How did Valentine's Day begin? Better yet, why did Valentine's Day begin? There are many legends that answer those questions. One story is about St. Valentine. Another tells that Valentine was a priest. He married people in secret because it was outlawed at the time. Valentine went to prison. While in prison, he wrote letters to the jailer's daughter who had been kind to him. He signed his letters "From your Valentine."
The first Valentine's Day was first celebrated as early as the fifteenth century. Many years later, handwritten notes were exchanged. Sometimes small gifts were given. Shortly after that, printed cards were made. This was a time in history when sharing feelings was discouraged. The printed cards allowed for emotions to be expressed.