Best movies like If Lucy Fell

A comedy for the romantically challenged.

A unique, carefully handpicked, selection of the best movies like If Lucy Fell Starring Sarah Jessica Parker, Eric Schaeffer, Ben Stiller, Elle Macpherson, and more. If you liked If Lucy Fell then you may also like: Two Weeks Notice, 27 Dresses, You've Got Mail, The Wedding Date, When Harry Met Sally... 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.

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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.

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Two Weeks Notice

Dedicated environmental lawyer Lucy Kelson goes to work for billionaire George Wade as part of a deal to preserve a community center. Indecisive and weak-willed George grows dependent on Lucy's guidance on everything from legal matters to clothing. Exasperated, Lucy gives notice and picks Harvard graduate June Carter as her replacement. As Lucy's time at the firm nears an end, she grows jealous of June and has second thoughts about leaving George.

6.4 / 10 2008 Comedy Romance
suggested by: user777n41rymvh

27 Dresses

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

You've Got Mail

Book superstore magnate, Joe Fox and independent book shop owner, Kathleen Kelly fall in love in the anonymity of the Internet—both blissfully unaware that he's trying to put her out of business.

The Wedding Date

With the wedding of her younger sister fast approaching, Kat Ellis faces the undesirable prospect of traveling alone to London for the ceremony. While this is bad enough, Jeffrey, the man who left her as they moved closer to marriage, happens to be the groom's best man. Determined to show everyone -- most of all Jeffrey -- that her romantic life is as full and thrilling as ever, Kat hires a charming male escort as her date.

When Harry Met Sally...

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

When in Rome

After fishing out coins from a water fountain in Italy, cynical New Yorker Beth Harper finds herself being wooed by several ardent suitors. As she deals with the attention, Beth tries to figure out whether a charming reporter really loves her.

New Year's Eve

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

Queens Logic

When childhood friends Al, Dennis and Eliot get together for Ray's wedding, which may or may not happen, they end up on a roller-coaster ride through reality. During one tumultuous, crazy weekend, they face adulthood and each other with new found maturity and discover what Queens Logic is all about. This comedy takes a look at friendship, loyalty, and love.

Jersey Girl

A working girl from New Jersey looks for love with a fast-lane Manhattan salesman from Queens.

Kate & Leopold

When her scientist ex-boyfriend discovers a portal to travel through time -- and brings back a 19th-century nobleman named Leopold to prove it -- a skeptical Kate reluctantly takes responsibility for showing Leopold the 21st century. The more time Kate spends with Leopold, the harder she falls for him. But if he doesn't return to his own time, his absence will forever alter history.

Keeping the Faith

Best friends since they were kids, Rabbi Jacob Schram and Father Brian Finn are dynamic and popular young men living and working on New York's Upper West Side. When Anna Reilly, once their childhood friend and now grown into a beautiful corporate executive, suddenly returns to the city, she reenters Jake and Brian's lives and hearts with a vengeance. Sparks fly and an unusual and complicated love triangle ensues.

The Back-Up Plan

When Zoe tires of looking for Mr. Right, she decides to have a baby on her own. But on the day she's artificially inseminated, she meets Stan, who seems to be just who she's been searching for all her life. Now, Zoe has to figure out how to make her two life's dreams fit with each other.

Breaking Up

An aloof, struggling food photographer thinks he has found true love with a fiery grade-school teacher. At first, the relationship is all wine and roses, but as they realize they have little in common besides great sex, the romance wanes, and they struggle through a succession of break-ups and reunions as they try to work things out.

Cake

A travel writer improves her love life when she becomes an editor for her father's wedding magazine.

Cavemen

"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.

Prime

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

How to Lose a Guy in 10 Days

It’s the battle of wills, as Andie (Kate Hudson) needs to prove she can dump a guy in 10 days, whereas Ben (Matthew McConaughey) needs to prove he can win a girl in 10 days. Now, the clock is ticking - and the wildly entertaining comedy smash is off and running in this irresistible tale of sex, lies and outrageous romantic fireworks!

Something Borrowed

Though Rachel 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. Ramifications of the liaison threaten to destroy the women's lifelong friendship, while Ethan, Rachel's confidant, harbors a potentially explosive secret of his own.

The Switch

Kassie is a smart, fun-loving single woman who, despite her neurotic best friend Wally’s objections, decides it’s time to have a baby – even if it means doing it herself…with a little help from a charming sperm donor. But, unbeknownst to her, Kassie’s plans go awry because of a last-minute switch that isn’t discovered until seven years later… when Wally gets acquainted with Kassie’s cute – though slightly neurotic – son.

Failure to Launch

Tripp, an attractive man in his thirties, is still living with his parents Al and Sue. Tripp's best friends Demo and Ace are also still living in their parents' homes and seem proud of it. Al and Sue are not happy, however, and are fascinated when friends whose adult son has recently moved away from home reveal they hired an expert to arrange the matter and couldn't be happier with the result.

The Goodbye Girl

After being dumped by her live-in boyfriend, an unemployed dancer and her 10-year-old daughter are reluctantly forced to live with a struggling off-Broadway actor.

Made of Honor

Tom and Hannah have been platonic friends for 10 years. He's a serial dater, while she wants marriage but hasn't found Mr. Right. Just as Tom is starting to think that he is relationship material after all, Hannah gets engaged. When she asks Tom to be her 'maid' of honor, he reluctantly agrees just so he can attempt to stop the wedding and woo her.

Grumpier Old Men

A family wedding reignites the ancient feud between next-door neighbors and fishing buddies John and Max. Meanwhile, a sultry Italian divorcée opens a restaurant at the local bait shop, alarming the locals who worry she'll scare the fish away. But she's less interested in seafood than she is in cooking up a hot time with Max.

Head Over Heels

Ordinary single girl Amanda Pierce unexpectedly finds herself sharing an awesome Manhattan apartment with four sexy supermodels. Determined to bring Amanda into their world, the models give her the ultimate makeover. The plan works fabulously as Amanda connects with next door charmer Jim Winston. That is, until one night...

Hope Springs

British artist Colin Ware discovers that his fiancée, Vera, is going to marry another man. Distraught and despondent, he gets on a plane for America and ends up in the tiny town of Hope in New England. At first, Colin is depressed, but he soon finds more than a shoulder to cry on when his innkeepers introduce him to Mandy, a beautiful nurse. All's going well and Colin has almost forgotten his old flame until Vera shows up with a surprise of her own.

I Hate Valentine's Day

A love story set in Manhattan, where a florist who abides by a strict five-date-limit with any man finds herself wanting more with the new restaurateur in town.

Living Out Loud

Judith Moore is suddenly single after discovering her husband of fifteen years, a successful doctor, has been having an affair with a younger woman. Judith stews, plans, plots and fantasizes, but she can't decide what to do with her life until she goes out to a night club to see singer Liz Bailey, who is full of advice on life and love. While out on the town, Judith is suddenly kissed by a total stranger, which opens her eyes to new possibilities... which is when she notices Pat, the elevator operator in her building.

For Love of Ivy

A white family has had the same Black maid for many years. When she tells them she wants to go back to school and will be leaving soon, the 20ish year old son decides what she needs is a change and begins searching for a man to wine and dine her, but who won't marry her, thinking that this will distract her from her plans. The man he finds doesn't entirely cooperate.

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.

Two for the Seesaw

Jerry Ryan wanders aimlessly around New York after giving up his Nebraskan law practice. His wife asks for a divorce. He meets Gittel, a struggling dancer from Greenwich Village and they try to sort out their lives. An extended conversation piece with a static camera, but reflects the moral climate of the time.

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.

Broadway Damage

A quirky, romantic comedy about the complexity and frustration of finding a true love in the gay community. Marc is a struggling actor who finds an apartment in NYC by searching the obituaries. He lives with his out-of-work, eccentric fag-hag Cynthia. His best friend, Robert, is secretly in love with Marc, while Marc falls head over heels for flighty studio musician David. Things heat up as Marc's desire for David keeps him waiting by the phone, while Cynthia gets financially cut off from her rich parents and Robert struggles to express his feelings for Marc.

6.6 / 10 1997 Drama Romance
suggested by: user950wudipirk

Fall

For Michael Shiver, life as an easy-going cab driver in New York suddenly changes when he picks up supermodel Sarah Easton and falls head over heels in love. But Sarah has more than just passion on her mind; she also has a husband and a glamorous lifestyle that she can't seem to leave behind. Torn between her feelings for Michael and the security of her marriage, Sarah is forced to make a realistic decision about the sacrifices that must be made to be truly and totally in love.

Hairshirt

A self-obsessed man runs through one woman after another in this screwball comedy. One of his rejected former lovers decides to take it upon herself to see to it that he never develops another relationship.

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.

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.

The Longest Week

Left broke and homeless by his wealthy parents' divorce, a young man moves in with an old friend and finally meets the woman of his dreams -- only to discover she's already dating his friend.

The Marrying Man

Charley Pearl, wealthy heir and gadabout, is slated to marry Adele, the daughter of a Hollywood tycoon. But, during a wild bachelor party in Las Vegas, Charley strikes up a flirtation with nightclub crooner Vicki Anderson that soon leads to her bedroom. When the couple are discovered by Vicki's beau, infamous gangster Bugsy Siegel, he makes a surprising pronouncement -- they'd better marry, or Charley is a dead man.

My Sassy Girl

A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.

The Night We Never Met

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.

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.

The Four-Faced Liar

A story of love and lies for four twenty-somethings looking to find themselves in New York City. A pair of best friends and a seemingly perfect couple meet at a local Irish pub tucked in the winding streets of the West Village. Through their chance meeting, the four bond and over time all of their relationships with one another morph into love, betrayal and heartbreak for all.

Pursuit of Happiness

An advertising executive fails to realize that the woman of his dreams is his best friend since first grade, now married to his cheating co-worker.

Table for Three

A suddenly single guy invites what he thinks is a perfect couple to move into his apartment, only to discover they quickly insert themselves into all aspects of his life.

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.

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.

Straight From the Heart

Jordan Donavan, a photographer in New York, is so disappointed when after five years of going steady Edward Morgan offers her not marriage but just to move in with him, that she accepts the match-making arranged via a magazine by her female friend with Tyler Ross, a horse rancher in the West, whose candidacy was actually also posted by his sister. After a bad start they soon grow closer.

Over the Moon in Love

With her match-making business on the verge of closing, Brooklyn finds herself in the unique position to be featured in a magazine, but has to set up the writer with her childhood friend Devin who she may have feelings for.

The Last Bridesmaid

Becca is always a bridesmaid, but at her cousin's wedding she bonds with Kyle, the videographer covering every stage of the planning. Perhaps she won't be the last woman standing for long.

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