Best movies like Love and Pain and the Whole Damn Thing

A unique, carefully handpicked, selection of the best movies like Love and Pain and the Whole Damn Thing Starring Maggie Smith, Timothy Bottoms, Jaime de Mora y Aragón, Emiliano Redondo, and more. If you liked Love and Pain and the Whole Damn Thing then you may also like: The Very Thought of You, Numb, One Big Affair, Rachel, Rachel, Rushmore 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.

While bicycling through the Spanish countryside, Walter, the aimless young son of a doctor, makes the acquaintance of proper, middle-aged, clumsy and secretive Lila. He falls in love with her, but she is resistant.

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The Very Thought of You

Laurence recounts to his neighbour how his life long friendship with Frank and Daniel has been overturned in just three days by their each independently meeting, and falling for, Martha, who has no idea of their connection. Slowly the tale unfolds, the narrative moving backwards and forwards gradually filling in the gaps until we see the whole picture

Numb

Hudson Milbank is a successful Hollywood screenwriter who suddenly and strangely finds himself without any emotional feelings. He tries doctor after doctor and shrink after shrink, but nothing works. The Golf Channel, lesbian exercise classes and a dizzying variety of pills get him through the day, but don't quite solve his problem. His writing partner tries everything to get him back to normal, but it's not until Hudson meets Sara that he finds a real motivation to get better and to actually start feeling again. From the writer of Deuce Bigalow, comes NUMB, a romantic comedy following an unusual man looking for strange love.

One Big Affair

Lawyer Jimmy Donovan thinks a bicycle tour through Mexico is just the thing to keep him out of trouble until his client arrives. But when school teacher Jean Harper misses her tour bus, all of a sudden Jimmy is in for much more than he bargained for.

Rachel, Rachel

Rachel is a 35 year old school teacher who has no man in her life and lives with her mother. When a man from the big city returns and asks her out, she begins to have to make decisions about her life and where she wants it to go.

Rushmore

When a beautiful first-grade teacher arrives at a prep school, she soon attracts the attention of an ambitious teenager named Max, who quickly falls in love with her. Max turns to the father of two of his schoolmates for advice on how to woo the teacher. However, the situation soon gets complicated when Max's new friend becomes involved with her, setting the two pals against one another in a war for her attention.

Age of Consent

An elderly artist thinks he has become too stale and is past his prime. His friend (and agent) persuades him to go to an offshore island to try once more. On the island he re-discovers his muse in the form of a young girl.

Before Midnight

It has been nine years since we last met Jesse and Celine, the French-American couple who once met on a train in Vienna. Now, live in Paris with twin daughters, but have spent a summer in Greece on the invitation of an author colleague of Jesse's. When the vacation is over and Jesse must send his teenage son off to the States, he begins to question his life decisions, and his relationship with Celine is at risk.

The Best Exotic Marigold Hotel

British retirees travel to India to take up residence in what they believe is a newly restored hotel. Less luxurious than its advertisements, the Marigold Hotel nevertheless slowly begins to charm in unexpected ways as the residents find new purpose in their old age.

The Cake Eaters

The death of the Kimbrough family matriarch affects the three male survivors of the clan. Widower Easy tries to reconnect with his old flame, Marg. Eldest son and struggling musician Guy moves back to town, feeling guilty that he missed the funeral. His brother, Beagle, who was his mother's caretaker, falls for Marg's granddaughter, Georgia, a chronically ill girl who fears her time is growing short.

Flirting with Forty

A divorcee has a passionate affair with a much younger surfing instructor in Hawaii.

The Graduate

Benjamin, a recent college graduate very worried about his future, finds himself in a love triangle with an older woman and her daughter.

The English Teacher

Teacher Linda Sinclair balances her staid home life with an incredible passion for her subject, but her routine is forever altered when a former star pupil and his unsupportive father reenter her life.

How Stella Got Her Groove Back

Through good times and bad, Stella and Delilah have always had each other. Now, Stella's so busy building a life that she's forgotten how to really live. But Delilah is about to change all that. What starts as a quick trip to Jamaica, end as an exhilarating voyage of self discovery as Stella learns to open her heart and find love - even if it's with a man 20 years her junior.

I Could Never Be Your Woman

Rosie, an ageing single mother, is helped by Mother Nature in experiencing love again through Adam, a charming young man. But matters complicate when her young daughter falls in love with a local boy.

In the Bedroom

Summertime on the coast of Maine, "In the Bedroom" centers on the inner dynamics of a family in transition. Matt Fowler is a doctor practicing in his native Maine and is married to New York born Ruth Fowler, a music teacher. His son is involved in a love affair with a local single mother. As the beauty of Maine's brief and fleeting summer comes to an end, these characters find themselves in the midst of unimaginable tragedy.

suggested by: GlitteringGazelle

Prime

A career driven professional from Manhattan is wooed by a young painter, who also happens to be the son of her psychoanalyst.

Under the Tuscan Sun

After a rough divorce, Frances, a 35 year old book editor from San Francisco takes a tour of Tuscany at the urgings of her friends. On a whim she buys Bramasole, a run down villa in the Tuscan countryside and begins to piece her life together starting with the villa and finds that life sometimes has unexpected ways of giving her everything she wanted.

The Night of the Iguana

A defrocked Episcopal clergyman leads a bus-load of middle-aged Baptist women on a tour of the Mexican coast and comes to terms with the failure haunting his life.

Little Lili

This film, loosely inspired by Anton Chekov's The Seagull, weaves a story about sex, family and the business of making films. When the young and overly sensitive filmmaker Julien screens his new DV art-film starring his girlfriend Lili (Swimming Pool's Ludivine Sagnier) --a sexy young local girl--to his famous actress mother Mado, and her lover Brice, an accomplished film director, an unraveling of the delicate peace in their house begins. The graceful beauty Lili, who dreams of becoming a famous actress like Mado, is immediately fascinated by Brice, who gladly falls prey to her charms.

Straight-Jacket

In 1950's Hollywood, movie star Guy Stone must marry a studio secretary in order to conceal his homosexuality. Sally has no idea her marriage is a sham, though, and turns Guy's life upside-down. Then he falls in love.

The Last Picture Show

High school seniors and best friends, Sonny and Duane, live in a dying Texas town. The handsome Duane is dating a local beauty, while Sonny is having an affair with the coach's wife. As graduation nears and both boys contemplate their futures, Duane eyes the army and Sonny takes over a local business. Each struggles to figure out if he can escape this dead-end town and build a better life somewhere else.

Emma

Emma Woodhouse is a congenial young lady who delights in meddling in other people’s affairs. She is perpetually trying to unite men and women who are utterly wrong for each other. Despite her interest in romance, Emma is clueless about her own feelings, and her relationship with gentle Mr. Knightly.

A Summer Story

A bittersweet tale of lost love, based on a short story ("The Apple Tree") by John Galsworthy.

The Prime of Miss Jean Brodie

A headstrong young teacher in a private school in 1930s Edinburgh ignores the curriculum and influences her impressionable 12-year-old charges with her over-romanticized worldview.

One Percent More Humid

A pair of childhood friends reunite during their summer break from college and deal with a traumatizing experience from their past.

The First Time

With the coming of summer, three high school buddies--Kenny Leeds, Mike Decker, and Tommy Kingsley--anticipate their initiation into the pleasures of manhood. But Kenny is separated from his friends and sent to stay with his grandparents in Buffalo while his father, a widowed salesman, leaves on a business trip with his secretary-fiancée. Bored and alone in a strange city, Kenny writes his two friends letters about his adventures at "Rosie's," a fictitious brothel across the Canadian border in Niagara Falls. His lie quickly backfires.

Last Wedding

Three couples in Vancouver navigate their relationships: first jobs, first crises, professional jealousy, an affair, and lack of communication. Noah and Zipporah marry after a brief courtship. She wants to be a singer and stalls out when she fails. He's working hard at a business that may go under. Sarah and Shane are architects; he can't handle her success at a downtown firm. Leslie is a librarian, sour and prickly; her mate, Peter, is a college teacher whose head is turned by a student. Can any of these couples sort things out and stay together? Should they?

The Brothers Solomon

A pair of well-meaning, but socially inept brothers try to find their perfect mates in order to provide their dying father with a grandchild.

Aftersun

Sophie reflects on the shared joy and private melancholy of a holiday she took with her father twenty years earlier. Memories real and imagined fill the gaps between miniDV footage as she tries to reconcile the father she knew with the man she didn't.

The Heavenly Kid

After dying in a car crash, Bobby Fantana is forced to pay for his misdeeds by becoming someone's guardian angel. He reluctantly agrees to watch over awkward high schooler Lenny Barnes, teaching him how to be cool and confident. As Bobby teaches Lenny, the two form a close bond.

6.0 / 10 2016 Romance Comedy
suggested by: JungleJester

Dean

A freelance illustrator in New York suffers a quarter-life crisis and leaves his home for the west coast.

Hello I Must Be Going

Divorced and demoralised, Amy Minsky’s prospects look bleak when she is condemned to move back in with her parents at the age of 35. Everyone wants to help but, as her patience level with advice is plummeting, a bold teenage boy enters her life, igniting her last bit of self-esteem.

My First Mister

Leelee Sobieski is brash, abrasive and vulnerable as a teenage child of divorce who hides her pain behind a mask of hard-edged gothic rebellion. Albert Brooks plays a man who is her total opposite, a precise and well-ordered menswear store owner of forty-nine who manages limited expectations and protects lonely secrets with pleasant ritual and quiet, ironic reserve. These two total opposites collide in conflict then come together in a surprising alliance, changing each other's lives forever.

The Perfect Son

Brothers Theo and Ryan lead very different lives. Theo is always in and out of drug rehabilitation while Ryan is a successful and rather conservative lawyer. Usually they do not get along and stay out of each other's way. When reunited at their father's funeral, Ryan's admission to being gay ultimately brings the two closer than they've ever been.

Smart People

Professor Lawrence Wetherhold might be imperiously brilliant, monumentally self-possessed and an intellectual giant -- but when it comes to solving the conundrums of love and family, he's as downright flummoxed as the next guy.

The Sterile Cuckoo

Two students at neighboring colleges get swept up in first love. Pookie Adams, a kooky misfit with no family or friends, clings to the quiet and studious Jerry, who has the ability to make a choice of living in Pookie's private world or be accepted by the society that Pookie rejects. Unwittingly, it is through their awkward relationship that Pookie prepares Jerry for the world of "weirdos" that she doesn't fit into.

5.9 / 10 1990 Drama Romance
suggested by: user604wboo20d8

Texasville

Summer, 1984: 30 years after Duane captained the high school football team and Jacy was homecoming queen, this Texas town near Wichita Falls prepares for its centennial. Oil prices are down, banks are failing, and Duane's $12 million in debt. His wife Karla drinks too much, his children are always in trouble, and he tom-cats around with the wives of friends. Jacy's back in town, after a mildly successful acting career, life in Italy, and the death of her son. Folks assume Duane and Jacy will resume their high school romance. And Sonny is "tired in his mind," causing worries for his safety. Can these friends find equilibrium in middle age?

Three

Two college friends, traveling in Europe, find themselves rivals for the attentions of a mysterious woman.

Purple Violets

Patti Petalson is a promising writer, but her marriage and conventional job keep her from her dream. She longs to return to her writing, especially after running into her first love Brian Callahan, a successful crime novelist. Kate is Patti's best friend since college; she's a tough-talking schoolteacher who plays therapist to all Patti's problems, while she's got a few of her own.

Big Bad Love

Vietnam veteran Leon Barlow is struggling as a writer, and his personal life isn't much better. His unsympathetic ex-wife Marilyn doesn't approve of his visits with his two children, and he has problems with alcohol. Yet even when Leon manages to catch up on alimony and child support payments, things in his life seem to decline further, until a sudden tragedy catches him off guard.

Blind Dating

Danny is a blind man who does not let his impairment get in the way of living his life to the fullest, except when it comes to love. Danny's brother sets him up on a series of blind dates, but all of them go disastrously wrong. Just when Danny is about to give up, he meets Leeza, a nurse who works for Danny's doctor. There is just one catch: Leeza, who is from India, is promised to another man.

The Indian

"The Indian" is a touching drama about a negligent father who must face the son he abandoned years earlier, and the emotional wreckage he caused, in order to obtain a life-saving transplant.

Black Irish

In South Boston, where Irish roots run deep and Catholic tradition reigns, two brothers face similar hardships but lead far different lives. While older brother Terry descends into drugs and crime, 16-year-old Cole vies to make the state baseball championships - but must struggle to withstand his brother's destructive influence.

The Cruise

Affectionate portrait of Timothy "Speed" Levitch, a tour guide for Manhattan's Gray Line double-decker buses.

The Gifted One

A young boy can transfer his body energy into ESP and heal sick people. While the subject of scientists' studies, he runs away to try to find out about his past and why he is the way he is.

Half Past Midnight

A detective encounters a woman in a nightclub. He finds that she is being blackmailed by a dancer who is murdered that very night. Of course, the woman becomes the main suspect. She and the gumshoe team up and begin searching for the real killer.

Cider with Rosie

A semi-autobiographical coming-of-age story set in the Cotswolds during and immediately after the First World War.

Butterfly Man

Adventure romance about an English backpacker whose world falls apart when he meets and falls in love with a beautiful girl on an exotic Thai island.

The Second Best Exotic Marigold Hotel

As the Best Exotic Marigold Hotel has only a single remaining vacancy - posing a rooming predicament for two fresh arrivals - Sonny pursues his expansionist dream of opening a second hotel.

Marigold

Marigold Lexton, an American actress who gets stranded in Mumbai and lands a minor role in a Bollywood musical. She meets Prem, the film's choreographer, and undergoes a personal transformation as she experiences Bollywood firsthand.

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