Best movies like Playing for Keeps
A unique, carefully handpicked, selection of the best movies like Playing for Keeps Starring Jennifer Finnigan, Roger Cross, Doug Savant, Brian Markinson, and more. If you liked Playing for Keeps then you may also like: We Don't Live Here Anymore, Nina, O, Reversal of Fortune, Rita, Sue and Bob Too and many more popular movies featured on this list. You can further filter the list even more or get a random selection from the list of similar movies, to make your selection even easier.
A white woman has an affair with a married African-American basketball star and challenges him for custody of their mixed-race son. Based on a true story.
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O
Even though he's the only black student at the elite Palmetto Grove Academy, star basketball player and future NBA hopeful Odin James has the adoration of all, including the team's coach and the Dean's beautiful daughter Desi. Odin's troubled friend Hugo, the coach's son, is deeply resentful of his father's preference of Odin on and off the court. When Hugo plots a diabolical scheme to sow the seed of mistrust between O and Desi, it sets in motion a disturbing chain of events which erupts into a firestorm of breathtaking intensity.
Reversal of Fortune
Wealthy Sunny von Bülow lies brain-dead, husband Claus guilty of attempted murder; but he says he's innocent and hires Alan Dershowitz for his appeal.
Rita, Sue and Bob Too
Rita and Sue are two teenagers living on a run-down council estate in Bradford, who both share a job babysitting for Bob and Michelle's children. Whilst giving them a lift home one night, Bob decides to take Rita and Sue up to a deserted, country-side landscape. Clearly knowing what he has in mind, Rita and Sue are only too happy to oblige and both have a sexual encounter with him that becomes a regular occurrence.
The Perfect Marriage
A conman persuades his married lover to murder her husband for the inheritance, only for his reckless spending and infidelity to drive her away.
Love Sick: Secrets of a Sex Addict
Sue Silverman feels 'neglected' in bed by her hard-working husband Andrew and serially seduces men to 'meaningless' motel sex, even Rick Hudson, a contractor and fellow fund-raiser. After being swept into bed at work by French architecture writer Laurent Dekker, Sue seeks help from Dr. Robert Gardener, who discovers a childhood root cause. Andrew is no longer interested by the time she's ready for addict clinic, and temptation lurks even there.
Murder in the Hamptons
After multi-millionaire Ted Ammon is found bludgeoned to death at his East Hampton estate, the fingers point to his estranged wife, Generosa Rand, and her lover, an electrician named Danny Pelosi.
Matters of Life & Dating
Linda Dackman has been diagnosed with breast cancer, but this does not prevent her from seeing the positive side of life and continuing her quest for Prince Charming.
Taken from Me: The Tiffany Rubin Story
In 2008, New York mother Tiffany Rubin faced every parent's worst nightmare when her six year old son Kobe vanished into thin air. Upon learning that Kobe had been kidnapped by his biological father and taken to South Korea, Tiffany seeks the assistance of American Association for Lost Children representative Mark Miller, who guides her through the arduous process of traveling to Korea, and getting Kobe back.
The Man in the Attic
Fact-based drama, set in 1910 Milwaukee, about an older married woman, bored with her husband, and her dead son's friend she takes as a lover and hides in her attic over the next two decades -- an affair that ends in murder.
Lovers and Other Strangers
Mike Vecchio and Susan Henderson are preparing for their upcoming wedding. However, they seem to be the only two people at the wedding that are happy. Mike's brother Richie and his wife Joan are going through a divorce, which is upsetting his overly devout Catholic mother Beatrice. Also, Susan's father is carrying on an affair and her sex starved older sister Wilma is going through her troubles with her husband Johnny. All this is going on while Mike's best friend Jerry is trying to bed the maid of honor, Susan's cousin Brenda.
The Decline of the American Empire
Four very different Montreal university teachers gather at a rambling country house to prepare a dinner. Remy (married), Claude (a homosexual), Pierre (involved with a girlfriend) and Alain (a bachelor) discuss sex, the female body and their affairs with them. Meanwhile, their four female guests, Louise (Remy's wife of 15 years), Dominique (a spinster), Diane (a divorcée) and Danielle (Pierre's girlfriend) are spending the time at a downtown health gym. They also discuss sex, the female body and, naturally, men. Later in the evening, they finally meet at the country house and have dinner. A ninth guest, named Mario, who used to know Diane, drops in on the group for some talk and has a surprise of his own.
Martha, Inc.: The Story of Martha Stewart
Martha, Inc.: The Story of Martha Stewart is a 2003 NBC TV movie starring Cybill Shepherd as Martha Stewart in which the life of Martha Stewart is outlined starting from her life in New Jersey to the scandal behind her arrest.
With This Ring
After attending their friend Elise's (Sudano) wedding to Nate (Bishop) on New Year's Eve, Trista (Hall), a career-Âdriven talent agent, Viviane (Scott), a successful gossip columnist, and Amaya (Cooper), a struggling actress, make a pact to get married within the year to either a new love or a man waiting in the wings. But the close friends face their own set of challenges - Trista has not gotten over her commitment-Âphobic ex-Âboyfriend Damon (White), Viviane is secretly in love with Sean (George), the father of her son, and Amaya is desperate to break up her boyfriend Keith's (Sanders) unhappy marriage so they can live happily ever after. Each woman starts the year with high hopes and dreams of what will happen over the next 12 months... but will they all make it to the altar?
Mr. and Mrs. Loving
A moving and uplifting drama about the effects of interracial marriage in the 1960s. Friends since childhood, and loved by both families, this couple are exiled after their wedding and have to wage a courageous battle to find their place in America as a loving family.
Deep in My Heart
A black woma is reunited with her white birth mother after being given up for adoption.
Sidewalks of New York
The film follows the marital and dating lives of three men and three women who unknowingly form a tangled web of relationships. Interspersing "man on the street" interviews with scenes from the six characters' lives, the film weaves a humorous and biting commentary on the game of love -- easy to start, hard to finish.
Two of Us
In this purely fictional story, Paul McCartney drops by The Dakota to visit John Lennon in 1976. Paul is still on top of the music world, reaching #1 with his new band, Wings. John, however, has retired from public life, choosing to raise his son, Sean. Rumors are rampant that The Beatles are going to reunite to play a concert. Paul, the consummate entertainer, is intrigued by the possibilities. But John, still fighting his inner demons, is content keeping Beatlemania a thing of the past. But even though the two men are still at odds over the band, they rediscover that they still have bonds from the past that will never go away.
Stolen Women, Captured Hearts
Kansas, 1868. A wagon train is attacked by a band of Lakota Sioux led by the young and athletic warrior Tokalah. The attractive, red haired Anna Brewster-Morgan and her friend Sarah White are on this wagon train too. When Tokalah noticed a terrified Anna with a Bible, he thinks this is an omen. Despite killing the other passengers of the wagon train, only Anna and Sarah may continue their voyage. The next day Anna and Sarah are kidnapped by Tokalah. At first terrified of her captors, the unhappily married Anna eventually falls in love with the noble, honorable Tokalah. After a year's captivity, Sarah is returned to her own people. Anna now must choose between her new life with Tokalah and her previous existence as the wife of farmer Daniel Morgan.
Finding Graceland
An eccentric drifter claiming to be Elvis Presley hitches a ride with a young man and they find themselves on an adventurous road trip to Memphis.
In Defense of a Married Man
When a defense lawyer's adulterous husband becomes the prime suspect in the murder of the woman he was cheating with, his wife chooses to defend him. Can she overcome his betrayal while searching for the truth?
John and Yoko: A Love Story
Details the lives of John Lennon and Yoko Ono, from before their first meeting to their rise to stardom.
Margot
At the age of forty Dame Margot Fonteyn is considered to be past her best as a prima ballerina and Ninette de Valois is reducing her roles at the Royal Ballet. Then the exciting young Russian dancer Rudolf Nureyev, a recent defector to the West, comes into her life and her bed and revitalizes her career. Frederick Aashton creates a new ballet for them and they become the golden couple of the ballet world. However, Margot is married to Roberto 'Tito' Arias, a Panamanian politician of dubious repute who is not sympathetic to her calling and is probably faithless. When he is shot and paralyzed for life Margot must carry on dancing well into her sixties in order to pay for his costly treatment though she still collaborates with Rudolf in the occasional ballet.
Louis Cyr : The Strongest Man in the World
Biopic of Louis Cyr, strongest man in the world at the end of the 19th Century.
The Freebie
Annie and Darren have been married for seven years, and they love each other as much as the day they were wed; they're affectionate, have fun together, and enjoy games such as crossword puzzle races. They would seem to have a perfect relationship, except for one thing -- they haven't had sex in ages, and seem to have lost all interest in making love with one another, no matter how they try to put each other in the mood. Hoping to put some adventure back into their lives, Annie and Darren come up with an unusual idea -- they each get one night in which they're free to find someone and have sex with them, scot-free. But is this going to help their relationship, or is it just going to turn a small problem into a big problem?
A Business Affair
This is the story of the lovely Kate Swallow and the loves of her life. At the start she is with Alec Bolton, a noted author, who discourages her when she wants to write a novel. Later she is swept off her feet by Alecs publisher, Vanni Corso, and leaves Alec for Vanni. She writes another novel and Vanni tells her he doesn't think the book will sell. Both of their actions are an indication of their vanity and fear of losing her.
Love or Money
A lucrative real estate deal, or romance with the boss' daughter--that's the dilemma facing a yuppie in this comedy.
Webdultery
A couple in a failing marriage begin to cheat on each other using the power of the internet.
We Don't Live Here Anymore
Married couple Jack and Terry Linden are experiencing a difficult period in their relationship. When Jack decides to step outside the marriage, he becomes involved with Edith, who happens to be the wife of his best friend and colleague, Hank Evans. Learning of their partners' infidelity, Terry and Hank engage in their own extramarital affair together. Now, both marriages and friendships are on the brink of collapse.