Highest-Rated Movies about 'Older Woman', Sort by Popularity

A Short Film About Love (1988), Chapter & Verse (2015), Late Marriage (2001), Arizona Dream (1992), Hello, My Name Is Doris (2015), Priceless (2006), Ali: Fear Eats the Soul (1974), Forbidden Love: The Unashamed Stories of Lesbian Lives (1993) ... Let's take a look at the ranked list of the best Older Woman movies.

#16. Hors de prix (2006)

Storyline: In Biarritz with her elderly provider to celebrate her birthday, Irene slips down to the hotel bar when he falls asleep on her. She mistakes barman Jean for a well-healed guest and he encourages the deceit by taking her up to the Royal Suite for the night. A year later the same thing happens but this time her lover finds out and disowns her. Now knowing Jean is indeed a barman of little means doesn't stop her from continuing to live in style until his money is gone. He soon finds himself in Irene's business with older and worldly-wise Madeleine, and though Irene also takes up with a new paramour the two of them keep in increasingly close touch.

Plot Keywords: gold digger, older man, wealthy man, bartender, widow, older woman, lighthearted ...

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#17. Flashbacks of a Fool (2008)

Storyline: An aging Hollywood star, Joe Scott, lives a life of narcissistic hedonism, observed by his laconic personal assistant, Ophelia. The death of his childhood best friend, Boots, takes our protagonist, and the movie, into an extended flashback to a sea-side town in 1970's Britain. Hollywood star Joe is now a teenage boy in a tentative relationship with a school-girl called Ruth. Further, his mother's friend, Evelyn, is attempting to seduce him. Engulfed by guilt at the unintended, tragic consequences of his subterfuge, he leaves home. The movie then switches back to contemporary Hollywood. Joe confronts his fear and returns to England for a difficult meeting with Ruth, who had gone on to marry Boots and has been a left a poor widow.

Plot Keywords: actor, drug addict, best friend, older woman, lover, young woman, melodramatic ...

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#18. Hello, My Name Is Doris (2015)

Storyline: Doris Miller is a shy, eccentric 60-something woman, living alone following the death of her mother, whom she has lived with for her whole life. At the funeral, her brother Todd and his wife Cynthia try to persuade her to sell the house, especially the possessions, as she is a hoarder. Her only close friend is the fiery Roz, though she also gets along with Roz's granddaughter Vivian. On her way to work, where she has been doing data entry for decades, she meets new young co-worker John, with whom she is immediately infatuated. Empowered by self-improvement tapes, Doris decides to go after him..

Plot Keywords: older woman, young man, co-worker, single woman, granddaughter, best friend, amusing ...

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#19. Closing the Ring (2007)

Storyline: Three intertwined stories of lost and unspoken love and the resulting secrets are presented. In one, which begins in 1941 Branagan, Michigan, twenty-one year old Ethel Ann socializes primarily with three male friends, who are all in love with her. She only loves one, Teddy Gordon, their mutual love known within the group. Her parents would never approve of Teddy, the poor country boy, who is building a house for her eventually to be able to show her parents that he is worth something in his love for her. Their relationship is interrupted by the U.S. entry into the war, into which all three men are going into battle. Before their departure, the three men enter into a pact unbeknownst to Ethel Ann. In two, which also takes place in Branagan, but in 1991, World War II U.S. Army Air Forces veteran, septuagenarian Chuck Harris, after an illness, has just passed away. Those that knew him always considered him the reliable one. His death leaves a void in his family, as there has always been a distance between his wife and their daughter, Ethel Ann and Marie, respectively. Marie is perturbed that her mother doesn't seem to be mourning Chuck's death. Another of the mourners is Chuck and Ethel Ann's longtime friend, Jack Etty, also a World War II U.S. Army Air Forces veteran. Although Jack has never said so to them, Jack's son, Peter, and Marie believe that Jack has also had a thing for Ethel Ann. The longer the time passes, the closer Marie comes to abandoning her mother, their relationship which may change if only Ethel Ann and Jack would open up about their feelings holistically. And in three, which also takes place in 1991, an innocent young man named Jimmy Riley, a military buff who lives with his grandmother in Belfast, has joined eccentric old Mr. Quinlan to dig on Black Mountain on the outskirts of the city, the side of the hill known as a World War II fighter plane crash site. Although Jimmy and Mr. Quinlan have dug up bits and pieces of the plane, Jimmy ultimately discovers an engraved ring. Partly on Mr. Quinlan's urging, Jimmy is determined to return the ring to who he believes is its rightful owner. Their digging, however, gets them inadvertently involved in the on-going Northern Ireland conflict, the hill which both sides use for some of their clandestine activities.—Huggo

Plot Keywords: airman, older woman, daughter, young man, dying person, best friend, mushy ...

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#20. War Room (2015)

Storyline: Filled with heart, humor, and wit, WAR ROOM follows Tony and Elizabeth Jordan, a couple who seemingly have it all-great jobs, a beautiful daughter, their dream home. But appearances can be deceiving. In reality, their marriage has become a war zone and their daughter is collateral damage. With guidance from Miss Clara, an older, wiser woman, Elizabeth discovers she can start fighting for her family instead of against them. As the power of prayer and Elizabeth's newly energized faith transform her life, will Tony join the fight and become the man he knows he needs to be? Together, their real enemy doesn't have a prayer.

Plot Keywords: husband, wife, daughter, older woman, client, co-worker, brooding ...

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#22. Alfie (2004)

Storyline: Finding it hard to settle down and commit himself to only one woman, the unrepentant philanderer and undeniable ladies' man, Alfie, is a charming British bachelor who cruises the streets of New York as a limousine chauffeur. In his impeccable suits, the silver-tongued Casanova is simply irresistible; however, things will take a turn for the unexpected, when a night of unrestrained passion seriously tests Alfie's frivolous approach to life. In the end, is Alfie happy, and, above all, what's it all about, then?

Plot Keywords: playboy, single mother, sexy woman, best friend, older woman, cheeky, hedonistic ...

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#23. Desert Cry (2016)

Storyline: A film based on an incredible true story. Desert Dancer is a classic hero story about brave young people risking their lives to rebel against their government and fight for their dreams. Set in Iran, where it is currently forbidden to dance, the story follows Afshin Ghaffarian and his friends who despite the dangers form an underground dance company where, via hacking into YouTube, they learn from the very best - Michael Jackson, Pina Bausch, Gene Kelly and Rudolf Nureyev. Reveling in the freedom of expression that dance gives them, they set upon putting on a performance deep in the desert, away from the watchful eyes of the military police.—Anonymous

Plot Keywords: dance instructor, dancer, older woman, government agent, police officer, secret agent, confident ...

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#24. Book Club (2018)

Storyline: Four longtime friends and book club members--Diane Keaton, Jane Fonda, Candice Bergen and Mary Steenburgen--have their lives upended when they aim to spice up their mundane routines by reading the provocative bestseller Fifty Shades of Grey. With newfound confidence, they each begin to come alive as exciting romances are ignited and old flames are rekindled. Through it all, the ladies inspire one other to make this next stage of their lives the best and steamiest thus far.

Plot Keywords: widow, friend, lover, husband, boyfriend, older woman, amusing ...

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#25. How to Be Single (2016)

Storyline: There's a right way to be single, a wrong way to be single, and then...there's Alice. And Robin. Lucy. Meg. Tom. David. New York City is full of lonely hearts seeking the right match, be it a love connection, a hook-up, or something in the middle. And somewhere between the teasing texts and one-night stands, what these unmarrieds all have in common is the need to learn how to be single in a world filled with ever-evolving definitions of love. Sleeping around in the city that never sleeps was never so much fun.

Plot Keywords: young woman, paralegal, co-worker, guide, young man, older woman, cheeky ...

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#27. Spread (2009)

Storyline: In Los Angeles, Nikki is homeless, car-less and closing in on 30, but he's amoral, good-looking, and adept in the sack, moving from one wealthy woman of 35 or 40 to another, a kept boy-toy. His newest gig, with Samantha, an attorney whose house overlooks L.A., is sweet, although it's unclear how long she'll put up with him. Then Nikki meets Heather, a waitress. Is the player being played, or might this be love? What will Nikki discover?

Plot Keywords: womanizer, older woman, gigolo, waitress, attorney, friend, crafty ...

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#28. How to Be a Latin Lover (2017)

Storyline: Dumped by his extremely rich 80-year-old wife for a younger boy-toy after twenty-five years of prosperous marriage, pampered, yet penniless gold-digger Maximo is forced to take matters into his own hands, perhaps for the very first time in his once luxurious life. As a result, the ageing gigolo will have no other choice but to seek shelter with his estranged widowed sister Sara and his 10-year-old nephew Hugo, completely unprepared though for a rude awakening coupled with a big slice of real life on the side. But once a seducer, always a seducer and as spoiled Maximo struggles to squeeze out one decent idea that would throw him back into the arms of yet another fabulously wealthy widow, a new opportunity will appear; one that includes a profitable first-rate tutorship in how to be the perfect Casanova.

Plot Keywords: wealthy woman, older woman, lover, sister, charming, endearing, inspiring ...

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#29. Do Women Have a Higher Sex Drive? (2018)

Storyline: For years men have underestimated women. For years men have thought they were smarter than women, but now women outnumber men in colleges. For years men have thought that women should not work, now women are the majority of the American workforce. For years men have thought that women could not lead, now women are the majority of the American managers are women. For years men have thought women could not fight. But now women fight alongside men in military . For years men have thought women had a lower sexdrive? Can men be proven wrong again?

Plot Keywords: woman, psychologist, scientist, historian, young woman, older woman, confident ...

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#30. Cocktail (1988)

Storyline: Intent on becoming a successful businessman, and even a millionaire, the ex-military man, Brian Flanagan, waits for his big break while serving drinks at a New York City tavern, and studying for his degree. However, when the charismatic cynic and veteran bartender, Doug Coughlin, becomes the ambitious Brian's sage mentor, their chemistry, combined with the flamboyant tricks behind the bar, will soon yield fame and money until they decide to split ways. Now, as Flanagan struggles to raise money in Jamaica to open his dream bar someday, he falls hard for the striving waitress, Jordan Mooney, while a wealthy fashion executive wants to take him back to Manhattan to live with her. Is there a future between Brian and Jordan?

Plot Keywords: bartender, mentor, artist, father, older woman, love interest, emotional ...

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