20 best movies like Little City (1997)

Jimmie is seeing his single friends get married one by one. He isn't too worried until his girlfriend Anne catches the bouquet at his friend Marco's wedding. Suddenly, his wild mustang days are numbered. He finally decides to propose to her, but he sticks his foot in his mouth and botches the proposal. Being insulted by the defeatist proposal, Anne leaves town on an assignment. After she's gone, he finds out that his recently-deceased grandfather's will stipulates that he gets nothing of a multi-million dollar fortune unless he's married by 6:05pm on his 30th birthday: tomorrow! Not being able to find Anne, Jimmie begins backtracking through his past girlfriends to find a wife.

When Lenny and his wife, Amanda, adopt a baby, Lenny realizes that his son is a genius and becomes obsessed with finding the boy's biological mother in hopes that she will be brilliant too. But when he learns that Max's mother is Linda Ash, a kindhearted prostitute and porn star, Lenny is determined to reform her immoral lifestyle. A Greek chorus chimes in to relate the plot to Greek mythology in this quirky comedy.

A mild mannered film critic is dumped by his wife and his ego is crushed. His hero persona is the tough guy played by Humphrey Bogart in many of his movies and the apparition of Bogart begins showing up to give him advice. With the encouragement of his two married friends, he actually tries dating again, with less than satisfactory results, until he relaxes.

A pregnant New York social worker begins to develop romantic feelings for her gay best friend, and decides she'd rather raise her child with him, much to the dismay of her overbearing boyfriend.

Sam has a problem with his roommates: they are disgusting, and don't seem to share his views on responsibility, privacy, and basic hygine. Such is his discomfort with his living arrangements that he agrees to share the occupancy of another flat: he gets two nights a week, the owner (a sleazy frat-boy yuppie named Brian, soon to be married) and Ellen (a would-be painter seeking relief from her boring marriage) each get their seperate nights in the flat. Things go extremely well until Sam and Brian swap nights without telling Ellen, who attributes the "nice" things that happen around the place to the slob Brian, while berating the responsible Sam for his hedonistic lifestyle.

Cheated on, mistreated and stepped on, the women are holding their breath, waiting for the elusive "good man" to break a string of less-than-stellar lovers. Friends and confidants Vannah, Bernie, Glo and Robin talk it all out, determined to find a better way to breathe.

Angie lives in the Bensonhurst section of Brooklyn, N.Y. and dreams of a better life than everyone she knows. When she finds that she is pregnant by her boyfriend Vinnie, she decides that she will have the baby, but not Vinnie as a husband. This turns the entire neighborhood upside down and starts her on a journey of self discovery. This journey includes her family, a new lover and her life. Even her best friend Tina has trouble understanding Angie. Written by Tony Fontana

Alice, Judy and Sally are three Australian roommates who are unlucky in love. Over the course of a year, they endure numerous personal ups and downs. Meanwhile, Ewan, Joel and Neil are friends and coworkers with similar problems, and gradually their lives intersect with the trio of women to varying degrees. Will any of these young people finally find a satisfying relationship?

A small circle of friends suffering from post-collegiate blues must confront the hard truth about life, love and the pursuit of gainful employment. As they struggle to map out survival guides for the future, the Gen-X quartet soon begins to realize that reality isn't all it's cracked up to be.

Romantic comedy about six of Seattle's young people, most of whom live in the same apartment building and whose lives revolve around the city's ever-expanding music scene. The interrelated stories about each character's progress through the singles scene are intriguing and often very funny, and the soundtrack is a grunge fanatic's dream, with the likes of Soundgarden, Pearl Jam and Mudhoney.

Megan is an all-American girl. A cheerleader. She has a boyfriend. But Megan doesn't like kissing her boyfriend very much. And she's pretty touchy with her cheerleader friends. Her conservative parents worry that she must be a lesbian and send her off to "sexual redirection" school, where she must, with other lesbians and gays learn how to be straight.

Jewish Jack-the-lad David seriously fancies smart, rich Anglo-Saxon Carrie as soon as he first offends her in a Boston bar. They run into each other again and though she still says she finds him appalling he works on it and they are soon together. His even more reprehensible best mate and her blousy best friend watch bemused as the two fall deeply in love and then apparently as fatally out again

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.

Nora Wilder (Parker Posey), a single, career woman works at a Manhattan boutique hotel where her excellent skills in guest relations lack in the romantic department. If it is not her loving and dominant mother (Gena Rowlands) attempting to set her up that consistently fail, she has her friend’s (Drea de Matteo) disastrous blind dates to rely on as a backup for further dismay. She's surrounded by friends who are all happily engaged or romantically involved and somehow, love escapes Nora -- until she meets an unusual Frenchman (Melvil Poupaud) who helps her discover life beyond her self-imposed boundaries.

A comedy-drama about best friends - one a straight woman, Abbie, the other a gay man, Robert - who decide to have a child together. Five years later, Abbie falls in love with a straight man and wants to move away with her and Robert's little boy Sam, and a nasty custody battle ensues.

Electrician Gus gets the chance to fulfill a childhood dream by buying an old bowling-alley with some of his friends.

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.

During a snowy winter in the small fictional town of Knight's Ridge, Massachusetts, a group of lifelong buddies hang out, drink and struggle to connect with the women who affect their decisions, dreams and desires.

When Jack and Sally announce that they're splitting up, this comes as a shock to their best friends Gabe and Judy. Maybe mostly because they also are drifting apart and are now being made aware of it. So while Jack and Sally try to go on and meet new people, the marriage of Gabe and Judy gets more and more strained, and they begin to find themselves being attracted to other people.

When he finds out his longtime girlfriend is pregnant, a commitment-phobe realizes he might have to change his lifestyle for better or much, much worse.

A romantic comedy about a mysterious love letter that turns a sleepy New England town upside down.

Two young women and their friends spend spare time at an exclusive nightclub in 1980s New York.

It's lust at first sight when Gabriel, a songwriter with Broadway ambitions, runs into Mark, a hot go-go dancer at a local gay club. They head to Gabriel's place to seal the deal, but are thwarted when Gabriel's roommate Rich arrives with opposing plans for their closet-sized apartment. It's the first of many sexual obstructions in a wild night that leaves the pair physically unsatisfied, but developing an unforeseen romantic bond nevertheless.

Hannah is a recent college graduate interning at a Chicago production company. She is crushing on two writers at work, Matt and Paul, who share an office and keep her entertained. Will a relationship with one of them disrupt the delicate balance of their friendship?

Verona and Burt have moved to Colorado to be close to Burt's parents but, with Veronica expecting their first child, Burt's parents decide to move to Belgium, now leaving them in a place they hate and without a support structure in place. They set off on a whirlwind tour of of disparate locations where they have friends or relatives, sampling not only different cities and climates but also different families. Along the way they realize that the journey is less about discovering where they want to live and more about figuring out what type of parents they want to be.

A modern reimagining of the classic romantic comedy, this contemporary version closely follows new love for two couples as they journey from the bar to the bedroom and are eventually put to the test in the real world.

Mandy Moore stars as Halley, a young hip high school student who's convinced true love doesn't exist based on the crazy relationships around her. Her mother is divorcing her father who is dating a younger woman Halley can't stand. Her crazed sister is planning a wedding but has second thoughts and her best friend has fallen madly in love for the first time leaving Halley to feel even more alone.

Four young women continue the journey toward adulthood that began with "The Sisterhood of the Traveling Pants." Now three years later, these lifelong friends embark on separate paths for their first year of college and the summer beyond, but remain in touch by sharing their experiences with each other.

Jake and Kristy Briggs are newlyweds. Being young, they are perhaps a bit unprepared for the full reality of marriage and all that it (and their parents) expect from them. Do they want babies? Their parents certainly want them to. Is married life all that there is? Things certainly aren't helped by Jake's friend Davis, who always seems to turn up just in time to put a spanner in the works.

When new kid in town Ed Wallis is given an assignment to interview an older person, he turns to his mysterious neighbor, Ashby Holt for help. That new connection leads to unexpected journeys for both of them, as Ashby – who turns out to be a retired CIA assassin – deals with a terminal prognosis, and Ed deals with adjusting to life with his newly single mom and developing relationship with a brainy classmate, Eloise.

Sam and Gray are such a well-matched pair that it is difficult to believe they are brother and sister rather than husband and wife. They both share a love of 1940s movies and dancing, and when they meet Charlie, they have something else in common: They both fall in love with her. Sam must deal with unexpected feelings of jealousy, while Gray struggles to come to terms with her sexual orientation.

"Cavemen" is a comedic film with a slight edge of drama revolving around the lives of somewhat single, somewhat unemployed guys living in a warehouse converted to living quarters in the 'Arts District' of Downtown Los Angeles, California they are toiling adulthood and realities of love.

A comedy about a zookeeper who might be great with animals, but he doesn't know anything about the birds and the bees. The man can't find love, so he decides to quit his job at the zoo, but his animal friends try to stop him and teach him that Mother Nature knows best when it comes to love.

Waxing nostalgic about the bittersweet passage from childhood to puberty in this tender coming-of-age tale, four childhood girlfriends -- Teeny, Chrissy, Samantha and Roberta -- recall the magical summer of 1970. During their walk down memory lane, they reconcile experiences with boys, secrets, bullies and more.

Sidney is a writer who's just left her L.A. Times music review gig to edit New York hip-hop magazine XXL. Dre is an executive with a hip-hop record company based in New York. They've known each other since they met as children, when both discovered hip-hop for the first time. Now that they're back together, they should be perfect for each other, except that Dre's about to marry lawyer Reese and Sidney claims not to be interested in Dre romantically. Meanwhile, Dre is growing increasingly restless with his company's focus on profit over artistry, which leads to signing the gimmicky duo Ren and Ten while ignoring the talented Chris

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.

Three very different people in their twenties try to figure out love, sex, identity and friendship in Los Angeles.

Music From Another Room is a romantic comedy that follows the exploits of Danny, a young man who grew up believing he was destined to marry the girl he helped deliver as a five year old boy when his neighbor went into emergency labor. Twenty-five years later, Danny returns to his hometown and finds the irresistible Anna Swann but she finds it easy to resist him since she is already engaged to dreamboat Eric, a very practical match. In pursuit of Anna, Danny finds himself entangled with each of the eccentric Swanns including blind, sheltered Nina, cynical sister Karen, big brother Bill and dramatic mother Grace as he fights to prove that fate should never be messed with and passion should never be practical.

Though Rachel (Ginnifer Goodwin) is a successful attorney and a loyal, generous friend, she is still single. After one drink too many at her 30th-birthday celebration, Rachel unexpectedly falls into bed with her longtime crush, Dex -- who happens to be engaged to her best friend, Darcy (Kate Hudson). Ramifications of the liaison threaten to destroy the women's lifelong friendship, while Ethan (John Krasinski), Rachel's confidant, harbors a potentially explosive secret of his own.

Six Californians start a club to discuss the works of Jane Austen. As they delve into Austen's literature, the club members find themselves dealing with life experiences that parallel the themes of the books they are reading.

Wondering what has happened to herself, now feeling stagnant and in a rut, Shirley Valentine finds herself regularly talking to the wall while preparing her husband's chips and egg. When her best friend wins a trip-for-two to Greece Shirley begins to see the world, and herself, in a different light.

New York City is full of lonely hearts seeking the right match, and what Alice, Robin, Lucy, Meg, Tom and David all have in common is the need to learn how to be single in a world filled with ever-evolving definitions of love.

Two pairs of best friends - Montel & Clyde and Brandy & Adina meet at the party, where Clyde makes Adina think he is very rich and gets her into bed the same evening. When Adina finds out that she's been fooled, she becomes Clyde's worst enemy. Meanwhile Montel and Brandy fall in love and plan to marry, and Adina and Clyde try to do everything to stop them.

Three 40-something women in a small English town meet weekly for a ritual of gin, cigarettes, and sweets -- and swapped stories arguing which of them has the most pathetic love life. Kate is headmistress at the local school; her best friends are the town's police chief and a cynical, thrice-divorced doctor.

After college graduation, Grover's girlfriend Jane tells him she's moving to Prague to study writing. Grover declines to accompany her, deciding instead to move in with several friends, all of whom can't quite work up the inertia to escape their university's pull. Nobody wants to make any big decisions that would radically alter his life, yet none of them wants to end up like Chet, the professional student who tends bar and is in his tenth year of university studies.

During their travels from Chicago to New York, Harry and Sally Will debate whether or not sex ruins a perfect relationship between a man and a woman. Eleven years later, and they're still no closer to finding the answer.

Sissy Hankshaw is born with enormous thumbs that help her hitchhiking through the US from a young age. She becomes a model in advertising and her NY agent 'the Countess' sends her to his ranch in CA to shoot a commercial, set against the background of mating whooping cranes. There, she befriends Bonanza Jellybean, one of the cowgirls at the beauty- ranch.

Five years after meeting her three fathers, Sophie Sheridan prepares to open her mother’s hotel. In 1979, young Donna Sheridan meets the men who each could be Sophie’s biological father.

A trio of beautiful girls set out to revolutionize life at a grungy American university: the dynamic leader Violet Wister, principled Rose and sexy Heather. They welcome transfer student Lily into their group which seeks to help severely depressed students with a program of good hygiene and musical dance numbers.

Set in 1959, Diner shows how five young men resist their adulthood and seek refuge in their beloved Diner. The mundane, childish, and titillating details of their lives are shared. But the golden moments pass, and the men shoulder their responsibilities, leaving the Diner behind.