Origins to a Bloody Pagan Festival

Some trace Valentine’s Day origins to a Christian effort to replace a pagan fertility festival that has been dated as far back as the 6th century B.C. During the festival of Lupercalia, Roman priests would sacrifice goats and dogs and use their blood-soaked hides to slap women on the streets, as a fertility blessing. According to legend, women would later put their names in an urn and be selected to be paired with a man for a year.

Letters Addressed to ‘Juliet’ 

Every year, thousands of romantics send letters addressed to Verona, Italy to “Juliet,” the subject of the timeless romantic tragedy, “Romeo and Juliet.” The city marks the location of the Shakespearean tale, and the letters that reach the city are dutifully answered by a team of volunteers from the Juliet Club. Each year, on Valentine’s Day, the club awards the “Cara Giulietta” (“Dear Juliet”) prize to the author of the most touching love letter.

Box of Chocolates

The Valentine’s Day tradition of giving a box of candy was started in the 19th century by Richard Cadbury, a scion of a British chocolate manufacturing family. With a new technique recently established at the company to create more varieties of chocolate, Cadbury pounced on the opportunity to sell the chocolates as part of the beloved holiday.

First Valentine Was Written From a Prison

History’s first valentine was written in perhaps one of the most unromantic places conceivable: a prison. Charles, Duke of Orleans wrote the love letter to his second wife at the age of 21 while captured at the Battle of Agincourt. As a prisoner for more than 20 years, he would never see his valentine’s reaction to the poem he penned to her in the early 15th century.

‘Vinegar Valentines’ Discouraged Suitors

During the Victoria Era, those who didn’t want the attention of certain suitors would anonymously send “vinegar valentines.” These cards, also called penny dreadfuls, were the antithesis of customary valentines, comically insulting and rejecting unwanted admirers. They were later used to target suffragettes in the late 19th and early 20th century.

‘Wearing Your Heart on Your Sleeve’

The term “wearing your heart on your sleeve” may have origins in picking a valentine. Smithsonian reports that during the Middle Ages, men would draw the names of women who they would be coupled with for the upcoming year while attending a Roman festival honoring Juno. After choosing, the men wore the names on their sleeves to show their bond during the festivities.