February occurred later on the ancient Roman calendar than it does today, so Lupercalia was held in the spring and regarded as a festival of purification and fertility.  Each year on February 15, the Luperci priests gathered on Palantine Hill at the cave of Lupercal. Vestal virgins brought sacred cakes made from the first ears of last year's grain harvest to the fig tree. Two naked young men, assisted by the Vestals, sacrificed a dog and a goat at the site. The blood was smeared on the foreheads of the young men and then wiped away with wool dipped in milk.

The youths then donned loincloths made from the skin of the goat and led groups of priests around the pomarium, the sacred boundary of the ancient city, and around the base of the hills of Rome. The occasion was happy and festive. As they ran about the city, the young men lightly struck women along the way with strips of the goat hide. This act supposedly provided purification from curses, bad luck, and infertility. It is from these implements of purification, or februa, that the month of February gets its name.

The Lupercalia festival lived on long after Palentine Hill became the seat of the powerful city, state and empire of Rome. Roman armies took the Lupercalia customs with them as they invaded France and Britain. One of these was a lottery where the names of available maidens were placed in a box and drawn out by the young men. Each man accepted the girl whose name he drew as his love - for the duration of the festival, or sometimes  longer.

As Christianity began to slowly and systematically dismantle the pagan pantheons, it frequently replaced the festivals of the pagan gods with more ecumenical celebrations. It was easier to convert the local population if they could continue to celebrate on the same days... they would just be instructed to celebrate different people and ideologies.

Lupercalia, with its lover lottery, had no place in the new Christian order. In the year 496 AD, Pope Gelasius did away with the festival of Lupercalia, citing that it was pagan and immoral. He chose Valentine as the patron saint of lovers, who would be honored at the new festival on the fourteenth of every February. The church decided to come up with its own lottery and so the feast of St. Valentine featured a lottery of Saints. One would pull the name of a saint out of a box, and for the following year, study and attempt to emulate that saint.