While on a business trip in Los Angeles, Edward Lewis, a millionaire entrepreneur who makes a living buying and breaking up companies, picks up a prostitute, Vivian, while asking for directions; after, Edward hires Vivian to stay with him for the weekend to accompany him to a few social events, and the two get closer only to discover there are significant hurdles to overcome as they try to bridge the gap between their very different worlds.
After the death of his mother, a young boy calls a radio station in an attempt to set his father up on a date. Talking about his father’s loneliness soon leads to a meeting with a young female journalist, who has flown to Seattle to write a story about the boy and his father.
Nelson is a man devoted to his advertising career in San Francisco. One day, while taking a driving test at the DMV, he meets Sara. She is very different from the other women in his life. Nelson causes her to miss out on taking the test and later that day she tracks him down. One thing leads to another and Nelson ends up living with her through a November that will change his life forever.
As Valentine's Day approaches, Cathy, ever the romantic, becomes passionately consumed with thoughts of hearts, flowers and candle-lit dinners.
Eight very different couples deal with their love lives in various loosely interrelated tales all set during a frantic month before Christmas in London.
London bookstore owner William Thacker's quiet life turns upside down when a chance encounter with famous actress Anna Scott sparks an unlikely romance challenged by their vastly different worlds.
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.
Two musicians witness a mob hit and struggle to find a way out of the city before they are found by the gangsters. Their only opportunity is to join an all-girl band as they leave on a tour. To make their getaway they must first disguise themselves as women, then keep their identities secret and deal with the problems this brings - such as an attractive bandmate and a very determined suitor.
A young woman who dreams of opening her own restaurant lands a job at a prominent restaurant whose head chef becomes her unlikely ally when the restaurant's unscrupulous owner, a Master Chef herself, plots to return the place to its former glory by presenting her new assistant's recipes as her own.
When ambitious reporter Allie Rusch is recruited by vindictive music manager Vivian Cartwright to play cupid to famous pop musicians Caleb Greene and Carson Peet in return for an exclusive story over Valentine's weekend, Allie soon realizes Caleb has his sights set on her. Now, torn between her big career move and her growing feelings for Caleb, Allie is left to question whether she can coerce Caleb into something his heart does not desire, or if she should fall in love and make him her very own Valentine.
Adrienne is trying to decide whether to stay in her unhappy marriage or not, and her life changes when Paul, a doctor who is travelling to reconcile with his estranged son, checks into an inn where she is staying.
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.
When the popular, restless Landon Carter is forced to participate in the school drama production, he falls in love with Jamie Sullivan, the daughter of the town's minister. Jamie has a "to-do" list for her life, as well as a very big secret she must keep from Landon.
An epic love story centered around an older man who reads aloud to a woman with Alzheimer's. From a faded notebook, the old man's words bring to life the story about a couple who is separated by World War II, and is then passionately reunited, seven years later, after they have taken different paths.
When the "Heart Eyes Killer" strikes Seattle, a pair of co-workers pulling overtime on Valentine's Day are mistaken for a couple by the elusive couple-hunting killer. Now, they must spend the most romantic night of the year running for their lives.
Intertwining couples and singles in Los Angeles break-up and make-up based on the pressures and expectations of Valentine's Day.
It's Valentine's Day again and Charlie Brown dreams the seemingly hopeless dream to receiving a valentine from anyone. All the while, the rest of the gang have their own trials whether it be Linus' struggle to get the biggest card he can for his beloved teacher, or Lucy trying to get some token from Schroeder while Snoopy and Woodstock are having fun spearing valentines on each other's nose.
Archie is a God on a mission to ensure that true love always wins. Or, short of that, that someone is going to die trying. Not that he particularly cares which outcome it is. That's Archie's "Bad Cupid" approach to romance and beware anyone who gets in his way, especially anyone he's actually trying to help.
Katherine endures the worst Valentine's Day date of her life. On her way home a gypsy casts a magical spell on her. The next morning she soon realises she's reliving the day until she finds Mr Right.
With the school year coming to a close, Charlie Brown is trying to work up the courage to meet his dream girl, whom he only knows as "The Little Red Haired Girl." However, he's too nervous to go meet her upfront and all his attempts to impress her at school backfire disastrously. His friends, Linus and Peppermint Patty, try to help, but only aggravate the situation, while Charlie Brown desperately tries to find a solution to this romantic conundrum.