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.
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.
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.
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.
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.
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.
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 Santa tells Michael Bolton that he needs 75,000 new babies by Christmas to meet toy supply, he hosts a sexy telethon to get the world to start making love.
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.
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.
Nick Stars with the help of Santa Claus and others save Valentine's day from a villainous Cupid.
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.
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.
At the school homecoming, Charlie Brown learns that he is be the escort at the banquet for the red headed girl that he has pined for all his life. With that added pressure, he hopes to put in a good showing at the football where he is placekicker. Unfortunately, Lucy is supposed to hold the ball for him.. It's homecoming night, and Charlie Brown is not only the escort for the homecoming queen (which happens to be the red-haired girl he's been drooling over for goodness knows how long), he is also the kicker for the school's football team (and Lucy's the holder. Need I say more?) Despite a certain person's old habit that won't die young, Charlie brown is blamed for their team's loss, but he ends up becoming the life of the homecoming dance. However, we never see it, and Charlie Brown doesn't remember it, which brings the question; did it really happen?
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?
A man trapped inside trying to deal with being alone on Valentine's Day during a global pandemic
Two high school enemies, uber-jock Harry and out-and-proud Sam, are forced to share a car ride to their Missouri hometown for a friend's engagement party on Valentine's Day. Things take a turn when Sam learns Harry has come out.
Intertwining couples and singles in Los Angeles break-up and make-up based on the pressures and expectations of Valentine's Day.