All of the three different Saint Valentines are mentioned in the early martyrologies under date of 14 February. One is described as a priest at Rome, another as bishop of Interamna (modern Terni), and these two seem both to have suffered in the second half of the third century and to have been buried on the Flaminian Way, but at different distances from the city. Of the third Saint Valentine, who suffered in Africa with a number of companions, nothing further is known.
One legend contends that Valentine was a priest who served during the third century in Rome. Under the rule of Emperor Claudius II - Rome was involved in many bloody and unpopular military campaigns. Claudius the Cruel, as he was known at the time, was having a difficult time getting soldiers to join his military leagues. Men didn’t want to leave their wives and children for the long military expeditions which would last for months and even years. Claudius believed that single men made better soldiers than married ones. He, then, banned and outlawed marriage for young men -- his crop of potential soldiers. St.Valentine, realizing the injustice of the decree, defied Claudius and continued to perform marriages for young lovers in secret. When Emperor Claudius was informed of these ceremonies, Valentine was sent to prison where he remained until Claudius ordered that he be condemned to death on February 14 in the year 270.
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 expressing his gratitude for her love, support, and friendship, and he signed it '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.
Special thanks to American Greetings