Best movies like Middle of the Night

For every girl who was ever involved with an older man!

A unique, carefully handpicked, selection of the best movies like Middle of the Night Starring Kim Novak, Fredric March, Glenda Farrell, Albert Dekker, and more. If you liked Middle of the Night then you may also like: 27 Dresses, The Wedding Night, Never a Dull Moment, Oil for the Lamps of China, Old Enough 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.

Jerry Kingsley is a wealthy garment manufacturer left lonely in his 60s when his wife dies. Despite the difference in their ages, he strikes up a romance with divorced 24-year-old receptionist Betty. The relationship is dismissed by his daughter, Lillian, discouraged by his sister, Evelyn, and denounced by Betty's mother. But when Jerry begins to mention marriage, even Betty is forced to confront her ambivalence.

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Know any good movies to watch like Middle of the Night 1959. With a similar plot or stoyline. Suggest it.

27 Dresses

Altruistic Jane finds herself facing her worst nightmare as her younger sister announces her engagement to the man Jane secretly adores.

The Wedding Night

While working on a novel in his country home in Connecticut, married writer Tony Barrett (Cooper) becomes attracted to Manya (Sten), the daughter of a neighboring farmer. Manya is unhappily engaged to Frederik (Bellamy). Due to a snowstorm, Tony and Manya are trapped together in his house overnight. The next day, Manya's father insists her wedding to Frederik take place in spite of Manya's misgivings. Drunkenness and jealousy result in tragedy at the wedding reception that night.

Never a Dull Moment

Kay Kingsley, a sophisticated and successful songwriter in New York City. falls in love with a widowed rancher, Chris Heyward, she meets at the Madison Square Garden Rodeo and they get married, and leave for his ranch in the west. Her friends warn her of an early disillusionment with life on a ranch, far away from the glitter and bright lights of Broadway. Kay makes one difficulty adjustment after another, as the ranch is presided over by Chris's kids, and an incident occurs with a neighbor that prompts Kay to return to her glamorous life in New York. But she soon finds her heart is with Chris and his children.

Oil for the Lamps of China

An American oil company representative almost sacrifices his marriage for his career.

Old Enough

The 12 years old well-bred Lonnie meets the impudent Karen on the street. They spend some time together and Karen teaches Lonnie some of her favorite occupancies, like make-up, shoplifting, skipping school and lying to the parent about it, but confessing to the priest later. But Karen also learns some honesty from Lonnie. A film about social differences and growing up.

Our Son, the Matchmaker

As seen in flashback, this is the story of 43-year-old Julie a beautician who when 15 was forced by her mother to give up her baby for adoption. Her son, now 28, a minister, with his wife expecting, begins to search for his biological mother to find out his family medical history. She hears of his search and reunites.

Room

A Texan begins a cross-country journey in hope of finding the empty loft she keeps seeing in visions.

The January Man

Nick and Frank Starkey were both policemen. A scandal forced Nick to leave the force, now a serial killer has driven the police to take him back. A web that includes Frank's wife, bribery, and corruption all are in the background as Nick tries to uncover the secret of where the killer will strike next, and finally must lay a trap without the police.

All That Heaven Allows

Two different social classes collide when Cary Scott, a wealthy upper-class widow, falls in love with her much younger and down-to-earth gardener, prompting disapproval and criticism from her children and country club friends.

Blue Jasmine

After experiencing a traumatic misfortune, Jasmine French, a wealthy woman from New York, moves to San Francisco to live with her foster sister Ginger and the firm purpose of getting a new life, but she will be haunted by anxiety and memories of the past.

Carol

In 1950s New York, a department-store clerk who dreams of a better life falls for an older, married woman.

40 Carats

After an overnight fling with a man nearly 20 years her junior while vacationing in Greece, Ann Stanley returns to New York assuming she'll never see Peter Latham again. Until, that is, he shows up on her doorstep to take her daughter to a party. Despite her yearning for Peter and the encouragement of her friends and family, Ann initially rebuffs him when he pursues her, but slowly she yields to his charm and her own stifled emotions.

P.S.

Louise, an unfulfilled divorced woman with regrets, gets the chance to relive her past when she meets a young man who bears an uncanny resemblance, in name and appearance, to her high school sweetheart who died many years before.

Harold and Maude

The young Harold lives in his own world of suicide-attempts and funeral visits to avoid the misery of his current family and home environment. Harold meets an 80-year-old woman named Maude who also lives in her own world yet one in which she is having the time of her life. When the two opposites meet they realize that their differences don’t matter and they become best friends and love each other.

The Matchmaker

Thornton Wilder's tale of a matchmaker who desires the man she's supposed to be pairing with another woman.

Lolita

Humbert Humbert is a middle-aged British novelist who is both appalled by and attracted to the vulgarity of American culture. When he comes to stay at the boarding house run by Charlotte Haze, he soon becomes obsessed with Lolita, the woman's teenaged daughter.

Hav Plenty

Lee Plenty is an almost broke would-be novelist and Havilland Savage is a rich and very beautiful woman and his friend. When she invites him to her home for New Year's Eve, they start to build up a romance.

Hit and Run

A garage owner marries a much younger woman. Trouble begins when he becomes friends with a man who has his eyes on his former-showgirl wife.

Holiday

Johnny Case, a freethinking financier, has finally found the girl of his dreams — Julia Seton, the spoiled daughter of a socially prominent millionaire — and she's agreed to marry him. But when Johnny plans a holiday for the two to enjoy life while they are still young, his fiancée has other plans & that is for Johnny to work in her father's bank!

Home Again

Life for a single mom in Los Angeles takes an unexpected turn when she allows three young guys to move in with her.

Humoresque

A classical musician from a working class background is sidetracked by his love for a wealthy, neurotic socialite.

Twinky

A middle aged writer of pornographic novels meets and falls in love with a sixteen year old school girl. This alone is cause for concern but when the couple get married and move to America, the trouble (and fun) really begins.

Merry-Go-Round

A nobleman, posing as a necktie salesman, falls in love with the daughter of a circus puppeteer, even though he is already married to the daughter of his country's war minister.

Monsoon

A young woman named Julia brings her fiance and his mother to a village in India to meet her father and brother. Hospitality proves in short supply and things take a turn for the worse when Julia's seductive younger sister arrives.

The Scarlet Letter

In the seventeenth century, in Massachusetts, a young woman is forced to wear a scarlet "A" on her dress for bearing a child out of wedlock.

The Wedding

Shelby Coles (Halle Berry) is engaged to marry talented white jazz musician Meade Howell, but the pair face opposition from both Meade's family, who object to an inter-racial marriage, and Shelby's parents, who want her to marry a professional. As Shelby is afflicted by pre-marital doubts, handsome Lute McNeil arrives on the scene, determined to make Shelby his at any cost.

TiMER

In this comedic fantasy, science has facilitated the search for a soul mate via biotechnological implants that count down to the moment one is supposed to meet his or her match. But Oona is worried: She's nearly 30, and her TiMER isn't ticking yet. Will her dream guy get snatched up by someone else?

Trust

After being thrown away from home, pregnant high school dropout Maria meets Matthew, a highly educated and extremely moody electronics repairman. The two begin an unusual romance built on their sense of mutual admiration and trust.

Skyscraper Souls

Skyscraper Souls is a Pre-Code 1932 drama film starring Warren William and Maureen O'Sullivan. The film was directed by Edgar Selwyn and is based upon the novel Skycraper by Faith Baldwin. The film depicts the aspirations and lives of several people in the Seacoast National Bank Building. Among them is David Dwight, the womanizing bank owner who keeps his estranged wife happy by paying her bills. His secretary Sarah wants him to get a divorce so they can marry.

Christmas Ever After

Popular romance novelist Izzi Simmons spends every Christmas at her favorite snowy bed & breakfast, but this year, she's faced with an impending deadline and a severe case of writer's block. Luckily, inspiration strikes in the unlikely form of the B&B's new owner Matt, who bears an uncanny resemblance to the handsome hero from Izzi's novels. As both partake in the lodge's annual itinerary of Christmas activities, Izzi's writer's block is cured and the first pages of her and Matt's own love story may just be beginning.

The Happy Ending

The triumphs and failures of middle age as seen through the eyes of runaway American housewife Mary Wilson, a woman who believes that ultimate reality exists above and beyond the routine procedures of conscious, uninspired, everyday life. She feels cheated by an older generation that taught her to settle for nothing less than storybook finales, people who are disillusioned and restless and don't know why, people for whom life holds no easy answers.

The Doctor and the Girl

Dr. Michael Corday, a recent graduate of the Harvard Medical School, is the son of Dr. John Corday, an eminent New York City surgeon who has a tendency to continue to direct the lives of his grown children. The daughter, Fabienne, runs away from home, and Michael, after first following his father's advice of being callous to the point of cruelty toward patients, changes when he falls in love with a patient, marries her and sets up his practice on the lower East Side in New York.

Saturday's Children

An inventor and his bride get testy in the city as they try to make ends meet.

Cotton Mary

A British family is trapped between culture, tradition, and the colonial sins of the past.

Dear Brat

Mirian Wilkins, the teenage daughter of Senator Wilkins, starts a Society for the Rehabilitation of Criminals and, without the approval or knowledge of her father, elects him to the position of honorary president. When the family's new gardener, Baxter, turns out to be a notorious ex-convict who was sentenced to prison by Senator Wilkins when he was a judge, Wilkins considers firing him until his daughter points out that would be an unwise decision considering the position her father held on society.

The Men in Her Life

A circus performer becomes a ballerina and then begins her life of a career versus marriage and a home-life. She marries her first husband, her mentor and instructor, primarily out of gratitude. After his death, she marries an American thinking that can be her escape from the world of ballet. But she leaves him to return the dancing. She has a child but does not tell her husband. When her daughter is two-years-old, the husband finds out and takes the child to America. The ballerina continues to dance until her best dancing days have gone by.

The Married Virgin

In order to save her wealthy father from disgrace and a possible prison sentence, a daughter agrees to marry the gigolo who's been blackmailing him...

The Shunning

Beautiful Katie Lapp has always felt something missing in her simple Amish existence -- until a mysterious "Englisher" comes to Lancaster County looking for the baby girl she gave up for adoption 19 years ago.

Sentimental Journey

An actress becomes taken with Hitty, a young orphan prone to dreaming. Julie soon finds out that she is ill and has only a short time to live. She decides to adopt the child so that her husband Bill will not be alone when she dies. Unfortunately, Bill is not charmed by Hitty.

The Roman Spring of Mrs. Stone

An aging actress' husband dies of a heart attack en route to Rome, where they'd planned to holiday. There, she rents an apartment and, through the Contessa, she meets a young man, with whom she begins an affair.

Child Bride of Short Creek

A dramatization of the true account of a fundamentalist sect in Arizona that practices polygamy, and a returning Korean War veteran's rebellion against his father when he learns that the latter plans to increase his stable of wives by adding the 15-year-old girl with whom his son is romantically involved.

The World's Oldest Living Bridesmaid

A sophisticated lawyer (Donna Mills), who is always the bridesmaid but never the bride, gets romantically involved with her down-to-earth secretary (Brian Wimmer).

Beauty for Sale

A beautiful woman lands a job at an exclusive salon that deals with the wives of wealthy businessmen. Her contact with these men leads to a series of affairs.

The Easiest Way

Growing up in a poor working-class family, Laura decides not to marry the boy-next-door and instead accepts wealthy, older Will Brockton's invitation to move in with him. After falling in love with young up-and-coming newsman Jack Madison she leaves Brockton to wait for Madison's return from a long assignment. She runs out of money and becomes desperate, returning again to Brockton who, upon learning of Madison's sudden arrival, tells Laura she must inform Madison of her living situation or he will.

Love 'Em and Leave 'Em

Mame Walsh promised their mother on her deathbed to look after little sister Janie. But Janie helps herself to everything of her sister's, be it her clothes or her men - even the money entrusted to her by fellow employees at the store they work at. Regardless, Mame can't break her promise. So when it comes to getting Janie out of trouble, big sister comes to the rescue.

Falling for Grace

Grace is a Chinese American who longs to be a part of New York's high society. At a socialite event, she is mistaken for a Hong Kong heiress and meets her Prince Charming. Nothing is as it seems absorbing drama. What will happen to this Cinderella when the clock strikes midnight?

Thrill of a Romance

A soldier falls in love with a newly-married woman after her husband abandons her for a business meeting on their honeymoon.

Circle of Two

A 60-year-old artist shares a secret, platonic romance with a 16-year-old girl.

She Had to Say Yes

Florence Denny is Tommy Nelson's girlfriend and secretary at a clothing manufacturer during the Great Depression. In order to boost sales they have been using professional female entertainers to keep their clients very happy, but the clients are getting bored of them. Tommy convinces management to replace the professionals with "volunteers" from the pool of stenographers. Inevitably some clients expectations are greater than their "dates", boyfriends become unhappy, and the "voluntary" duty becomes less so over time. At first, Tommy prevents Florence from being a volunteer, but eventually the prospect of a bonus becomes too great and he encourages her to volunteer. Afterwards, Tommy considers Florence a loose woman.

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