One legend contends that Valentine was a priest who served during the third century in Rome. When Emperor Claudius II decided that single men made better soldiers than those with wives and families, he outlawed marriage for young men — his crop of potential soldiers. Valentine, realizing the injustice of the decree, defied Claudius and continued to perform marriages for young lovers in secret. When Valentine's actions were discovered, Claudius ordered that he be put to death.
Other stories suggest that Valentine may have been killed for attempting to help Christians escape harsh Roman prisons where they were often beaten and tortured.
According to one legend, Valentine actually sent the first 'valentine' greeting himself. While in prison, it is believed that Valentine fell in love with a young girl — who may have been his jailor's daughter — who visited him during his confinement. Before his death, it is alleged that he wrote her a letter, which he signed 'From your Valentine,' an expression that is still in use today. Although the truth behind the Valentine legends is murky, the stories certainly emphasize his appeal as a sympathetic, heroic, and, most importantly, romantic figure. It's no surprise that by the Middle Ages, Valentine was one of the most popular saints in England and France.
During that time period, lovers sang or spoke their sentiments. Paper and written Valentines became popular at the end of the 15th Century. The oldest Valentine that exists today was made during this era and is on display in the British Museum.
In early years Valentine cards were handmade. However, during the 1800’s Valentines began to be manufactured in factories. In the beginning they were handpainted by the workers and came only in black and white, similar to silhouettes. Fancy Valentines of the day were made of ribbon and lace. Paper lace was not introduced until the mid 1800’s. By the end of the 19th Century, Valentines were made by machine and handmade cards became very rare.