20 best movies like Desk Set (1957)

Happily married for three years, Ann and David Smith live in New York. One morning Ann asks David if he had to do it over again, would he marry her? To her shock, he answers, "No". Later that day, they separately discover that, due to a legal complication, they are not legally married.

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.

A sportswriter who marries a fashion designer discovers that their mutual interests are few, although each has an intriguing past which makes the other jealous.

When a corporate raider threatens a hostile takeover of a 'mom and pop' company, the patriarch of the company enlists the help of his wife's attractive daughter—who is a lawyer—to stop the takeover. However, the raider soon becomes infatuated with her, and enjoys the legal manoeuvring as he tries to win her heart.

When her inability to commit leads to a breakup with her girlfriend, opera-loving writer Allegra winds up in the bed of amiable professor Philip. He is so smitten with Allegra that he dumps his lover, Grace (Justin Kirk), and convinces Allegra to continue their affair. When Allegra meets Grace, sparks fly, and she begins a parallel romance, unaware that her new lover is the woman Philip left to be with her.

A man with a "doormat" personality tries standing up for himself for a change in this comedy. Mild mannered tax accountant Elliot Sherman is what he calls a "Baxter": the kind of calm, unexciting fellow who "wears sock garters" and "enjoys raking leaves." Loved by bosses and parents, Elliot is a perfectly nice guy. And that's his problem.

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.

A group of thirtysomethings having problems with fidelity gets an opportunity to turn back the clock.

Otto Wall is just a little unlucky in life, and unbeknownst to him, in love. When his wife suddenly asks for a divorce, he bounces between a search for answers, desperate attempts to stay connected to his daughter, and his fateful reentry into the dating pool.

The Malacicis, a hard-working Italian family recently immigrated from Florence, open a fancy restaurant in the Bronx, N.Y., drawing the ire of another clan. Mike and Sadie Capomezzo, equally hard-working Sicilian caterers from the area, find they cannot stand Piero and Maria Malacici. But things get complicated when the Malacicis' daughter, Gina, and the Capomezzos' son, Rosario, fall in love.

When Jack, an assistant District Attorney, takes Lee, a shoplifter caught in the act, home with him for Christmas, the unexpected happens and love blossoms.

After three bumbling Soviet agents fail in their mission to retrieve a straying Soviet composer from Paris, the beautiful, ultra-serious Ninotchka is sent to complete their mission and to retrieve them. She starts out condemning the decadent West, but gradually falls under its spell—with the help of an American movie producer.

A reporter Lanie Kerrigan interviews a psychic homeless man for a fluff piece about a football game's score. Instead he tells her that her life has no meaning and is going to end in just a few days, which sparks her to action, trying to change the pattern of her life...

Martin works at the local radio station, which just hired a new scriptwriter with a reputation for great drama, Pedro Carmichael. Martin’s aunt Julia, not related by blood, returns home after many years away and Martin falls for her. Once Pedro finds out about this romance, he starts incorporating details of it into the script of his daily drama series. Soon, Martin and Julia are not only hearing about their fictional selves over the radio, but about what they are going to do next.

A nightclub dancer makes it big in modeling, leaving her dancer boyfriend behind.

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

New York singer and nightclub owner Lady Lou has more men friends than you can imagine. One of them is a vicious criminal who’s escaped and is on the way to see “his” girl, not realising she hasn’t exactly been faithful in his absence. Help is at hand in the form of young Captain Cummings, a local temperance league leader.

Unfounded suspicions lead a married couple to begin divorce proceedings, whereupon they start undermining each other's attempts to find new romance.

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.

Linus and David Larrabee are the two sons of a very wealthy family. Linus is all work -- busily running the family corporate empire, he has no time for a wife and family. David is all play -- technically he is employed by the family business, but never shows up for work, spends all his time entertaining, and has been married and divorced three times. Meanwhile, Sabrina Fairchild is the young, shy, and awkward daughter of the household chauffeur, who has been infatuated with David all her life, but David hardly notices her -- "doesn't even know I exist" -- until she goes away to Paris for two years, and returns an elegant, sophisticated, beautiful woman. Suddenly, she finds that she has captured David's attention, but just as she does so, she finds herself falling in love with Linus, and she finds that Linus is also falling in love with her.

In the midst of election season in New Mexico, political speech writers Julia Mann, a Democrat, and Kevin Vallick, a Republican, begin a romance, unaware they are working for candidates on opposite sides.

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 photographer takes up newsreel shooting to impress a secretary.

An acerbic critic wreaks havoc when a hip injury forces him to move in indefinitely with a Midwestern family.

A man and woman share a telephone line and despise each other, but then he has fun by romancing her with his voice disguised.

As her marriage dissolves, a Manhattan writer takes driving lessons from a Sikh instructor with marriage troubles of his own. In each other's company they find the courage to get back on the road and the strength to take the wheel.

Three women set out to find eligible millionaires to marry, but find true love in the process.

70-year-old widower Ben Whittaker has discovered that retirement isn't all it's cracked up to be. Seizing an opportunity to get back in the game, he becomes a senior intern at an online fashion site, founded and run by Jules Ostin.

Calvin is a young novelist who achieved phenomenal success early in his career but is now struggling with his writing – as well as his romantic life. Finally, he makes a breakthrough and creates a character named Ruby who inspires him. When Calvin finds Ruby, in the flesh, sitting on his couch about a week later, he is completely flabbergasted that his words have turned into a living, breathing person.

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.

Womanising, right-wing Dan Hanson and quiet, liberal Lorie Bryer work for the Baltimore Sun. Rivals for the job of new writer of a vacant column, the paper ends up instead printing their very different opinions alongside each other, which leads to a similarly combative local TV show. At the same time their initial indifference to each other looks like it may evolve into something more romantic.

Overachieving actress, Rebecca (Moore), must come to grips with her failing marriage to stay-at-home dad, Tom (Duchovny). While Rebecca's slacker brother, Tobey (Billy Crudup), can't seem to commit to his aspiring-novelist girlfriend, Elaine (Maggie Gyllenhaal). 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.

Jane Goodale has everything going for her. She's a producer on a popular daytime talk show, and is in a hot romance with the show's dashing executive producer Ray. But when the relationship goes terribly awry, Jane begins an extensive study of the male animal, including her womanizing roommate Eddie. Jane puts her studies and romantic misadventure to use as a pseudonymous sex columnist -- and becomes a sensation.

Two employees at a gift shop can barely stand one another, without realising that they are falling in love through the post as each other's anonymous pen pal.

Two aging playboys are both after the same attractive young woman, but she fends them off by claiming that she plans to remain a virgin until her wedding night. Both men determine to find a way around her objections.

A reformer's daughter wins the lead in a scandalous Broadway show.

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 putting her out of business.

Harry Sanborn is an aged music industry exec with a fondness for younger women like Marin, his latest trophy girlfriend. Things get a little awkward when Harry suffers a heart attack at the home of Marin's mother, Erica. Left in the care of Erica and his doctor, a love triangle starts to take shape.

Lizzie, a high-end event planner, lies awake nightly while her devoted fiancé Josh rests peacefully. When a sleep-deprived incident causes her to run into Billy, a low-key bartender who is just as sleepless and frustrated as she is, they discover that they can only fall asleep while next to each other.

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.

Sam, a soldier who had served in Afghanistan and Iraq, meets Amira when he visits her uncle, Bassam, who had served as Sam's Iraqi translator. Bassam and Sam have a special bond due to their time together in the war. Initially Amira does not trust him because he was an American soldier and her brother was killed by a bomb from American troops in the war. Sam's cousin, Charlie, asks Sam to help him with illegal hedge funds unbeknownst to Sam at the time. Amira is staying with her uncle Bassam since her father died. She sells bootlegged films on the street corner but is forced to stay with Sam after getting busted; immigration officials begin pursuing her. As the film progresses, Sam and Amira fall in love.

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.

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.

A young woman with Asperger's tries to find her first boyfriend with a little help from her older sister.

A couple struggle to find happiness after a whirlwind courtship.

A comedian tries to make it as a serious actor when his reality-TV star fiancé talks him into broadcasting their wedding on her TV show.

Dr. Henry Harriston is a successful psychoanalyst in New York City. When he is near a nervous breakdown, he arranges to change his flat with Beatrice Saulnier from France for a while. Both don't know each other and both find themselves deeply involved into the social settings of the other, because the decision to change their flats is made overnight. Could be the perfect amusement, but suddenly Henry finds himself beaten up by Beatrice' lover and Beatrice is considered to be Dr. Harriston's substitute by his clients...

Amidst a sea of litigation, two New York City divorce lawyers find love.

After being fired, Rebecca hours back to her old home town to attend her friends wedding on Christmas Eve and visit her mother. But when she tries to return home she finds she must relive Christmas Eve over and over until she gets it right.

Playboy Thomas Fuentes has so far been able to skate by in life on good looks and charm alone. But when his duplicitous relationships with three women -- impassioned waitress Cici, meticulous lawyer Lorena and bored socialite Patricia -- spiral out of control, he suffers a mental breakdown. His doctor recommends that he choose just one girlfriend -- but can he choose in time before they discover his deception?