20 best movies like Three to Tango (1999)

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.

It's Hollywood, 1958. Small town beauty queen and devout Baptist virgin Marla Mabrey, under contract to the infamous Howard Hughes, arrives in Los Angeles. At the airport, she meets her driver Frank Forbes, who is engaged to be married to his seventh grade sweetheart and is a deeply religious Methodist. Their instant attraction not only puts their religious convictions to the test, but also defies Hughes' number one rule: No employee is allowed to have any relationship whatsoever with a contract actress. Hughes' behavior intersects with Marla and Frank in very separate and unexpected ways, and as they are drawn deeper into his bizarre world, their values are challenged and their lives are changed.

At a picturesque lakeside estate, a love triangle unfolds between the legendary diva Irina, her lover Boris, and the ingénue Nina.

An adaptation of F. Scott Fitzgerald's Long Island-set novel, where Midwesterner Nick Carraway is lured into the lavish world of his neighbor, Jay Gatsby. Soon enough, however, Carraway will see through the cracks of Gatsby's nouveau riche existence, where obsession, madness, and tragedy await.

Patrick returns to San Francisco for the first time in almost a year to celebrate a momentous event with his old friends. In the process, he must face the unresolved relationships he left behind and make difficult choices about what’s important to him.

When their plane is rerouted due to a hurricane warning, two single female best friends find themselves competing for the same guy during an extended layover in St. Louis.

Linda Watt is a sheltered but brilliant young scientist who is plucked out of her company's lab and sent to India by her CEO to sell "Rice 9," a genetically modified rice she's created. However, unbeknownst to her, the rice will destroy the Indian farmers she thinks she's helping.

A woman on the brink of a marriage proposal is told by a friend that she should date other men before spending the rest of her life with her boyfriend.

The fiancé of an African-American woman who's met with skepticism and suspicion from her father when she takes him home for the all-important introduction. As the wedding approaches, Dad must come to terms with his future son-in-law.

A young writer begins an affair with an older woman from France whose open marriage to a diplomat dictates that they can meet only between the hours of 5 p.m. to 7 p.m.

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.

The separation of a long married couple goes awry when they fall for each other again.

Described as "90210 on acid", the film tells the story of a day in the lives of a group of high school kids in Los Angeles and the strange lives they lead.

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 celebrated military contractor returns to the site of his greatest career triumphs and re-connects with a long-ago love while unexpectedly falling for the hard-charging Air Force watchdog assigned to him.

The story of a young man who arrives in Hollywood during the 1930s hoping to work in the film industry, falls in love, and finds himself swept up in the vibrant café society that defined the spirit of the age.

A successful veterinarian and radio show host with low self-esteem asks her model friend to impersonate her when a handsome man wants to see her.

Reunited after 15 years, famous chef Sasha and hometown musician Marcus feel the old sparks of attraction but struggle to adapt to each other's worlds.

Miles buys himself a state-of-the-art computer that starts expressing thoughts and emotions after a having champagne spilled down on him. Things start getting out of hand when both Miles and Edgar, how the computer calls himself, fall in love with Madeline, an attractive neighbour.

Pledging to keep herself from being the oldest and the only woman in her entire family never to wed, Montana embarks on a thirty-day, thirty-thousand-mile expedition to charm a potential suitor into becoming her fiancé.

It's a movie for everyone whose life has been thrown off-course, out of whack, or simply not turned out the way they planned it. In other words, it's a movie for everyone, period. Set in suburban Long Island in the summer of 2002, with the psychic wounds of 9/11 still fresh, A Little Help is a story that takes a comic, searching and profoundly empathetic look at a few pivotal months in the life of dental hygienist Laura Pehlke (Jenna Fischer)-an ordinary woman whose life suddenly flies off the rails-and her heroic efforts to re-establish a sense of security and normalcy for herself and her son.

The Seminarian is a story about Ryan, a closeted gay student in his final semester of seminary studies. Despite his school's hostile stance towards homosexuality, Ryan has two gay classmates - Gerald and Anthony - in whom he secretly confides. He is also close to his religiously devout mother who, as things stand, is unaware of his sexual orientation. Ryan needs to complete a solid theological thesis in order to continue doctoral work at the university of his dreams. As he works on his thesis 'The Divine Gift of Love,' Ryan begins a relationship with Bradley - a guy he has met on the Internet who seems perpetually unable to commit himself. Ryan confides in Gerald and Anthony, only to learn about their romantic struggles as well. Consequently, Ryan questions his views on God's gift of love.

Can two serial cheaters get a second chance at love? After a one-night stand in college, New Yorkers Lainey and Jake meet by chance twelve years later and discover they each have the same problem: because of their monogamy-challenged ways, neither can maintain a relationship. Determined to stay friends despite their mutual attraction, they make a pact to keep it platonic, a deal that proves easier said than done.

A hapless talent manager named Danny Rose, by helping a client, gets dragged into a love triangle involving the mob. His story is told in flashback, an anecdote shared amongst a group of comedians over lunch at New York's Carnegie Deli. Rose's one-man talent agency represents countless incompetent entertainers, including a one-legged tap dancer, and one slightly talented one: washed-up lounge singer Lou Canova (Nick Apollo Forte), whose career is on the rebound.

Three magazine employees head out on an assignment to interview a guy who placed a classified ad seeking a companion for time travel.

Nicole and Chase live next door to each other but are worlds apart. However, they plot a scheme to date each other in order to attract the interest and jealousy of their respective romantic prey. But in the mist of planning a gala centennial celebration, Nicole and Chase find that the one they always wanted was closer than they ever thought.

Narcissistic, brash, and self-destructive Jimmy thinks all relationships are doomed. Cynical, people-pleasing, and stubborn Gretchen knows that relationships aren't for her. So when they meet at a wedding, it's only natural that the two of them go home together and, despite their better judgment, begin to find themselves falling for each other.

Noah spends the perfect first night with the girl of his dreams Avery but gets relegated to the friend zone. He spends the next three years wondering what went wrong - until he gets the unexpected chance to travel back in time and alter that night, and his fate, over and over again.

A small town waitress gets a nail accidentally lodged in her head causing unpredictable behavior that leads her to Washington, DC. Sparks fly when she meets a clueless young senator who takes up her cause - but what happens when love interferes with what you stand for?

A young, modern single woman enters the world of online dating looking for an instant soul mate.

The weeks leading up to a young couple's wedding is comic and stressful, especially as their respective fathers try to lay to rest their feud.

Gerry and Tom Jeffers are finding married life hard. Tom is an inventor/ architect and there is little money for them to live on. They are about to be thrown out of their apartment when Gerry meets rich businessman being shown around as a prospective tenant. He gives Gerry $700 to start life afresh but Tom refuses to believe her story and they quarrel. Gerry decides the marriage is over and heads to Palm Beach for a quick divorce but Tom has plans to stop her.

A mentally ill young woman finds her love in an eccentric man who models himself after Buster Keaton.

A sudden loss disrupts Carol’s orderly life, propelling her into the dating world for the first time in 20 years. Finally living in the present tense, she finds herself swept up in not one, but two unexpected relationships that challenge her assumptions about what it means to grow old.

In his funky California beach enclave, Chip's the go-to guy for personal insights. But he isn't quite as enlightened when it comes to his own baggage.

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.

Mike and Dave are young, adventurous, fun-loving brothers who tend to get out of control at family gatherings. When their sister Jeanie reveals her Hawaiian wedding plans, the rest of the Stangles insist that the brothers bring respectable dates. After placing an ad on Craigslist, the siblings decide to pick Tatiana and Alice, two charming and seemingly normal women. Once they arrive on the island, however, Mike and Dave realize that their companions are ready to get wild and party.

A 16-year-old girl and her extended family are left reeling after her calculating grandmother unveils an array of secrets on her deathbed.

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

When Ethan arrives at the airport just in time to declare his undying love for his girlfriend, love appears to have conquered all. The scene, however, is really the ending of Ethan's novel, which his agent calls "unrealistic." Ethan soon meets a waitress, Jesse, and falls in love with her despite her growing devotion to Troy, a charming businessman. But the line between reality and fiction becomes increasingly blurred.

After building his dream house, architect Newton Davis proposes marriage to his girlfriend, only to be summarily rejected. He seeks solace in a one-night stand with a waitress, never imagining that a woman he slept with once would end up posing as his wife. Gwen's ruse is so effective that by the time Newton learns of his "marriage," the entire town feels like they know him.

Charlie, a wandering tramp, becomes a circus handyman and falls in love with the circus owner's daughter. Unaware of Charlie's affection, the girl falls in love with a handsome young performer. Charlie's versatility makes him star of the show when he substitutes for an ailing tightwire walker. He is discharged from the company when he protects the girl from her father's abuse, but he returns and appeals to the handsome performer to marry the girl. After the wedding the father prevails upon them to rejoin the circus. Charlie is hired again, but he stays behind when the caravan moves on.

Eleven articulate people work through affairs of the heart in L.A. Paul produces Hannah's TV cooking show. Mark is dying of AIDS. Men have scalded Meredith so she rebuffs Trent's charm, but he persists. The trendy, prolix Joan tries to pull the solitary Keenan into her orbit. An adulterous couple meet at hotels for evening sex. Hugh tells tall tales, usually tragic, to women in bars.

Having thought that monogamy was never possible, a commitment-phobic career woman may have to face her fears when she meets a good guy.

In New York, a struggling actress and a successful writer sing about their failed marriage from two perspectives.

Developed from a radio program which began in 1941, hyperactive teenager Judy challenges and is challeged by her overly proper parents, pest of a brother Randolph and boyfriend Oogie.

New York concierge Doug Ireland wants to go into business for himself and refurbish a hotel on Roosevelt Island, N.Y., but he needs an investor. With a few weeks left before his option on the site runs out, Doug agrees to help wealthy Christian Hanover conceal his affair with salesgirl Andy Hart from his wife. Despite his own attraction to Andy, Doug tries to stay focused on getting Christian to invest $3 million in his project.

When Elliot, a brash 23-year-old living carefree in New York City, meets the sensible Mia and receives a damning diagnosis all in the same week, his world is turned completely upside down. But as their love blossoms amidst the chaos of his treatment, they discover that Elliot's illness is not the real test of their relationship – it's everything else.

When an idealistic romantic gets fired from his day job, he is offered a "one-time gig" to break up a girl's relationship for her disapproving parents. This "one-time" gig spreads through word-of-mouth and he ends up becoming a professional match-breaker. However, he ends up falling for one of his clients and must figure out how to balance his secret job with his love-life.

When a professional couple, who have lived and worked together for many years, finally decide to marry, their sudden betrothal causes many unexpected difficulties. They soon find that being married is often quite different from being "best friends."