman learns her husband is a killer in this adaptation of a Stephen King short story. (Joan Allen)
A Good Marriage
2019
Married couple go through a painful separation and divorce with a young son caught in the middle. (Adam Driver)
Marriage Story
1983
Best picture winner in which a daughter gets cancer and the mother she constantly fights with fights for her daughter. (Shirley MacLaine)
Terms of Endearment
2006
Couple living together break-up but decide to remain living together because the rent is so expensive. (Vince Vaughn)
The Break-Up
2004
Two couples meet and the combination of jealousy and desire pulls them apart. (Natalie Portman)
Closer
1992
Infamous leg-crossing scene in a police interrogation room. (Michael Douglas)
Basic Instinct
1988
Popular high school kid befriends rebellious new kid with a killer instinct. (Winona Ryder)
Heathers
1980
Dull writer gets the spirit in him and starts to play ax murderer in a hotel he, his wife and son are caretaking while the owners are away. (Jack Nicholas)
The Shining
2016
Desperate Manhattan housewife hires a recently single homeless woman to babysit, and the sitter kidnaps the child. (Allison Janney)
Tallulah
2015
Man makes regrettable decision to go to a dinner party hosted by his ex-wife. (Logan Marshall-Greene)
The Invitation
2010
Real estate scion is suspected of murdering his wife, who has disappeared. (Kirsten Dunst)
All Good Things
2012
Two women decide to found and run their own phone-sex line. (Justin Long)
For a Good Time Call
2009
English professor finds coping with life difficult after his boyfriend dies. (Colin Firth)
A Single Man
2007
Girl ruins several lives by giving false testimony that her older sister's lover committed a crime. She grows to enjoy great and guilt-ridden success. (Keira Knightley)
Atonement
1989
Couple in the midst of a divorce battle one another in an attempt to get the other to leave the house. (Michael Douglas)
War of the Roses
1986
British punk-rock relationship goes into a downward spin of drugs and death. (Chloe Webb)
Sid and Nancy
1979
Recently divorced ad-exec goes through a protracted child-custody battle. (Dustin Hoffman)
Kramer vs. Kramer
1986
Magazine writer who gave up her career for family, learns her newspaper columnist husband is cheating on her while she is pregnant. (Meryl Streep)
Heartburn
2013
Couple get married quickly, and end up in couples counseling even more quickly and it seems a friend's prediction at the wedding might be coming true. (Rafe Spall)
I Give it a Year
2008
Titanic couple return to the silver screen to portray an unhappy married couple struggling through the 1950s. (Kate Winslet)
Revolutionary Road
2002
New York couple's marriage is endangered when the wife has an adulterous affair. (Richard Gere)
Unfaithful
2014
Musical deconstruction of a love affair and marriage over a span of 5 years. (Anna Kendrick)
The Last Five Years
1966
Bitter middle-aged couple vent the anger they feel for one another on work colleagues they've invited to their home for a night. (Richard Burton)
Who's Afraid of Virginia Woolf?
2009
During a Mediterranean vacation a couple's fidelity is tested when they meet another couple. (Birgit Minichmayr)
Everyone Else
1982
California man leaves his family of four for a younger mistress and the abandoned family must learn to cope. (Albert Finney)
Shoot the Moon
1993
Divorcee meets another woman, quickly remarries and then realizes he doesn't know much about her as more light is shed on her past. (Madchen Amick)
Dream Lover
1950
A screenwriter suspected of murder is cleared by his neighbor, who begins to have doubts about the man's innocence. (Humphrey Bogart)
In a Lonely Place
1991
Pair of women have men troubles, go out on the road, have more men troubles that attracts the law and then drive off a cliff together. (Susan Sarandon)
Thelma and Louise
2018
Four women married to criminals who died, undertake another heist to pay off the debt amassed by their husbands. (Viola Davis)
Widows
1988
A scheming widow and her manipulative ex-lover make a bet about corrupting a married woman. (John Malkovich)
Dangerous Liaisons
2002
High school senior swimmer learns the consequences of a one-night stand can be quite harsh when the other person is obsessed. (Erika Christensen)
Swimfan
2000
Record store owner goes through a breakup and reflects upon his top 5 breakups. (John Cusack)
High Fidelity
2003
On impulse, a recently divorced literature professor and author buys a villa in Italy. (Diane Lane)
Under the Tuscan Sun
1993
Biopic of Tina and Ike Turner's tumultuous relationship and eventual breakup. (Laurence Fishburne)
What's Love Got to Do With It?
2011
As the world is about to end from collision with another planet, two sisters find their relationship strained on the night of one of their weddings. (Kirsten Dunst)
Melancholia
2019
A film student in the '80s becomes involved in a toxic relationship with an untrustworthy man. (Tom Burke)
The Souvenir
2019
A couple travel to Sweden for a festival and find themselves at the hands of a pagan cult. (Florence Pugh)
Midsommar
2010
Woman in an unhappy marriage gets a divorce and travels the world to "find herself." (Javier Bardem)
Eat Pray Love
2006
Poet and artist fall deeply in love, but their love for heroin is even greater. (Abbie Cornish)
Candy
1996
Girl winds up in a relationship with an obsessive man who will do just about anything to stay with her, including beating himself up and blaming it on her father. (Mark Wahlberg)
Fear
1995
Man who decides to go to Sin City and drink himself to death, manages to attract a woman. (Elisabeth Shue)
Leaving Las Vegas
Year
Hint
Answer
1991
Woman fakes her death to escape a controlling husband, but he manages to find her anyway. (Patrick Bergin)
Sleeping With the Enemy
1990
Cat-and-mouse game ensues after a rookie cop mistakenly dates a psychopath who becomes obsessed with her. (Jamie Lee Curtis)
Blue Steel
2020
Man with light-deflecting technology fakes his suicide so he can taunt his widow while the world believes he is dead. (Oliver Jackson-Cohen)
The Invisible Man
2002
Woman who leaves an abusive relationship is tracked down by her ex, and she makes a stand after training in Krav Maga. (Jennifer Lopez)
Enough
2006
Man dumps a super-hero and she uses her powers to make his life difficult. (Luke Wilson)
My Super Ex-Girlfriend
2012
Couple are madly in love with alcohol and it greatly affects their relationship. (Mary Elizabeth Winstead)
Smashed
1972
A married couple struggle to deny that their marriage is not working out. (Jean Yanne)
We Won't Grow Old Together
1944
Woman returns home to live in London with the husband she married in Italy. As her husband becomes obsessed with the house that her aunt died in, she begins to question his intentions. (Ingrid Bergman)
Gaslight
2009
Car magnate who has made some bad romantic and business decisions watches as his life becomes a shambles. (Michael Douglas)
Solitary Man
2012
While a sophisticated octogenarian couple is living in Britain, the wife has a stroke and the relationship is severely tested. (Emmanuelle Riva)
Amour
1995
Made-for-TV movie about a man who stalks his wife and son when they flee to a women's shelter. (Corbin Bernsen)
Dangerous Intentions
2019
Bride's wedding night takes a sinister turn when the groom's family begins to hunt her. (Samara Weaving)
Ready or Not
2006
War veteran holes up with a lonely woman in an Oklahoma motel and pulls her into his delusion. (Michael Shannon)
Bug
2003
Bennifer gets romantic on the silver screen in this box-office flop. (Jennifer Lopez)
Gigli
2003
Best friends play an ever-escalating game of one-upmanship dares that have negative impacts on their relationships and marriages. (Gillaume Canet)
Love Me if You Dare
2008
Man with a plan for his life meets a free-spirited woman, falls in love and gets unceremoniously dumped. (Elisha Cuthbert)
My Sassy Girl
2003
Married woman meets celebrity in Japan and sparks fly even though they are both too honor bound to do anything about it. (Bill Murray)
Lost in Translation
2010
Painter woos nurse with ukelele in this story of a working class couple. (Michelle Williams)
Blue Valentine
1939
Frankly, my dear, he doesn't give a damn. (Rhett Butler)
Gone With the Wind
2011
Movie stunt driver meets the perfect woman, then her husband gets out of jail and things go bad. (Ryan Gosling)
Drive
2010
In Post-WWII Germany, almost a decade after he had an affair with an older woman, man encounters her as she is defending herself in a war-crime trial. (Ralph Fiennes)
The Reader
2008
Man falls in love after executing the majority of his plan to donate all of his organs to worthy individuals upon his death. (Will Smith)
Seven Pounds
2001
After relationships sour, man realizes he is living in a constructed reality and calls for tech support. (Penelope Cruz)
Vanilla Sky
2007
As a way to deal with tragic loss, a small-town man begins dating a plastic doll and the entire town goes along with it. (Ryan Gosling)
Lars and the Real Girl
1955
A school principal's wife and mistress conspire to kill him. All goes well until the body goes missing. (Simone Signoret)
Diabolique
2018
Husband falls in love with a client who happens to be an employee in his wife's tea shop. (Xavier LeMaitre)
Infidelity
2009
Gynecologist fears her husband is cheating on her, so to find out, hires an escort to try and seduce him. (Amanda Seyfried)
Chloe
2000
Drug addiction both fuels and destroys the relationships of two couples. (Jared Leto)
Requiem for a Dream
1999
In this modern update, pair of rich step siblings wager on the corruption of another female prep-school student. (Sarah Michelle Gellar)
Cruel Intentions
1963
A screenwriter's marriage falls to pieces as his wife spends more and more time with the producer of the film on which she is working. (Jack Palance)
Contempt
2020
Woman gets revenge on the men who wronged her close friend. (Carey Mulligan)
Promising Young Woman
1958
Ex-football athlete drinks away his relationship with his wife while his father is terminally ill. (Paul Newman)
Cat on a Hot Tin Roof
1986
Scientist has an accident and starts changing into an insect, repulsing his girlfriend. (Geena Davis)
The Fly
2005
In one of National Lampoon's less comical films, college students Eve and Adam start dating in college. Adam cheats on Eve and loses her (Cameron Douglas)
National Lampoon's Adam & Eve
2009
Three women who meet in anger management class go into business together killing the exes of other women. (Amber Heard)
ExTerminators
2008
A husband suspects his wife of adultery and sets out to track down the man she got involved with. (Liam Neeson)
The Other Man
1990
When the woman a lawyer had an affair with turns up dead and he is assigned the murder case, he tries to cover up his involvement, and ends up casting suspicion on himself, giving an advantage to the real killer. (Bonnie Bedelia)
Presumed Innocent
2001
Rich man falls in love with woman who cons him and absconds with his money. He searches her out and finds she is doing the same thing to others. (Antonio Banderas)
Original Sin
2003
1950s art professor suggests her female students question their traditional roles. (Julia Roberts)
Mona Lisa Smile
2012
Celtic princess defies tradition in the highlands of Scotland. (Billy Connolly)
Brave
2017
A Union soldier unexpectedly arrives at a Virginia girls school during the Civil War and his presence leads to jealousy and betrayal. (Nicole Kidman)
The Beguiled
1971
Disc jockey's life becomes strife-ridden after becoming romantically involved with an obsessed fan. (Clint Eastwood)
Play Misty for Me
2006
Group of man's exes team up to heap their revenge on him by setting him up with the new girl in town so his heart will be broken. (Ashanti)
John Tucker Must Die
2016
World War II officer learns his wife is a spy and must decide where his greater loyalty lies. (Brad Pitt)
Allied
2014
Mistress discovers her boyfriend is married, talks to the wife, and the two of them discover he's cheating on both of them with another woman. They team up to get revenge on him. (Cameron Diaz)
The Other Woman
1998
Wall Street speculator finds out his wife is cheating on him, then finds the man she's cheating with and makes that man kill his wife. (Michael Douglas)
A Perfect Murder
2008
Psychological thriller in which a woman finds herself locked in a room after a car crash. A man enters and tells her that her husband has stolen millions from a crime syndicate and is a killer as well. (Melissa George)
The Betrayed
1984
The Coen brothers' first film about a bar owner who discovers his wife is having an affair and plots to kill her. (John Getz)
Blood Simple
2013
Singer and songwriter gets involved with her guitarist and finds out he has a checkered past that could be harmful to her. (Emily Browning)
Plush
1989
Married man begins affair with a rich romance novelist and his wife swears revenge. (Roseanne Barr)
She-Devil
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