Serendipity is the effect by which one accidentally stumbles upon something fortunate, especially while looking for something entirely unrelated.
Can once in a lifetime happen twice?
When Jonathan and Sara meet for the first time, there's a definite attraction between the two of them, but they're both attached. Sara is a big believer in "meant to be", and when she gives Jonathan her phone number only to have the wind blow the number from his hand, she sees this as a sign that the two of them are not meant to be together - at least not right now.
Years pass, and now Jonathan (John Cusack) is engaged to marry someone else. He loves his fiancee, but suddenly he's thinking a lot about Sara. Across the country, Sara (Kate Beckinsale) has also just gotten engaged, but she's starting to wonder about Jonathan. They're both starting to wonder what might have been.
The two launch a search to find one another, armed with very little information about the other - they don't even know each other's last name, let alone an address or phone number.
The plot twists as the two try to find one another in New York City, seemingly against all odds, although they're closer than either of them knows. Their paths ALMOST cross several times, but not quite. Will they ever find each other? Will they find each other again before Jonathan marries Halley? Or will it be too late?
Jonathan Trager and Sara Thomas met while shopping for gloves in New York. Though buying for their respective lovers, the magic was right and a night of Christmas shopping turned into romance. Jon wanted to explore things further but Sara wasn't sure their love was meant to be. They decided to test fate by splitting up and seeing if destiny brought them back together... Many years later, having lost each other that night, both are engaged to be married. Still, neither can shake the need to give fate one last chance to reunite them. Jon enlists the help of his best man to track down the girl he can't forget starting at the store where they met. Sara asks her new age musician fiance for a break before the wedding and, with her best friend in tow, flies from California to New York hoping destiny will bring her soulmate back. Near-misses and classic Shakespearean confusion bring the two close to meeting a number of times but fate will have the final word on whether it was meant to be.
Jonathan Tragger meets Sara Thomas by chance in the Christmas eve, in Bloomingdale's, both trying to buy the unique pair of black gloves available for sale. They decide to go to the cafeteria Serendipity and Jonathan asks for her name and phone. Sara decides to write it in a book, and his on a five dollars bill. She gives the bill to a newspaperman and she says that she would sell the book in a New York used books store. She states that if destiny wants them two together, Jonathan will get that book back. Or she will receive that bill again. From this day on, Jonathan will 'chase' Sara's book trying to reach his lost love.
Summary
Not exactly a new story line, but this romantic comedy makes the concept work. A young man(John Cusack) and a drop dead gorgeous woman(Kate Beckinsale)keep meeting by chance and wonder if they are meant for each other. Although both are promised to others...oddly enough they still feel that their soul mate is out there somewhere. A little sappy in some places, but viva la love. Being a romantic I am almost obligated to be riveted. My favorite scene is where Cusack is on the ground and snow starts falling. The finale is almost too sweet, but most deserving. This is not one of Cusack's deeper roles, but who in the hell could not be smitten by Beckinsale. Notable support is provided by Jeremy Piven and Molly Shannon. John Corbett plays the worst role I've ever seen him in. On the other hand Eugene Levy is quirky and funny. Watch this with your soul mate.