Best movies like When Life Was Good

A unique, carefully handpicked, selection of the best movies like When Life Was Good Starring Kristine Cofsky, Casey Manderson, Kacie Hart, Rob Carpenter, and more. If you liked When Life Was Good then you may also like: Twenty-one, The Year of Getting to Know Us, Very Good Girls, Old Joy, Once Around 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.

Brooklyn flies home to surprise her boyfriend on his birthday, but immediately changes her mind upon arrival and decides to hide out for the summer with her friend Faith. Faith lives with Casey and with relationship problems of their own, the couple are happy with the distraction...until Brooklyn begins to assert herself, then all of the characters come face to face with the hard realities of their relationships.

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Twenty-one

Katie is a free spirited independently minded 21-year-old. The film follows her as she reflects on the men in her life. Along the way we meet her drug addict boyfriend Bobby, her lover Jack, close friend Baldy, and her father.

The Year of Getting to Know Us

A commitment-phobic man reunites with his estranged, ailing father and comes to terms with his own childhood.

Very Good Girls

Two New York City girls make a pact to lose their virginity during their first summer out of high school. When they both fall for the same street artist, the friends find their connection tested for the first time.

Old Joy

Soon to be a father, Mark feels the pressure of domestic responsibility closing in, so he is more than happy to accept when his old friend Kurt proposes a camping trip in the Oregon wilderness. During their time together, the men come to grips with the changes in their lives and the effect on their relationship.

Once Around

Renata Bella feels like a failure at life and career. But when Renata attends a seminar on selling real estate, she finally finds True Love. Sam Sharpe, while a top-notch, successful salesman, is much older than Renata. She is swept away by his excessively flamboyant style and irrepressible nature. The very traits she finds romantic, however, lead to repeated conflict with her family, especially her beloved father Joe, leaving Renata trapped in the middle.

One Christmas

Based on Truman Capote's bittersweet tale of a young boy's adventures with the father he's never known in New Orleans in the 1930s..

Blue in the Face

Auggie runs a small tobacco shop in Brooklyn, New York. The whole neighborhood comes to visit him to buy cigarettes and have some small talk. During the movie Lou Reed tries to explain why he has to have a cut on his health insurance bill if he keeps smoking and Madonna acts as a Singing Telegram.

Boyfriends

Paul, Matt, and Will (in their 30s) have been friends for years. They converge at the seaside for the weekend, each with a boyfriend in tow. Paul is with Ben, his companion of five years: their relationship is on the rocks after months of Paul's moodiness since his brother Mark died. Matt brings Owen, whom he's dated for three months and wants to live with; to everyone else, they seem singularly.

The Cabin Movie

Three couples travel to a secluded cabin in an attempt to revitalize their lives through bizarre games of sexual dysfunction....and all heck breaks loose!

6.9 / 10 2002 Comedy Drama
suggested by: user257owynbvlt

Chance

'Chance' is a black comedy about how hard it is to find "the one". Mostly told from the point-of-view of a young, sexually aggressive woman, named Chance, whom according to her: "we're all out there looking for true love", which turns out to be a very elusive thing indeed, and Chance is no exception. She's desperately on the prowl for a man, but since she's more mouse than cat, she gets herself into scrape after scrape in her screwball pursuit of love. Surrounded by a bevy of adoring but completely wrong-for-her men (and one dead girl from Manchester, England), Chance has to pick her way through her messy life in order to figure out which guy is "it".

Denial

Couples split up after a comment at an LA dinner party sets up arguments about how truthful partners are in their relationships.

Disappearing Acts

Zora Banks is a school teacher and aspiring singer hoping to become a successful star while taking a break from heartache. Franklin Swift is a down-on-his-luck construction worker and not-quite divorced father of two hoping to start his own business. The two meet and fall in love and during the course of the stormy relationship, they both come to some startling conclusions about love and each other.

Funny Ha Ha

Unsure of what to do next, 23-year-old Marnie tries her best to navigate life after college. Still partying like there's no tomorrow, Marnie drags herself out of bed for her miserable temp job and can't decide whether she's wasting her time going after best buddy Alex, who doesn't seem to be interested.

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?

Paradise

A 10-year-old boy spends a summer in the country with a childless couple and a precocious girl.

Gabi on the Roof in July

An ambitious painter on the verge of a big break confronts his moral decay when his idealist, hell-raising, younger sister comes to stay with him in New York City for the summer.

The Invisible Circus

After learning that her sister, Faith, has committed suicide in Portugal, Phoebe, an 18-year-old hippie, decides to uproot from her San Francisco home to travel to Europe. Phoebe hopes to discover and experience the life that led to her sister's death by retracing her footsteps, which eventually leads to Wolf -- Faith's boyfriend. However, as Phoebe's journey continues, a series of visions of Faith pushes her mind to the brink.

Mama's Boy

A twenty-nine year-old slacker who lives with his mom realizes his sweet set-up is threatened when she hears wedding bells with her self-help guru beau.

Mutual Appreciation

Alan is a musician who leaves a busted-up band for New York, and a new musical voyage. He tries to stay focused and fends off all manner of distractions, including the attraction to his good friend's girlfriend.

30 Years to Life

First of all, the title does not refer to someone sentenced to jail. It is a movie about 6 lifetime friends who are all hitting the big `3-0' together during the same year. Each one looks inside themselves to see where has my life gone and what am I going to do with my future. Actually, what I saw was a black Seinfeld comedy. Tracy Morgan, who is one of the main characters, is a struggling comedian just like Jerry Seinfeld. He gives his opinion of what women want in a man in one of his comedy routines. Melissa De Sousa is looking for a man before time runs out. She is just like Elaine in Seinfeld. I don't remember the big problem with turning thirty, however, all the characters in this movie can show you what they are, such as not having fame, riches, a husband, a thin body, and staying young. Their life stories are probably repeated many times around the world.

The Secret Laughter of Women

Oscar-winner Colin Firth stars in this heart-warming cross-cultural romantic comedy set in the idyllic South of France. Nimi, a beautiful Nigerian single mother to son Sammy, is under pressure from her family to find a suitable husband and who better than the local Reverend? After making friends with Matthew, a British comic-book writer and one of his heros, Sammy has other ideas. He successfully plots to get them together but they've still a few obsticles to overcome. (from Amazon)

True Love

Donna and Michael are getting married. But first, they have to plan the reception, get the tux, buy the rings, and cope with their own uncertainty about the decision. Michael fears commitment. Donna has her doubts about Michael's immaturity. Both are getting cold feet.

Happy Christmas

After a breakup with her boyfriend, a young woman moves in with her older brother, his wife, and their 2-year-old son.

1999

On New Year's Eve 1999, as a group of neurotic characters gather at a Greenwich Village apartment, everyone struggles to come to terms with their identities, relationships, and self-doubts before the millennium turns.

You Can Thank Me Later

In this Canadian comedy-drama, Shirley Cooperberg heads a Montreal Jewish family. During her husband's operation, her brood arrives at the hospital -- failed writer Eli, neurotic Susan, and successful theatrical producer Edward. An onslaught of one-liners find targets amid sibling rivalries and angst-ridden animosities.

One Hot Summer

A beautiful Cuban-American lawyer is caught in the greatest dilemma of her life stay with Ariel, her Cuban-American husband who is eager to start a family at any cost or reignite a past love with Luther, the romance of her life who unexpectedly returns to try and capture her heart once again. Set against the backdrop of one hot summer in the sultry city of Miami, this romantic comedy examines the lives and loves of Margarita Santos, a contemporary woman and her two best friends (Anabel and Viviana) as they straddle two cultures to navigate through the dilemmas they face to find love and happiness once again.

Perfect Opposites

The story of two college graduates from the Midwest who move to Los Angeles, where their love is tested for the first time.

The Baby Formula

Two adventurous women in love are desperate to have their own biological child. They take a chance on an experimental scientific process and make sperm from their own stem cells. Pregnant with humor and unexpected twists, their journey ultimately confirms that all life is a gift and all families are crazy.

Lovesick

The story of Charlie Darby, who has everything going for him: a great job, friends, family, the whole package. The one thing Charlie doesn't have is love, because every time he gets close, he goes clinically insane. When he meets the perfect girl, Charlie must overcome his psychosis to claim his chance at true love.

How the Garcia Girls Spent Their Summer

Three generations of women in a Mexican American family experience sexual awakenings over the course of a summer.

Everyone

Complications arise when family and friends gather for a gay couple's backyard wedding.

5.1 / 10 2010 Drama Comedy
suggested by: SunflowerSphinx

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?

Sheila Levine is Dead and Living in New York

Sheila Levine - an innovative, bright, but painfully introverted individual - arrives in New York City to take an apartment with a partygoing roommate. There, she experiences love and heartache in equal measure.

Lust for Love

Winning your childhood sweetheart can create more problems than it solves.

Paradise

After surviving a plane crash a young conservative woman suffers a crisis of faith.

The Bad Mother's Handbook

Karen Cooper wants to domineer her family and believes she's its pillar. In fact she does everything wrong. Thus she messes up all their lives and futures, rather then help her loved-ones.

Happy

Florent, 23, is an upper class Parisian who dreams of going back to America, where he attended college. One summer he meets Alessia, an American girl, lost in the streets of Paris. Together and with random encounters while on a journey from Paris to Normandy, they explore their passions, which draws them closer as well as brings up their clashing differences. As they face a crucial crossroad in their lives, they will uncover new sides of themselves, struggling to determine who they are personally, professionally and sexually while to break free from their upbringings.​

The Republic of Two

An honest examination of the funny, sexy, turbulent and beautiful high-stakes game of heterosexual cohabitation. Tim wants to be a doctor. Caroline doesn't quite know what she wants. They both know their love is real, but can that love endure a town full of possibilities and temptation?

God Said, 'Ha!'

Julia Sweeney tells the viewers the monologue about the hard time in her life when her brother fought with cancer and she was also diagnosed with a rare form of cancer.

Momma's Man

In Momma's Man an adult decides to escape the pressures of life and return to his old bedroom at his parents' house. An odd premise, but executed with skill and tenderness.

French Film

Jed prepares to interview French cineaste and self-appointed expert on the nature of love - Thierry Grimandi. The worldly and somewhat jaded Jed is dead-set on dismissing the auteur's musings as pompous and, well French, until his own relationship with Cheryl starts to fall apart and he is forced to re-evaluate the illusive subject. Soon everyone is talking about love: his relationship counsellor, drinking buddy Marcus and Marcus' girlfriend Sophie Beginnings, endings, tricks...could the French be on to something?

The Perfect You

A waiter/writer living with his dad and a neat freak who's just landed a job as a reporter in New York, meet by colliding on the Brooklyn Bridge, and romance ensues.

God Send Me A Man

A stage play about a young lady in her 20's who keeps dating the wrong men, her friends and family try to make her see what she's doing wrong but she learns on her own that that the man she really needed was right in front of her the whole time.

I Love You, Don't Touch Me!

When it comes to relationships, the "First Law of the Jungle" prevails: You have to kiss a lot of frogs before finding a prince! Katie is just your average hopeless romantic searching for the ideal man in the vast no man's land of Los Angeles. When Katie rejects her smitten best friend Ben and instead falls for Richard, a sexy and sophisticated composer, she thinks she's finally found the romance of her life. But Katie is about to discover that "Mr. Perfect" isn't necessarily "Mr. Right," and that, sometimes, a frog is really a prince in disguise!

Smiling Fish & Goat On Fire

Two brothers share a house in LA's Fairfax district: Tony's a feckless actor, Chris is an accountant. Both are in relationships on rocky ground. As these emotions swirl, Tony meets his US Postal Service letter carrier, a single mom named Kathy who's come to LA from Wyoming with her daughter, a budding actress. Chris meets Anna, an Italian beauty working in the States for a few months wrangling animals on movie sets. Chris also befriends Clive, an aging and crusty man whose longing for his recently-deceased wife is a portrait of true love. Can Clive's example help Chris sort out his love life, and can Tony grow up enough to see the possibilities with Kathy and her daughter?

Four Eyed Monsters

Apathy, technology, paranoia, disease and medication. Meet Arin. Arin is a shy videographer who finds it too much to handle to go out and meet girls, so he sets up an account on meester.net. The flood of responses never comes, save for one email from Susan, a struggling artist who finds her job as a waitress stifling her creativity. Susan is also on the shy side and is seeking an alternative to the classic dating situation. When Arin and Susan finally meet, that alternative dating situation comes to life as the two refuse to communicate verbally with each other, wanting to avoid bs small talk.

3.8 / 10 2000 Comedy Drama
suggested by: PixelPenguin

Marine Life

Marine Life revolves around the choatic family life of June, a middle-aged lounge singer and mother. Aging and twice divorced, lounge singer June Nordstrom tries to cope with her fading beauty, her troubled offspring, her waning career and her young lover, who begins seeing a woman his age behind June's back.

6 Years

A young couple bound by a seemingly ideal love, begins to unravel as unexpected opportunities spin them down a volatile and violent path and threaten the future they had always imagined.

Love that Boy

Love That Boy is the story of Phoebe, a socially inept overachiever, unrecognized in a world run by C students. Phoebe’s life is totally dominated by her “To Do Before Graduation” list. When Phoebe’s best friend Robyn dumps Phoebe two weeks before college graduation, Robyn points out that Phoebe’s list is missing one essential thing - a boyfriend. Not wanting to be alone at graduation, the most important day of her life, Phoebe begins an ill-fated quest to find a boyfriend. After the demise of her first relationship - her “boyfriend” didn’t even know that they were going out - Phoebe inadvertently falls in love. The only problem is, he’s fourteen.

Excited

A thirty-something single man is afraid his latest romance will be over before it starts in this independent comedy from writer and director Bruce Sweeney. Eight years after his marriage ended in divorce, Kevin is doing well in his career as the owner of a successful golf course, but his personal life is another matter altogether. Kevin hasn't been on a date since he became single again, and his overbearing mother makes no secret of her concern that she'll never become a grandmother. Kevin's slacker brother Randy decides to step in and help, setting Kevin up on a date with Hayaam. To Kevin's surprise, Hayaam turns out to be attractive and fun to be with, and they quickly bond with one another. However, things become problematic when they move their relationship to the next level -- Kevin's nerves cause him to finish far too quickly in the bedroom, and though Hayaam wants to help, she's only willing to deal with his problem for so long.

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