

Three to Tango
1999-10-22 · 98 min · ★ 5.7
Oscar and Peter land a career-making opportunity when a Chicago tycoon chooses them to compete for the design of a cultural center. The tycoon mistakenly believes that Oscar is gay and has him spy on his mistress Amy. Oscar goes along with it and ends up falling in love with Amy.
Trailers are previews, not full movies.
No authorized playback source configured. Use the legal watch options below.
Production details
- Directors
- Damon Santostefano
- Production companies
- Warner Bros. Pictures, Village Roadshow Pictures, Village Roadshow-Hoyts Film Partnership, Outlaw Productions
- Countries
- United States of America, Australia
- Status
- Released
- Budget
- USD 20,000,000
Top Cast
Matthew PerryOscar Novak
Neve CampbellAmy Post
Dylan McDermottCharles Newman
Oliver PlattPeter Steinberg
Cylk CozartKevin Cartwright
John C. McGinleyStrauss
Bob BalabanDecker
Deborah RushLenore
Kelly RowanOlivia Newman
Rick GomezRick
Patrick Van HornZack
David RamseyBill
Kent StainesGallery Owner
Ho ChowCabbie
Shaun SmythIntern #1
Robin BrûléIntern #2
Brett HeardIntern #3
Les PorterPeter's Friend #1Title information and images are supplied by TMDb. Explore our discovery guide for advice on comparing metadata and legal viewing options.
Where to watch
Availability provided by JustWatch via TMDb. Offers can change. Provider links are listed on TMDb; full playback requires a separately authorized source.
Streaming
Howdy Amazon Channel
Rental
Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home
Purchase
Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home
With ads
YouTube Free
View authorized watch options on TMDbSeasons & episodes
Recommendations

Seth Winnick has it all: a successful career in television, good friends, and a passionate relationship with beautiful Chelsea. However, when he fails to make a timely marriage proposal, Chelsea tries to make his life hell.

Nicky, an accomplished con artist, gets romantically involved with his disciple Jess but later ends their relationship. Years later, she returns as a femme fatale to spoil his plans.

Beneath Bruce Garrett's under-confident, overweight exterior, the passionate heart of a salsa king lies dormant. Now, one woman is about to reignite his Latin fire.

Two gay men are possibly, probably, stumbling towards love. Maybe. They're both very busy.

Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship with a young womanizer.

Ironworker Nick lives with his wife, Kitty, and three daughters. When he meets a significantly younger woman, Tula, he starts an affair with her, much to the chagrin of his wife, and his life is thrown into upheaval. Kitty kicks Nick out of the house, and he is forced to make some difficult decisions.

Gabriel is a young, aspiring musical composer whose life seems stuck in the First Act. When his new musical number gets a critical reception, a theatre colleague, Perry, tells Gabriel that he needs to get a life before he can write about one – so he heads straight for his local gay bar.

Best pals Jason and Daniel indulge in casual flings and revel in their carefree, unattached lives. After learning that the marriage of their friend Mikey is over, they gladly welcome him back into their circle. The three young men make a pact to have fun and avoid commitment. However, when all three find themselves involved in serious relationships, they must keep their romances secret from one another.

To escape from a mobster, businessman Gaetano Proclo orders a cab driver to take him to a place where he can't be found. Unfortunately for Gaetano, the place turns out to be a gay bathhouse.

Doug Harris is a loveable but socially awkward groom-to-be with a problem: he has no best man. With less than two weeks to go until he marries the girl of his dreams, Doug is referred to Jimmy Callahan, owner and CEO of Best Man, Inc., a company that provides flattering best men for socially challenged guys in need. What ensues is a hilarious wedding charade as they try to pull off the big con, and an unexpected budding bromance between Doug and his fake best man Jimmy.

Fioravante decides to become a professional Don Juan as a way of making money to help his cash-strapped friend, Murray. With Murray acting as his "manager", the duo quickly finds themselves caught up in the crosscurrents of love and money.

With varying degrees of success, recently divorced friends Dave, Vic and Donny are trying to move on with their lives. Vic feels vilified by his ex-wife's parents, while Donny has a shaky bond with his teen daughter, Emma. Dave, meanwhile, has an enviable problem -- he has more dates than he can handle. As they confront their post-marital challenges, the men take solace in one another's plights.

Bernie and Joan are two fiery flirters who are passionate about everything from hookups to breakups and each other. When he sets up his best friend, Danny, with her roommate, Debbie, the sparks soon fly as they try to navigate the relationship minefields from the bar to the bedroom and are eventually put to the test in the real world.

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

On the surface, Clara Barron seems to have it all: a job as an OB-GYN; a great house in LA; and a loving family. But, the one thing Clara doesn't have figured out is her love life. Pressured by a family wedding in Mexico, Clara asks a co-worker to pose as her boyfriend for the weekend festivities,- only to be caught by surprise when her ex- boyfriend (and family favorite) suddenly shows up after disappearing from her life completely. Torn, Clara must decide between going back to the past or open her heart to new and unexpected possibilities.

When struggling, out of work actor Michael Dorsey secretly adopts a female alter ego—Dorothy Michaels—in order to land a part in a daytime drama, he unwittingly becomes a feminist icon and ends up in a romantic pickle.

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.

When three childhood best friends pull a prank gone wrong, they invent the imaginary Ricky Stanicky to get them out of trouble. Twenty years later, the trio still uses the nonexistent Ricky as a handy alibi for their immature behavior. But when their spouses and partners get suspicious and demand to finally meet the fabled Mr. Stanicky, the guilty trio decide to hire a washed-up actor and raunchy celebrity impersonator to bring him to life.

Two overworked and underpaid assistants come up with a plan to get their bosses off their backs by setting them up with each other.

A panicked young woman and her two best friends fly to Mexico to delete a ranting email she sent to her new boyfriend. On arrival, they run into her former beau, who soon gets caught up in their frantic scheme.
Similar titles

Showman Jerry Travers is working for producer Horace Hardwick in London. Jerry demonstrates his new dance steps late one night in Horace's hotel room, much to the annoyance of sleeping Dale Tremont below. She goes upstairs to complain and the two are immediately attracted to each other. Complications arise when Dale mistakes Jerry for Horace.

It's no accident when wealthy Charles falls for Jean. Jean is a con artist with her sights set on Charles' fortune. Matters complicate when Jean starts falling for her mark. When Charles suspects Jean is a gold digger, he dumps her. Jean, fixated on revenge and still pining for the millionaire, devises a plan to get back in Charles' life. With love and payback on her mind, she re-introduces herself to Charles, this time as an aristocrat named Lady Eve Sidwich.

When a Harvard-educated CIA agent is killed during an operation, the secret agency recruits his twin brother.

A young journalist in London becomes obsessed with a series of letters she discovers that recounts an intense star-crossed love affair from the 1960s.

A small skit-documentary hybrid, written, shot and edited all in the space of a couple of hours on the 25th of October 2021, by exclusively myself, for a university project.

Firefighters Chuck Ford and Larry Valentine are guy's guys, loyal to the core—which is why when widower Larry asks Chuck to pose as his lover so that he can get domestic partner benefits for his kids, his buddy agrees. However, things get dicey when a bureaucrat comes calling, and the boys are forced to present a picture of domestic bliss.

When the mastermind behind New York's infamous Studio 54 disco plucks young Shane from the sea of faces clamoring to get inside his club, he not only gets his foot in the door, but lands a coveted job behind the bar — and a front-row ticket to the most legendary party on the planet!

Two young strangers meet in Naples and begin to flirt and dance in the street.

Dagwood accidentally discovers a non-flammable paint. Bad guys Dillon and Stack steal it before he can give it to his boss Radcliffe. To show off his invention, Dagwood paints Radcliffe's house with it and is disgraced when the house burns down!

Pablo, a successful film director, disappointed in his relationship with his young lover, Juan, concentrates in a new project, a monologue starring his transgender sister, Tina. Antonio, an uptight young man, falls possessively in love with the director and in his passion would stop at nothing to obtain the object of his desire.

A divorced advertising executive finds her career in jeopardy when she begins a passionate relationship with a much younger man.

After his gay cousin dies from hepatitis, young Laurent, who lives with his best friend Carole, falls in love with Cedric, a plant scientist. He's afraid to inform his conservative parents that he is gay.

In 1960s Wyoming, two men develop a strong emotional and sexual relationship that endures as a lifelong connection complicating their lives as they get married and start families of their own.

Two young students, Matheus and Diego, experience their first love.

Polish immigrant Karol Karol finds himself out of a marriage, a job and a country when his French wife, Dominique, divorces him after six months due to his impotence. Forced to leave France after losing the business they jointly owned, Karol enlists fellow Polish expatriate Mikołaj to smuggle him back to their homeland.

In Prohibition-era Chicago, musicians Joe and Jerry witness a mob hit, and flee the state in an all-female band disguised as Josephine and Daphne, but further complications set in.

A New York gangster and his girlfriend attempt to turn street beggar Apple Annie into a society lady when the peddler learns her daughter is marrying royalty.

Best friends Beto and Daniel spend most of their time together. Daniel struggles with his gender identity just to hide his feelings for Beto. To be himself, he has to overcome his fear by showing Beto what he truly feels.

The heterosexual man Axel is thrown out of his girlfriends home for cheating and ends up moving in with a gay man. Axel learns the advantages of living with gay men even though they are attracted to him and when his girlfriend wants him back he must make a tough decision.

During the Nazi occupation of Poland, an acting troupe becomes embroiled in a Polish soldier's efforts to track down a German spy.