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1999 Romantic Comedy Movies

Public list by WPS with 45 movies or TV shows/series

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45 movies found (page 1/2):

10 Things I Hate About You(1999)

PG-13
| 1h 37min | Comedy, Romance / Love, Drama
3.8/5 (with 2,971 votes)

On the first day at his new school, Cameron instantly falls for Bianca, the gorgeous girl of his dreams. The only problem is that Bianca is forbidden to date until her ill-tempered, completely un-dateable older sister Kat goes out, too. In an attempt to solve his problem, Cameron singles out the only guy who could possibly be a match for Kat: a mysterious bad boy with a nasty reputation of his own.

Deuce Bigalow: Male Gigolo(1999)

R
| 1h 28min | Comedy
3.0/5 (with 497 votes)

Deuce Bigalow is a less than attractive, down on his luck aquarium cleaner. One day he wrecks the house of a gigolo and needs quick money to repair it. The only way he can make it is to become a gigolo himself, taking on an unusual mix of female clients. He encounters a couple of problems, though. He falls in love with one of his unusual clients, and a sleazy police officer is hot on his trail.

Gorgeous(1999)

PG-13
| 2h 1min | Adventure, Action, Comedy, Romance / Love
3.1/5 (with 120 votes)

When Ah Bu, a girl from a small fishing town in Taiwan, finds a glass bottle with a romantic message, she travels to Hong Kong to find her prince charming. As it turns out, her prince charming, Albert, happens to be gay. But all is not lost when Ah Bu meets the dashing Chi Wu. Meanwhile, Ah Bu's boyfriend from Taiwan comes looking for her, as the action and romance follow Ah Bu back to Taiwan.

Never Been Kissed(1999)

PG-13
| 1h 47min | Romance / Love, Comedy, Drama
3.1/5 (with 570 votes)

Josie Geller, a baby-faced junior copywriter at the Chicago Sun-Times, must pose as a student at her former high school to research contemporary teenage culture. With the help of her brother, Rob, Josie infiltrates the inner circle of the most popular clique on campus. But she hits a major snag in her investigation -- not to mention her own failed love life -- when she falls for her dreamy English teacher, Sam Coulson.

Runaway Bride(1999)

PG
| 1h 56min | Comedy, Romance / Love
3.1/5 (with 747 votes)

Ike Graham, New York columnist, writes his text always at the last minute. This time, a drunken man in his favourite bar tells Ike about Maggie Carpenter, a woman who always flees from her grooms in the last possible moment. Ike, who does not have the best opinion about females anyway, writes an offensive column without researching the subject thoroughly.

Drive Me Crazy(1999)

3.2/5 (with 116 votes)

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.

Mickey Blue Eyes(1999)

PG-13
| 1h 42min | Comedy, Crime, Romance / Love
2.8/5 (with 205 votes)

An English auctioneer proposes to the daughter of a mafia kingpin, only to realize that certain "favors" would be asked of him.

Three to Tango(1999)

PG-13
| 1h 38min | Comedy, Romance / Love
2.8/5 (with 91 votes)

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.

A Midsummer Night's Dream(1999)

PG-13
| 1h 56min | Fantasy, Comedy, Romance / Love
3.3/5 (with 134 votes)

A film adaptation of Shakespeare's comedy about lovers whose romantic affections are manipulated by fairy magic. The setting is updated to a Tuscan hill town in the late 19th century.

But I'm a Cheerleader(2000)

R
| 1h 25min | Comedy, Drama, Romance / Love
3.5/5 (with 187 votes)

Megan is an all-American girl. A cheerleader. She has a boyfriend. But Megan doesn't like kissing her boyfriend very much. And she's pretty touchy with her cheerleader friends. Her conservative parents worry that she must be a lesbian and send her off to "sexual redirection" school, where she must, with other lesbians and gays learn how to be straight.

The Bachelor(1999)

PG-13
| 1h 41min | Comedy, Romance / Love
2.6/5 (with 119 votes)

Jimmie is seeing his single friends get married one by one. He isn't too worried until his girlfriend Anne catches the bouquet at his friend Marco's wedding. Suddenly, his wild mustang days are numbered. He finally decides to propose to her, but he sticks his foot in his mouth and botches the proposal. Being insulted by the defeatist proposal, Anne leaves town on an assignment. After she's gone, he finds out that his recently-deceased grandfather's will stipulates that he gets nothing of a multi-million dollar fortune unless he's married by 6:05pm on his 30th birthday: tomorrow! Not being able to find Anne, Jimmie begins backtracking through his past girlfriends to find a wife.

Simply Irresistible(1999)

PG-13
| 1h 35min | Comedy, Romance / Love
2.7/5 (with 90 votes)

After her mother's death, mediocre chef Amanda Shelton is having trouble attracting customers to her family's restaurant. While shopping for ingredients, she is given a magical crab by mysterious Gene O'Reilly. Afterward, Amanda's dishes suddenly become excellent, inducing strong emotional reactions in everyone who eats them. Tom Bartlett, who is preparing to open his own eatery, tries her cooking and falls in love.

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Venus Beauty Institute(1999)

2.9/5 (with 42 votes)

Madam Nadine manages with pride the "Vénus Beauté" Salon which offers relaxation, massage and make-up services. The owner and her three beauticians: Samantha, Marianne and Angèle are pros. Contrary to her friend Marianne, who still dreams of the big day, Angèle no longer believes in love. Marie, the youngest of the three employees, discovers love in the hands of a sixty year-old former pilot, who risks everything...

The Other Sister(1999)

PG-13
| 2h 10min | Comedy, Drama, Romance / Love
3.2/5 (with 56 votes)

A mentally challenged girl proves herself to be every bit as capable as her "perfect" sister when she moves into an apartment and begins going to college.

Better Than Chocolate(1999)

R
| 1h 41min | Drama, Romance / Love
3.2/5 (with 34 votes)

Not long after moving into her own place, Maggie finds herself with two unsolicited roommates: her recently divorced mother, Lila, and her young brother. The timing is especially bad, considering Maggie has fallen hard for an attractive woman, Kim, only hours before they move in. What could be a nonissue becomes increasingly complicated -- since Maggie's family is unaware of her sexual orientation, and Maggie is not open to sharing that information.

Lost & Found(1999)

PG-13
| 1h 35min | Comedy, Romance / Love
2.5/5 (with 31 votes)

In order to impress his beautiful French neighbor, Dylan Ramsey dognaps her pet pooch so he can return him and become a hero.

Splendor(1999)

R
| 1h 33min | Comedy
3.1/5 (with 21 votes)

Veronica is a white-bread beauty searching for a good man in Los Angeles. While slam dancing at a Halloween rave, she meets Abel, a sensitive poet. Then she meets Zed, a supersexy tattooed drummer with incredible biceps. Who will she choose? Does she go for true love or cheap sex? She can't decide so she chooses both. But after managing to nurture a picture-perfect threesome, along comes Ernest, a rich movie director with deep baby blues that sweep Veronica off her feet. What's a girl to do now?

Molly(1999)

PG-13
| 1h 42min | Drama, Comedy, Romance / Love
2.8/5 (with 17 votes)

Molly McKay is a profoundly autistic twenty-something woman who has lived in an institution from a young age following her parents' death in a car accident. When the institution must close due budget cuts, Molly is left in the charge of her neurotypical, older brother, Buck McKay, an advertising executive and perennial bachelor. Buck allows her to undergo an experimental medical treatment, with unexpectedly drastic results.

Au Pair(1999)

2.9/5 (with 18 votes)

A young MBA mistakenly interviews for the wrong job... and ends up as an Au Pair for a pair of snotty rich kids.

Coming Soon(1999)

R
| 1h 36min | Romance / Love, Comedy
2.8/5 (with 11 votes)

Privileged teenage friends Jenny, Nell and Stream spend their senior year on a quest to rid Stream of her virginity. However, Stream wants more than just her first sexual experience. She wants to have an orgasm -- but achieving this proves problematic, as the boys she meets are hardly sensitive enough to provide her the release she seeks. When it becomes clear that Nell and Jenny have never experienced an orgasm either, all three set out to get one.

The One and Only(1999)

3.4/5 (with 18 votes)

When handyman Niller comes to install Sus' new kitchen one day, their immediate crush is a sweet escape from both of their problematic relationships.

Free Enterprise(1998)

3.2/5 (with 12 votes)

Young filmmakers trying to hawk a movie titled "Bradykillers" about a serial killer who goes after victims Marcia, Jan, and Cindy meet their screen idol, William Shatner. The two young men, who idolize him and in their fantasies have seen him as a shadowy fairy godfather figure, are alarmed at the reality of the middle-aged non-Captain Kirk man that they meet.

Paperback Hero(1999)

3.3/5 (with 10 votes)

Jack Willis is a handsome roadtrain driver with a secret - he has just become a top-selling romance novelist. However, being a 'man's man' in the Australian outlook, to avoid embarrassment, he needs a name, a woman's name - and he chooses that of his best friend, Ruby Vale. He must do some fancy footwork to continue the charade when the glamorous city publisher, Ziggy, arrives in dusty outback Lucktown to sign 'Ruby Vale' to a major book deal. Ruby agrees to help Jack though it's for her own gain as well - the publisher will pay for her coming wedding (with Hamish, Jack's buddy). Accompanied by Jack, Ruby goes to Sydney to meet the media, appear on TV and cocktail parties, etc. Gradually, Jack realizes that he has fallen in love with Ruby, while Ruby is also touched by Jack's novel. However, Hamish arrives in Sydney a few days later and asks both of them to stop all these foolish things.

Alma mía(1999)

3.0/5 (with 4 votes)

The lives of Alma (Araceli Gonzalez) and Leo (Pablo Echarri) did not seem destined to cross. She, a baker in the mouth, with her ​​family and her boyfriend Mario since adolescence. The, an architect with secure wedding date with Valeria. One night, fate brought them together and this unexpected encounter will not go unnoticed. Both Alma and Leo not be fidgety to what happens between them.

Prince Charming(1999)

1h 35min | Drama, Romance / Love
2.5/5 (with 1 vote)

A man falls in love with a woman from Shanghai, who's come to Hong Kong to look for long-lost-mother, but problems arise when her wealthy father assumes she's been kidnapped.

Directed by Wong Jing - With Andy Lau

Unakkaga Ellam Unakkaga(1999)

3.4/5 (with 2 votes)

Sakthi tries to sabotage his marriage arranged by his father but gets a huge shock when the girl turns out to be the one he loves.

Directed by Sundar C. - With Karthik, Rambha, Goundamani, Vivek, Vichithra

Seven Girlfriends(2000)

R
| 1h 39min | Comedy, Romance / Love
3.0/5 (with 1 vote)

Jesse is charming, romantic, and he knows how to pop the question; he just can't face marriage. So, when he and Hannah split up during the same week that a former fiancée dies, he decides to figure things out. He visits each woman about whom he's been serious to ask what went wrong. His teen flame, an independent woman who sometimes sleeps with him, and a group of lesbians give him advice, as does Anabeth, dead but lively in his dreams. One ex remains furious, but with the help of her inventive colleague, the level-headed insomniac Laura, Jesse even gets to talk to her. It's on to Anabeth's funeral, where he'll see Hannah, and maybe grasp what has been eluding him.

The Match(1999)

3.1/5 (with 5 votes)

The Match is a romantic comedy set against the story of a grudge football match between two pubs. The prize for the winner of the centenary match is the the closure of their opponent's bar. The Match was mainly filmed around Straiton in Ayrshire.

Love and Action in Chicago(1999)

3.1/5 (with 3 votes)

Just when covert assassin Eddie Jones decides to ditch his dangerous job to settle down with his girlfriend, his superiors convince him to kill a renegade drug cartel hit man -- leading to nothing but trouble. Complicating matters is Eddie's vow of celibacy and the fact that Lois is unaware of his murderous lifestyle.

Hey Babe!(1999)

1.0/5 (with 1 vote)

Every Friday, Abigail religiously consults Madame Lola, a fortune teller. The old shrewd lady takes advantage of Abigail’s extreme grip on superstition by giving her signs about the perfect man for her. Nelson also takes advantage on the situation and paid Madame Lola to give Abigail signs that would make her believe that he is the one for her. Eventually through Nelson’s perseverance, and Madame Lola’s bogus prediction, Abigail started to believe that Nelson is her Mr. Right. But there is no secret that remains uncover.

Directed by Joyce Bernal
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