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Movies like Sidewalks of New York

Key Features:
Relationships, Dating, Marriage, Romantic comedy, Interconnected stories, New York City, Infidelity, Urban life, Cynicism, Modern romance, Social commentary, Adultery, Love triangle
Tone:
humorous, witty, satirical
Target Audience:
Fans of romantic comedies, Viewers interested in relationship dynamics, Those who enjoy ensemble casts, Urban audiences
Emotional Arc:
Amusement → Confusion → Reflection

Sidewalks of New York

2001-11-23
Sidewalks of New York Poster - Find Similar Movies

The film follows the marital and dating lives of three men and three women who unknowingly form a tangled web of relationships. Interspersing "man on the street" interviews with scenes from the six characters' lives, the film weaves a humorous and biting commentary on the game of love -- easy to start, hard to finish.

Genres
Comedy, Drama, Romance
Cast
Edward Burns, Heather Graham, Rosario Dawson, Dennis Farina, Brittany Murphy, David Krumholtz, Stanley Tucci, Callie Thorne, Aida Turturro, Kathleen Doyle
Crew
Edward Burns, Edward Burns
Rating
6.007(72 votes)
Sidewalks of New YorkSidewalks of New York
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How to Be Single
6.257

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.



Sex and the City
6.6

A New York writer on sex and love is finally getting married to her Mr. Big. But her three best girlfriends must console her after one of them inadvertently leads Mr. Big to jilt her.



The Five-Year Engagement

Exactly one year after Tom meets Violet, he surprises her with a wedding ring. By all accounts, Tom and Violet are destined for their happily ever after. However, this engaged couple just keep getting tripped up on the long walk down the aisle.



He's Just Not That Into You

Have you ever sat by the phone wondering why he said he would call, but didn't, or you can't figure out why she doesn't want to sleep with you anymore, or why your relationship just isn't going to the next level... they're just not that into you. Gigi just wants a man who says he'll call—and does—while Alex advises her to stop waiting by the phone. Beth wants a proposal after years of a committed relationship with her boyfriend, Neil, who sees nothing wrong with the status quo. Janine's not sure if she can trust her husband, Ben, who can't quite trust himself around Anna. Anna can't decide between the sexy married guy, or her straightforward, no-sparks standby, Conor, who can't get over the fact that he can't have her. And Mary, who's found an entire network of loving, supportive men, just needs to find one who's straight.



Where the Sidewalk Ends

A police detective's violent nature keeps him from being a good cop.



Husbands and Wives

When their best friends announce that they're separating, a professor and his wife discover the faults in their own marriage.



Players
Players(2024)
6.082

New York sportswriter Mack has spent years devising successful hook-up "plays" with her friends, but when she unexpectedly falls for one of her targets, she must learn what it takes to go from simply scoring to playing for keeps.



Carrie Pilby
6.832

Awkward, isolated and disapproving of most of the people around her, a precocious 19-year-old genius is challenged to put her convictions to the test by venturing out on to the NYC dating scene.



Sex, Shame & Tears
6.6

A comedic drama featuring two couples and two old friends in Mexico City. Tomas visits Carlos and Ana, while Miguel and Andrea are joined by Maria. The presence of guests triggers lust, rejection, infidelities, reconciliation and other consequences.



Falling in Love
6.7

During shopping for Christmas, Frank and Molly run into each other. This fleeting short moment will start to change their lives, when they recognize each other months later in the train home and have a good time together. Although both are married and Frank has two little kids, they meet more and more often, their friendship becoming the most precious thing in their lives.



Trust the Man
5.1

Overachieving actress Rebecca must come to grips with her failing marriage to stay-at-home dad Tom. While Rebecca's slacker brother Tobey can't seem to commit to his aspiring-novelist girlfriend, Elaine. As both relationships spin out of control, the two couples embark on a quest to rediscover the magic and romance of falling in love in New York.



Walking the Streets of Moscow

On a stopover in Moscow, a young writer Volodya makes friends with Kolya, who is returning home from a hard night shift. Just as Kolya is about to take a rest, he is met by his old friend Sasha, who wants help getting a deferral from military service so that he can get married.



The Out-of-Towners
5.78

The adventures of married couple Henry and Nancy Clark, vexed by misfortune while in New York City for Henry's job interview.



Whipped
Whipped(2000)
3.8

Three to one may sound like fairly good odds, but it depends on the game. When the "one" is one very irresistible woman and the "three" are three hopelessly smitten guys, the deck is pretty stacked. In the battle of the sexes, the first rule is to never underestimate the power of a woman.



Baked in Brooklyn
5.2

A recent college graduate decides to sell marijuana on the streets of Manhattan after losing his job at a consulting firm. He soon meets the girl of his dreams. With an unsupportive girlfriend, an increase of clienteles, and the growing threats of being caught or killed, he soon realizes he is in way over his head.



Metropolitan
6.9

A radical student is adopted by a group of young New Yorkers, serves as a catalyst to alter his and their lives. Gathering in a Manhattan apartment, the group of friends meet to discuss social mobility, Fourier's socialism and play bridge in their cocoon of upper-class society - until they are joined by a man with a critical view of their way of life.



Romantiche
6.1

A portrait of the flaws and peculiarities of four type of girls living in different districts of Rome.



Two Night Stand
6.4

After an extremely regrettable one night stand, two strangers wake up to find themselves snowed in after sleeping through a blizzard that put all of Manhattan on ice. They're now trapped together in a tiny apartment, forced to get to know each other way more than any one night stand should.



Natale a New York
4.978

Lillo (Christian De Sica) married Milena, one of the richest women in Europe. The marriage contract provides that Lillo undertakes to never cheat on her, under penalty of divorce and not even a penny of alimony. But one day he meets Barbara (Sabrina Ferilli) and it's immediately irresistible passion... Filippo Vessato (Fabio De Luigi) is a young surgeon who, to make a career, is forced to suffer the harassment of his head, Professor Benci (Claudio Bisio). Filippo is about to go to New York to get married and Benci does not miss an opportunity to further harass him by asking him to bring a gift to his son, a "model" student at Riverside College.



She's the One
5.448

Mickey, a free-spirited New York cabbie, and Francis, a materialistic Wall Street stockbroker, are extremely competitive and confused about women as a result of their father's influence. Though they disagree about everything, they have one thing in common: Mickey's ex-fiance Heather is Francis's secret love. Though both brothers have beautiful wives, Heather triggers their longtime sibling rivalry



Falling Up
5.291

A nursing student forced to quit school for family reasons winds up taking a job as a doorman in an elite apartment building in New York City, where he sparks to one of his residents.



A Rainy Day in New York

Two young people arrive in New York to spend a weekend, but once they arrive they're met with bad weather and a series of adventures.



Crossing Delancey
5.8

Thirty-something Isabelle spends her time going from her tiny, solitary West Side apartment to that of her grandmother on the Lower East Side. While her grandmother plots to find her a romantic match, Isabelle is courted by a married, worldly author, Anton, yet can't seem to shake the down-to-earth appeal of Sam, a pickle vendor.



Walking and Talking
6.058

Just as Amelia thinks she's over her anxiety and insecurity, her best friend announces her engagement, bringing her anxiety and insecurity right back.



Men in the City
6.2

Follows six very different men and their struggles with women, family and work. Yet, they are somehow connected to each other.



Isn't It Romantic
6.2

For a long time, Natalie, an Australian architect living in New York City, had always believed that what she had seen in rom-coms is all fantasy. But after thwarting a mugger at a subway station only to be knocked out while fleeing, Natalie wakes up and discovers that her life has suddenly become her worst nightmare—a romantic comedy—and she is the leading lady.



Scenes of a Sexual Nature

Sex and love. Some seek it, some need it, some spurn it and some pay for it, but we're all involved in it. Set on one afternoon on Hampstead Heath in north-west London, the film investigates the minutiae of seven couples. What makes us tick?



An Unmarried Woman
6.675

A wealthy woman from Manhattan's Upper East Side struggles to deal with her new identity and her sexuality after her husband of 16 years leaves her for a younger woman.



Social Animals
6.141

Determined not to turn into her parents, or be drawn into any relationship longer than a one night stand, Zoe constantly struggles with her failing business and love life. Then she falls in love for the first time with Paul. But there's one problem: Paul is married.



Person to Person
5.173

Follows a variety of New York characters as they navigate personal relationships and unexpected problems over the course of one day.



Frances Ha
7.3

An aspiring dancer moves to New York City and becomes caught up in a whirlwind of flighty fair-weather friends, diminishing fortunes and career setbacks.



Manhattan
Manhattan(1979)
7.7

Manhattan explores how the life of a middle-aged television writer dating a teenage girl is further complicated when he falls in love with his best friend's mistress.



Street Smart
5.9

A New York journalist lies when his fake story about a pimp describes a real pimp up for murder.



New Year's Eve
5.9

The lives of several couples and singles in New York intertwine over the course of New Year's Eve.



Love Is Strange
6.3

After 39 years together, Ben and George finally tie the knot, but George loses his job as a result, and the newlyweds must sell their New York apartment and live apart, relying on friends and family to make ends meet.



Asphalt City
6.183

A young paramedic is paired with a seasoned partner on the night shift in New York revealing a city in crisis. Discovering the chaos firsthand, he is tested with the ethical ambiguity that can be the difference between life and death.



Men Vs Women
5.779

From married couples to platonic roommates to testy rivals with romantic chemistry, the never-ending battle of the sexes gets personal.



Barefoot in the Park

In this film based on a Neil Simon play, newlyweds Corie, a free spirit, and Paul Bratter, an uptight lawyer, share a sixth-floor apartment in Greenwich Village. Soon after their marriage, Corie tries to find a companion for mother, Ethel, who is now alone, and sets up Ethel with neighbor Victor. Inappropriate behavior on a double date causes conflict, and the young couple considers divorce.



Buying the Cow
5.1

A commitment-averse man frantically hits the dating scene after his girlfriend starts pressuring him to pop the question.



Sidewalls
Sidewalls(2011)
7.5

Martin is a neurotic web designer taking baby steps out of the isolation of his one-room apartment and his virtual reality. Mariana is an artist fresh out of a a long relationship. They are perfect for each other, live on the same street, in opposite buildings, but they never meet. Can the movement of a modern city of three million people bring them together?



Season of Love
7.212

A queer lady holiday movie that follows the lives of three very different couples in dealing with their love lives in various loosely interrelated tales all set right before Christmas through New Years.



100 Streets
6

Three extraordinary stories covering infidelity, adoption, and a drug dealer turned actor intertwine as characters meet in the streets of London.



The Lovebirds
6.1

A couple experiences a defining moment in their relationship when they are unintentionally embroiled in a murder mystery. As their journey to clear their names takes them from one extreme – and hilarious - circumstance to the next, they must figure out how they, and their relationship, can survive the night.



Match
Match(2014)
5.861

A Seattle couple travel to New York to interview colorful former dancer Tobi for research on a dissertation about dance. But soon, common niceties and social graces erode when the questions turn personal and the true nature of the interview is called into question.



Materialists
6.497

A young, ambitious New York City matchmaker finds herself torn between the perfect match and her imperfect ex.



Valentine's Day
5.924

Intertwining couples and singles in Los Angeles break-up and make-up based on the pressures and expectations of Valentine's Day.



Walk of Shame
5.959

A reporter's dream of becoming a news anchor is compromised after a one-night stand leaves her stranded in downtown L.A. without a phone, car, ID or money - and only 8 hours to make it to the most important job interview of her life.



Love and the City
5.536

Three Russian friends work in New York, party hard and chase women. It's great times until they get cursed by a drunken Russian night club owner, who turns out to be Saint Valentine. St. Valentine's curse is simple - the guys lose all their manly powers until they find their true love. It turns out to be harder than it sounds - our boys have a lot of growing up to do. Fast.



Thirteen Conversations About One Thing

In New York City, the lives of a lawyer, an actuary, a house-cleaner, a professor, and the people around them intersect as they ponder order and happiness in the face of life's cold unpredictability.



Summer in the City
6.046

When a small town woman with southern charm is given a big promotion managing a store in the Big Apple, she tries to adopt a big city personality and it leads to disastrous results.



Date Movie
4.3

Spoof of romantic comedies which focuses on a man, his crush, his parents, and her father.



On the Rocks
6.1

Faced with sudden doubts about her marriage, a young New York mother teams up with her larger-than-life playboy father to tail her husband.



Love & Sex
6.106

When her rather explicit copy is rejected, magazine journalist Kate is asked by her editor to come up with an article on loving relationships instead, and to do so by the end of the day. This gets Kate thinking back over her own various experiences, and to wondering if she is in much of a position to write on the subject.



Just Friends
6.218

While visiting his hometown during Christmas, a man comes face-to-face with his old high school crush whom he was best friends with – a woman whose rejection of him turned him into a ferocious womanizer.



When Harry Met Sally...

Sex always gets in the way of friendships between men and women. At least, that's what Harry Burns believes. So when Harry meets Sally Albright and a deep friendship blossoms between them, Harry's determined not to let his attraction to Sally destroy it. But when a night of weakness ends in a morning of panic, can the pair avoid succumbing to Harry's fears by remaining friends and admitting they just might be the perfect match for each other?



Autumn in New York
6.1

Will Keane, a Manhattan restaurateur, is content with his playboy lifestyle until he meets Charlotte Fielding, a free-spirited young woman. Together the pair pursue a passionate affair that forces them both to reevaluate what they want out of life, even as fate threatens to steal away their future.



Prime
Prime(2005)
6

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



They All Laughed
5.8

New York's Odyssey Detective Agency is hired by two different clients to follow two women suspected of infidelity. Ladies' man John Russo trails Angela Niotes, the elegant wife of a wealthy Italian industrialist, while Charles Rutledge and Arthur Brodsky follow Dolores Martin, the beautiful young wife of a jealous husband. Their respective cases are complicated when John falls for Angela, and Charles falls for Dolores.



Broken English
5.9

Nora Wilder is freaking out. Everyone around her is either in a relationship, married, or has children. Nora is in her thirties, alone with job she's outgrown and a mother who constantly reminds her of it all. Not to mention her best friend Audrey's "perfect marriage". But after a series of disastrous dates, Nora unexpectedly meets Julien, a quirky Frenchman who opens her eyes to a lot more than love.



Top Five
Top Five(2014)
6.085

Though he began in stand-up comedy, Andre Allen hit the big-time as the star of a trilogy of action-comedies about a talking bear but now he wants to be taken seriously. His passion project about the Haitian Revolution, a movie called Uprize, was panned by the NY Times film critic. A couple days before the wedding to his reality star fiancée, he's forced to spend the day with Chelsea Brown, a profile writer for the New York Times. Unexpectedly, he opens up to her, and as they wind their way across New York, he tries to get back in touch with his comedic roots.



Date Night
6.1

Phil and Claire Foster fear that their mild-mannered relationship may be falling into a stale rut. During their weekly date night, their dinner reservation leads to their being mistaken for a couple of thieves—and now a number of unsavoury characters want Phil and Claire killed.



The Extra Man
5.757

A man who escorts wealthy widows in New York's Upper East Side takes a young aspiring playwright under his wing.



Manual of Love
5.8

Four intertwined stories on the joys and sorrows of love.



Women Vs Men
5.5

Anna and Piero fighting routine of a long marriage, when Piero loses his memory, Anna reconstructs his way. For its part, the concierge Rocco and his friend Michele play in a group that emulates the Beatles and face opposition from their partners. Finally, Marcello and Paola are a divorced couple who, from time to time, pretend they are still together to avoid problems. They are victims of a relentless war of sexes.



If Lucy Fell
5.3

Joe and Lucy are roommates and best friends. Lucy, whose love life is embarrassingly dull, convinces Joe, who is infatuated with a neighbor he's never met, that if they don't have stable romances within a month, they must jump off the Brooklyn Bridge.



Alfie
Alfie(2004)
5.842

A tale of a philosophical womanizer who is forced to question his seemingly carefree existence.



The Third Wheel
5.203

The clumsy and shy Stanley is a nice fellow, beloved by his colleagues in the office. He has a crush on the gorgeous new-hire Diana, but he has difficulties to get close to her. When Stanley finally invites Diana for a date, he hits the homeless Phil with his Taurus, and his planned night turns upside down.



Norbit
Norbit(2007)
5.7

A mild-mannered guy who is engaged to a monstrous woman meets the woman of his dreams, and schemes to find a way to be with her.



Married Life
5.774

A very gentle middle-aged man is married, but when he falls in love with another woman, he decides that to divorce his wife would humiliate her too much – so instead he decides to kill her.



Los Leones
7.8

A couple's life in NYC becomes a whirlwind when Nicole suspects José is cheating on her while receiving the surprise that her father is getting married to a woman half his age.



L.A. Story
6.489

With the help of a talking freeway billboard, a "wacky weatherman" tries to win the heart of an English newspaper reporter, who is struggling to make sense of the strange world of early-90s Los Angeles.



Dan in Real Life
6.568

Advice columnist Dan Burns is an expert on relationships, but somehow struggles to succeed as a brother, a son and a single parent to three precocious daughters. Things get even more complicated when Dan finds out that the woman he falls in love with is actually his brother's new girlfriend.



Tenure
Tenure(2010)
5.532

Despite his outstanding intellect, associate professor Charlie Thurber is a chronic underachiever and has never received university tenure. Aided by his nutty best friend, Charlie launches a final effort to make the grade at Gray College. But a beautiful new teacher whose ascending star threatens to eclipse him shakes up Charlie's plans.



Plaza Suite
6.14

Film version of the Neil Simon play has three separate acts set in the same hotel suite in New York's Plaza Hotel with Walter Matthau in a triple role. In the first, Karen Nash tries to get her inattentive husband Sam's attention and help save their failing marriage. In the second, brash film producer Jesse Kiplinger tries to seduce his former one-time flame Muriel. In the third, Roy Hubley and his wife Norma try and persuade their daughter, a bride to-be with cold feet, out of the bathroom before her approaching wedding ceremony.



Empowered
Empowered(2018)
5.9

Paz seems to have a perfect life. She has a job, a partner and friends but something's missing. In reality, there are things she is unhappy about. She feels anxious and burdened but can't bring herself to express these feelings. Until one day she turns to a strange therapy that will make her say absolutely everything she thinks. How would your life be if you only said what you think?



Neighbors
Neighbors(1981)
5.638

One man's quiet suburban life takes a sickening lurch for the worse when a young couple move into the deserted house next door. From the word go it is obvious these are not the quiet professional types who *should* be living in such a nice street. As more and more unbelievable events unfold, our hero starts to question his own sanity... and those of his family.



More the Merrier
6.7

Multiple stories about the oscillating world of couple relationships and how difficult it can be to separate sex from love.



Good on Paper
5.6

After years of putting her career ahead of love, stand-up comic Andrea Singer has stumbled upon the perfect guy. On paper, he checks all the boxes, but is he everything he appears to be?



Piter FM
Piter FM(2006)
6.69

Masha, who works for a radio station, and Maxim, a street sweeper with an architectural degree, cross paths with each other when they are at an indecisive point in their lives.



Everyone Says I Love You

A New York girl sets her father up with a beautiful woman in a shaky marriage while her half sister gets engaged.



Paris, 13th District
6.861

Émilie meets Camille who is attracted to Nora, who crosses paths with Amber. Three girls and a boy – They're friends, sometimes lovers and often both.



Happiness
Happiness(1998)
7.4

The lives of several individuals intertwine as they go about their lives in their own unique ways, engaging in acts which society as a whole might find disturbing in a desperate search for human connection.



It's Complicated
6.5

Ten years after their divorce, Jane and Jake Adler unite for their son's college graduation and unexpectedly end up sleeping together. But Jake is married, and Jane is embarking on a new romance with her architect. Now, she has to sort out her life—just when she thought she had it all figured out.



Duck Butter
5.391

Dissatisfied with the dishonesty they see in dating, strangers Naima and Sergio make a pact to spend 24 straight hours together in an attempt to fast forward their relationship.



Annie Hall
7.736

New York comedian Alvy Singer falls in love with the ditsy Annie Hall.



The Broken Hearts Club: A Romantic Comedy

A close-knit group of gay friends share the emotional roller coster of life, relationships, the death of friends, new beginnings, jealousy, fatherhood and professional success. At various stages of life's disarray, these young men share humorous and tragic relationships and always have each other to rely on.



Human Capital
7.5

The destinies of two families are irrevocably tied together after a cyclist is hit off the road by a jeep in the night before Christmas Eve.



Relationship Status: It's Complicated

Thirty-year-old Ben is about to marry Juliette. His quiet, ordered life will fall to pieces when he meets up again with the person he secretly wants to see the most: Vanessa, the high school bombshell who never so much as looked in his direction. She's back in Paris, and the only person she now knows is him…



Two Lovers
6.9

A depressed man moves back in with his parents following a recent heartbreak and finds himself with two women.



After Sex
After Sex(2007)
5.5

Sex is a background to examine intimacy and vulnerability. Looks at the complexity of modern day relationships told through eight separate couples. Through dialogue and compromising situations, the film takes us from the beginning of a relationship to the aftermath of one, and examines every stage in between seeing humor within the drama, heartache and confusion of it all.



She's Funny That Way

On the set of a playwright's new project, a love triangle forms between his wife, her ex-lover, and the call girl-turned-actress cast in the production.



Life Stinks
5.658

A rich businessman makes a bet he can survive on the streets of a rough Los Angeles neighborhood for 30 days completely penniless. During his stay he discovers another side of life and falls in love with a homeless woman.



The Good Guy
5.503

Ambitious young Manhattanite and urban conservationist Beth wants it all: a good job, good friends, and a good guy to share the city with. Of course that last one is often the trickiest of all. Beth falls hard for Tommy, a sexy, young Wall Street hot-shot. But just as everything seems to be falling into place, complications arise in the form of Tommy's sensitive and handsome co-worker Daniel. Beth soon learns that the game of love in the big city is a lot like Wall Street -- high risk, high reward and everybody has an angle.



The Apartment
8.2

Bud Baxter is a minor clerk in a huge New York insurance company, until he discovers a quick way to climb the corporate ladder. He lends out his apartment to the executives as a place to take their mistresses. Although he often has to deal with the aftermath of their visits, one night he's left with a major problem to solve.



People, Places, Things

Will Henry is a newly single graphic novelist balancing being a parent to his young twin daughters and teaching a classroom full of college students, all the while trying to navigate the rich complexities of new love and letting go of the woman who left him.



L'uomo perfetto
6

Lucia is a young and talented advertiser but is out of luck when it comes to love. Madly in love with her best friend's boyfriend, she struggles with her feelings when they are set to get married.



New York Stories
6.212

Three tales of love, ambition, and neurosis unfold in the city that never sleeps. In "Life Lessons" (Martin Scorsese), a tormented painter channels heartbreak into his art. In "Life Without Zoë" (Francis Ford Coppola), a precocious 12-year-old navigates privilege and loneliness in a Manhattan hotel. And in "Oedipus Wrecks" (Woody Allen), a man’s domineering mother literally becomes a looming presence over New York.



Dean
Dean(2016)
5.812

A comedy about loss, grief, and the redemptive power of love. Dean is a NY illustrator who falls hard for an LA woman while trying to prevent his father from selling the family home in the wake of his mother's death.



Burning Palms
5.2

A subversive tale that interlaces five stories set in Los Angeles, where no taboo is left unexplored as each character careens toward a dark and often comic fate

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