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.
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.
Eight London couples try to deal with their relationships in different ways. Their tryst with love makes them discover how complicated relationships can be.
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.
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.
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.
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.
In the early 1900s, Miranda attends a girls boarding school in Australia. One Valentine's Day, the school's typically strict headmistress treats the girls to a picnic field trip to an unusual but scenic volcanic formation called Hanging Rock. Despite rules against it, Miranda and several other girls venture off. It's not until the end of the day that the faculty realizes the girls and one of the teachers have disappeared mysteriously.
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.
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.
When destiny brings three men to a girl called Mind, she finds that they all have different personalities which she likes equally. She has to decide by herself. Or get her friends, her parents or even let fate decide. For this coming Valentine's Day who will she choose.
As Valentine's Day approaches, Cathy, ever the romantic, becomes passionately consumed with thoughts of hearts, flowers and candle-lit dinners.
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.
Emma is a busy doctor who sets up a seemingly perfect arrangement when she offers her best friend Adam a relationship with one rule: No strings attached. But when a fling becomes a thing, can sex friends stay best friends?
One night on Valentine's Day, Rúben take dinner in a restaurant until someone spills accidentally a glass of wine on his shirt. Within the quiet of the street he smokes a cigarette with Jorge. Between cigarette puffs Jorge asks him a simple question for a complex answer: How long can he continue to run away from his problems?
It's Valentine's Day in the 1960s, and Kay and Rose recall when they first met and fell in love.
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.
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.
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.