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My Favorite Romantic Comedy Shows & Movies

40 Shows & Movies | by Mary Gemmer

The Devil Wears Prada

The Devil Wears Prada

Comedy, Drama

Andy moves to New York to work in the fashion industry. Her boss is extremely demanding, cruel and won't let her succeed if she doesn't fit into the high class elegant look of their magazine.

The Ugly Truth

The Ugly Truth

Comedy, Romance

A romantically challenged morning show producer is reluctantly embroiled in a series of outrageous tests by her chauvinistic correspondent to prove his theories on relationships and help her find love. His clever ploys, however, lead to an unexpected result.

How to Lose a Guy in 10 Days

How to Lose a Guy in 10 Days

Comedy, Romance

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!

He's Just Not That Into You

He's Just Not That Into You

Comedy, Romance

Remember that really cute girl/guy who said they'd call – and didn't? Maybe they lost your number. Maybe they're in the hospital. Maybe they're awed by your looks, brains or success. Or maybe... They're just not that into you.

Hitch

Hitch

Comedy, Drama

Dating coach Alex 'Hitch' Hitchens mentors a bumbling client, Albert, who hopes to win the heart of the glamorous Allegra Cole. While Albert makes progress, Hitch faces his own romantic setbacks when proven techniques fail to work on Sara Melas, a tabloid reporter digging for dirt on Allegra Cole's love life. When Sara discovers Hitch's connection to Albert – now Allegra's boyfriend – it threatens to destroy both relationships.

To All the Boys I've Loved Before

To All the Boys I've Loved Before

Comedy, Romance

Lara Jean's love life goes from imaginary to out of control when her secret letters to every boy she's ever fallen for are mysteriously mailed out.

Sweet Home Alabama

Sweet Home Alabama

Comedy, Romance

New York fashion designer, Melanie Carmichael suddenly finds herself engaged to the city's most eligible bachelor. But her past holds many secrets—including Jake, the redneck husband she married in high school, who refuses to divorce her. Bound and determined to end their contentious relationship once and for all, Melanie sneaks back home to Alabama to confront her past.

13 Going on 30

13 Going on 30

Comedy, Fantasy

After total humiliation at her thirteenth birthday party, Jenna Rink wants to just hide until she's thirty. With a little magic, her wish is granted, but it turns out that being thirty isn't as always as awesome as she thought it would be!

Failure to Launch

Failure to Launch

Comedy

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 Proposal

The Proposal

Comedy, Romance

When she learns she's in danger of losing her visa status and being deported, overbearing book editor Margaret Tate forces her put-upon assistant, Andrew Paxton, to marry her.

The Holiday

The Holiday

Comedy, Romance

Two women, one from the United States and one from the United Kingdom, swap homes at Christmastime after bad breakups with their boyfriends. Each woman finds romance with a local man but realizes that the imminent return home may end the relationship.

Last Holiday

Last Holiday

Adventure, Comedy

After she's diagnosed with a terminal illness, a shy woman decides to take a European vacation.

Notting Hill

Notting Hill

Romance, Comedy

William Thacker is a London bookstore owner whose humdrum existence is thrown into romantic turmoil when famous American actress Anna Scott appears in his shop. A chance encounter over spilled orange juice leads to a kiss that blossoms into a full-blown affair. As the average bloke and glamorous movie star draw closer and closer together, they struggle to reconcile their radically different lifestyles in the name of love.

50 First Dates

50 First Dates

Comedy, Romance

Henry is a player skilled at seducing women. But when this veterinarian meets Lucy, a girl with a quirky problem when it comes to total recall, he realizes it's possible to fall in love all over again…and again, and again. That's because the delightful Lucy has no short-term memory, so Henry must woo her day after day until he finally sweeps her off her feet.

Love Actually

Love Actually

Comedy, Romance

'Love Actually' follows the lives of eight very different couples dealing with their love lives, in various loosely and interrelated tales, all set during a frantic month before Christmas in London, England.

Jerry Maguire

Jerry Maguire

Comedy, Drama

Jerry Maguire used to be a typical sports agent—willing to do just about anything he could to get the biggest possible contracts for his clients, plus a nice commission for himself. Then, one day, he suddenly has second thoughts about what he's really doing. When he voices these doubts, he ends up losing his job and all of his clients—an egomaniacal football player.

Legally Blonde

Legally Blonde

Comedy

Elle Woods has it all. She's the president of her sorority, a Hawaiian Tropic girl, Miss June in her campus calendar, and, above all, a natural blonde. She dates the cutest fraternity boy on campus and wants nothing more than to be Mrs. Warner Huntington III. But, there's just one thing stopping Warner from popping the question: Elle is too blonde.

My Big Fat Greek Wedding

My Big Fat Greek Wedding

Comedy, Drama

A young Greek woman falls in love with a non-Greek and struggles to get her family to accept him while she comes to terms with her heritage and cultural identity.

You've Got Mail

You've Got Mail

Comedy, Romance

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.

My Best Friend's Wedding

My Best Friend's Wedding

Comedy, Romance

When she receives word that her longtime platonic pal Michael O'Neal is getting married to debutante Kimberly Wallace, food critic Julianne Potter realizes her true feelings for Michael -- and sets out to sabotage the wedding.

27 Dresses

27 Dresses

Comedy, Romance

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

Groundhog Day

Groundhog Day

Romance, Fantasy

A narcissistic TV weatherman, along with his attractive-but-distant producer, and his mawkish cameraman, is sent to report on Groundhog Day in the small town of Punxsutawney, where he finds himself repeating the same day over and over.

Along Came Polly

Along Came Polly

Comedy, Romance

Reuben Feffer is a guy who's spent his entire life playing it safe. Polly Prince is irresistible as a free-spirit who lives for the thrill of the moment. When these two comically mismatched souls collide, Reuben's world is turned upside down, as he makes an uproarious attempt to change his life from middle-of-the-road to totally-out-there.

The Wedding Singer

The Wedding Singer

Romance, Comedy

Robbie, a local rock star turned wedding singer, is dumped on the day of his wedding. Meanwhile, waitress Julia finally sets a wedding date with her fiancée Glenn. When Julia and Robbie meet and hit it off, they find that things are more complicated than anybody thought.

Wedding Crashers

Wedding Crashers

Comedy, Romance

John and his buddy, Jeremy are emotional criminals who know how to use a woman's hopes and dreams for their own carnal gain. Their modus operandi: crashing weddings. Normally, they meet guests who want to toast the romantic day with a random hook-up. But when John meets Claire, he discovers what true love – and heartache – feels like.

John Tucker Must Die

John Tucker Must Die

Comedy, Romance

After discovering they are all dating the same same guy, three popular students from different cliques band together for revenge, so they enlist the help of a new gal in town and conspire to break the jerk's heart, while destroying his reputation.

Just Friends

Just Friends

Comedy, Romance

While visiting his hometown during Christmas, a man comes face-to-face with his old high school crush whom he was best friends with – a woman whose rejection of him turned him into a ferocious womanizer.

Bridesmaids

Bridesmaids

Comedy, Romance

Annie's life is a mess. But when she finds out her lifetime best friend is engaged, she simply must serve as Lillian's maid of honor. Though lovelorn and broke, Annie bluffs her way through the expensive and bizarre rituals. With one chance to get it perfect, she’ll show Lillian and her bridesmaids just how far you’ll go for someone you love.

Bridget Jones's Diary

Bridget Jones's Diary

Comedy, Romance

A chaotic Bridget Jones meets a snobbish lawyer, and he soon enters her world of imperfections.

Isn't It Romantic

Isn't It Romantic

Comedy, Fantasy

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.

Coming to America

Coming to America

Comedy, Romance

An African prince decides it’s time for him to find a princess... and his mission leads him and his most loyal friend to Queens, New York. In disguise as an impoverished immigrant, the pampered prince quickly finds himself a new job, new friends, new digs, new enemies and lots of trouble.

When Harry Met Sally...

When Harry Met Sally...

Comedy, Romance

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.

Must Love Dogs

Must Love Dogs

Romance, Comedy

Sarah Nolan is a newly divorced woman cautiously rediscovering romance with the enthusiastic but often misguided help of her well-meaning family. As she braves a series of hilarious disastrous mismatches and first dates, Sarah begins to trust her own instincts again and learns that, no matter what, it's never a good idea to give up on love.

Pretty Woman

Pretty Woman

Romance, Comedy

When a millionaire wheeler-dealer enters a business contract with a Hollywood hooker Vivian Ward, he loses his heart in the bargain.

There's Something About Mary

There's Something About Mary

Romance, Comedy

For Ted, prom night went about as bad as it’s possible for any night to go. Thirteen years later, he finally gets another chance with his old prom date, only to run up against other suitors including the sleazy detective he hired to find her.

Guess Who

Guess Who

Comedy, Romance

When a young African-American woman brings her fiancé home to meet her parents, she's neglected to mention one tiny detail - he's white.

Miss Congeniality

Miss Congeniality

Comedy, Crime

When the local FBI office receives a letter from a terrorist known only as 'The Citizen', it's quickly determined that he's planning his next act at the Miss America beauty pageant. Because tough-as-nails Gracie Hart is the only female Agent at the office, she's chosen to go undercover as the contestant from New Jersey.

The Wedding Planner

The Wedding Planner

Comedy, Romance

San Francisco's premiere wedding planner, Mary Fiore is rescued from an accident by the man of her dreams, paediatrician Steve Edison, only to find he is the fiancé of her latest client. As Mary continues making the wedding arrangements, she and Steve are put into a string of uncomfortable situations that force them to face their mutual attraction.

Sleepless in Seattle

Sleepless in Seattle

Comedy, Drama

Desperate to find his dad Sam a date, a young boy calls into a radio show and catches the attention of Annie, a journalist who wants to meet Sam atop the Empire State Building.

Definitely, Maybe

Definitely, Maybe

Comedy, Romance

When Will decides to tell his daughter the story of how he met her mother, he discovers that a second look at the past might also give him a second chance at the future.

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