Highest-Rated Movies about 'May December Romance'

Rear Window (1954), Vertigo (1958), L.A. Confidential (1997), Network (1976), Ali: Fear Eats the Soul (1974), The Graduate (1967), Manhattan (1979), Harold and Maude (1971) ... Let's take a look at the ranked list of the best May December Romance movies.

#16. Jane Eyre (1944)

Storyline: Small, plain and poor, Jane Eyre (Joan Fontaine) comes to Thornfield Hall as governess to the young ward of Edward Rochester (Orson Welles). Denied love all of her life, Jane can't help but be attracted to the intelligent, vibrant, energetic Mr. Rochester, a man twice her age. But just when Mr. Rochester seems to be returning the attention, he invites the beautiful and wealthy Blanche Ingraham (Hillary Brooke) and her party to stay at his estate. Meanwhile, the secret of Thornfield Hall could ruin all of their chances for happiness.—A.L.Beneteau <albl@inforamp.net>

Plot Keywords: marriage, friendship, french, england, education, death, brother in law ...

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#17. Ghost World (2001)

Storyline: Enid and Rebecca after they finish the high school. Both have problems relating to people and they spend their time hanging around and bothering creeps. When they meet Seymour who is a social outsider who loves to collect old 78 records, Enid's life will change forever.

Plot Keywords: older man young girl relationship, coming of age film, f rated, mini skirt, short skirt, based on comic book, socially awkward ...

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#18. Little Women (1994)

Storyline: Louisa May Alcott's autobiographical account of her life with her three sisters in Concord, Massachusetts in the 1860s. With their father fighting in the American Civil War, sisters Jo, Meg, Amy and Beth are at home with their mother, a very outspoken women for her time. The story tells of how the sisters grow up, find love and find their place in the world.

Plot Keywords: death, feminist, first love, growing up, snow, christmas tree, christmas eve ...

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#19. Atlantic City (1980)

Storyline: Atlantic City is a place where people go to realize their dreams, the promise of the future manifested by the demolition of the old crumbling buildings to be replaced by new hotels and casinos. Someone who recently came to Atlantic City for that promise is native Moose Javian (Saskatchewan) Sally Matthews, who currently works as a waitress at a hotel oyster bar, but who is training to be a black jack croupier and wants to be more cultured, such as learning French, in order to work at the casinos in Monte Carlo. Another dreamer who came to Atlantic City decades ago is Lou Pascal, who has long worked as a numbers runner and who claims to have been a cellmate and thus implied confidante of Bugsy Siegel. Although Lou still dresses to the standard to which he is accustomed, his dream long died as he only works penny ante stuff for Fred, most of his current income from being the kept man of widowed recluse, Grace Pinza. Grace too came to Atlantic City to fulfill her dreams - most ...

Plot Keywords: casino, drugs, gangster, neo noir, older man younger woman, sister sister relationship, mobster ...

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#20. Love in the Afternoon (1957)

Storyline: In Paris, detective Claude Chavasse is hired to follow a wife suspected of infidelity with the notorious American libertine Frank Flannagan. When the husband learns that his suspicions are accurate, he tells Claude of his plan to kill Flannagan. Claude's daughter Ariane overhears the threat and warns Frank of the coming trouble. She then plays the part of a worldly socialite with a list of conquests as long as Flannagan's. The bemused ladies' man returns to America the next day and Ariane, completely in love, follows his romantic escapades in the news. She sees him again in Paris the following year, and resumes her worldly guise, telling tales of former lovers when they meet at his hotel in the afternoon. Frank, amazed by the mystery girl and surprised to find himself jealous of her past, hires Claude to uncover more information about her. When the detective realizes what has happened, he asks Frank not to break his daughter's heart.

Plot Keywords: age difference, based on novel, father daughter relationship, paris france, older man younger woman relationship, american abroad, single father ...

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#21. The Devil's Brother (1933)

Storyline: At Stanlio's urging, Ollio foists himself off as the dread singing bandit Fra Diavolo and unknowingly attempts to rob the notorious brigand himself. As punishment, Diavolo orders Stanlio to hang Ollio, but gives them a second chance when Stanlio bungles the job. Taking them on as his retainers, Diavolo travels to the Tavern de Cucu in his guise as the foppish Marquis de San Marco to rob the rich, aged Lord Rocburg and woo beauteous Lady Pamela. Stanlio drives Ollio and the innkeeper to distraction by playing "earsie kneesie nosie" and "finger wiggle," and gets drunk helping Ollio fill tankards of wine, sending him into an uncontrollable laughing fit. The boys plot to capture Diavolo but wind up with him in front of a firing squad.—Paul Penna <tterrace@wco.com>

Plot Keywords: italy, nobility, bull, candle, duck, falling down stairs, handkerchief ...

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#22. Middle of the Night (1959)

Storyline: Fifty-six year old Jerry Kingsley, the co-owner/co-operator of Lock Lee Fashions, a New York based garment manufacturer and wholesaler, has been widowed for two years. His older spinster sister, Evelyn Kingsley, moved in with him in his apartment following Jerry's wife's passing to take care of him, she who has always assumed the role as family caregiver. One of Jerry's married daughters, twenty-five year old Lillian Englander, believes Evelyn has a neurotic fixation on Jerry, Lillian unaware that her own fixation on her father is just as strong. Evelyn tries to arrange dates for Jerry, primarily with lonely widows, something he resists in wanting to find a woman on his own despite his own loneliness. Unlike his married business partner, fifty-nine year old Walter Lockman, who is always chasing after "tootsies" and "floozies", Jerry wants someone to love. After learning her story, Jerry thinks he's found the woman in Lock Lee's twenty-four year old receptionist, Betty Preisser. Betty, who never had much parental guidance, recently got divorced from her musician husband, George Preisser. There had always been a strong physical attraction between Betty and George, but nothing that she would now consider love. Betty is an extremely sad and confused woman, admits that she misses George, but doesn't want to get back together with him, she needing the antithesis of George as the person in her life at this point in time. Jerry and Betty enter into what ends up being a turbulent May-September relationship, their issues based on their own insecurities: Jerry, who realizes that his love for Betty is illogical due to the differences in their ages, admits he will always have pangs of jealousy in believing that she will be more physically attracted to men her own age; and Betty doesn't know if what she feels for Jerry is love or just a sense of being protected, something she never felt with George. Regardless, they decide to get married. That announcement opens up their relationship to the scrutiny of his family and friends, her family and friends, and their co-workers. The situation gets even more complicated when George reenters Betty's life. The questions then become if Jerry and Betty's relationship can withstand all these pressures, or if there is a factor or factors that will show them that their relationship makes sense at this point in their respective lives.—Huggo

Plot Keywords: older man younger woman relationship, loneliness, suicide attempt, manhattan new york city, new york city, age difference, jealousy ...

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#23. Summer of '42 (1971)

Storyline: Silent as a painting, the movie shows us day-dreamer Hermie and his friends Oscy and Benjie spending the summer of '42 on an US island with their parents - rather unaffected by WWII. While Oscy's main worries are the when and how of getting laid, Hermie honestly falls in love with the older Dorothy, who's married to an army pilot. When her husband returns to the front, Hermie shyly approaches her.—Bob Dawson <dawsonb@lfs.loral.com>

Plot Keywords: war widow, summer vacation, teen angst, coming of age, world war two, white panties, bra removing ...

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#24. The Killing of Sister George (1968)

Storyline: George lives with her lover, Childie and plays a cheerful district nurse in a BBC soap opera. However, her character is to be killed off, and George realises that the only other job she can get is the voice of a cow in a children's tv programme. Her life begins to fall apart as Childie has an affair with a predatory tv producer.—Paul Baker <bakerjp@unix.lancs.ac.uk>

Plot Keywords: nun, soap opera, lesbian, actress, jealousy, domination, alcohol ...

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#25. Breezy (1973)

Storyline: Breezy (Kay Lenz) is a teenage hippie with a big heart. After taking a ride with a man who only wants her for sex, Breezy manages to escape. She runs to hide on a secluded property where stands the home of a middle-aged divorced man, Frank Harmon (William Holden). Frank reluctantly takes Breezy in only to fall, unexpectedly, in love with her.—Kelly

Plot Keywords: title spoken by character, hitchhiking, hitchhiker, ex boyfriend ex girlfriend relationship, scar, waitress, sauna ...

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#26. Lolita (1997)

Storyline: In early adolescence, Humbert fell hopelessly and tragically in love with a girl his own age, and, as he grew into adulthood, he never lost his obsession with "nymphets," teenagers who walk a fine line between being a girl and a woman. While looking for a place to live after securing a new teaching position, he meets Charlotte Haze (Melanie Griffith), a pretentious and annoying woman who seems desperately lonely and is obviously attracted to Humbert. Humbert pays her little mind until he meets her 13-year-old daughter Lolita (Dominique Swain), the image of the girl that Humbert once loved. Humbert moves into the Haze home as a boarder and eventually marries Charlotte in order to be closer to Lolita. When Charlotte finds out about Humbert's attraction to her daughter, she flees the house in a rage, only to be killed in an auto accident. Without telling Lolita of her mother's fate, Humbert takes her on a cross-country auto trip, where their relationship begins to move beyond the ...

Plot Keywords: 14 year old, lolita, older man young girl relationship, foot fetish, underage girl, forbidden love, desire ...

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#27. Love and Death on Long Island (1997)

Storyline: Giles De'Ath (Sir John Hurt) is a widower who doesn't like anything modern. He goes to movies and falls in love with movie star Ronnie Bostock (Jason Priestly). He then investigates everything about the movie and Ronnie. After that, he travels to Long Island City, where Ronnie lives, and meets him, pretending that Ronnie is a great actor, and that's why Giles admires him.

Plot Keywords: columbia tristar, stalking, mooning, film within a film, dog, television, diner ...

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#28. He Was a Quiet Man (2007)

Storyline: A troubled loner, Bob Maconel, imagines blowing up the tower in Los Angeles where he works. He takes a revolver to his office intent on killing colleagues, and then himself. At home, he holds conversations with his fish, who encourage him to do it. His supervisor picks on him. As he's screwing his courage to the sticking place, he drops a bullet; while on the floor looking for it, another colleague does exactly what Bob has been planning. Bob emerges a hero and the one colleague he likes, a woman with a bright smile, is severely wounded. Can Bob help her through despair and find himself and joy in life? Or, as everyone says, is this impossible for a man like him?

Plot Keywords: loner, breasts, sex on couch, loneliness, misogyny, sexual harassment, female nudity ...

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#29. Bulworth (1998)

Storyline: Senator Jay Bulworth is facing speculation-induced financial ruin, so he puts out a contract on his own life in order to collect a large, new insurance policy for his family. Living each moment on borrowed time, he suddenly begins spouting raw, unfiltered--and sometimes offensive in word but satirical in spirit -- thoughts to shocked audiences and handlers in the speech of hip-hop music and culture. His newfound uninhibitedness and new relationship with Nina carry him on a journey of political and spiritual renewal.

Plot Keywords: senator, hitwoman, ghetto, directed by star, scandal, surname as title, rap music ...

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#30. Autumn Leaves (1956)

Storyline: Millicent Wetherby is a middle-aged woman whose life is devoid of love and affection. Millicent's solitary existence changes when she encounters Burt Hansen a charismatic younger man. As Burt successfully woos her and wins her hand in marriage, rumors begin to surface that Millicent's newfound beau is in fact a deranged maniac. Things grow even more complicated for Millicent when a woman claiming to be Hansen's first wife shows up. As Burt begins to lose control of himself, Millicent ponders the most radical of actions against her husband.—alfiehitchie

Plot Keywords: electroshock therapy, loneliness, psychiatrist, ex husband ex wife relationship, older woman younger man relationship, husband wife relationship, may december romance ...

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