Vinegar valentines are greeting cards, or, rather, insult cards, that come in the form of an aspersion, decorated with a caricature and, below that, an insulting poem. Ostensibly given on Valentine’s Day, the caricature and poem is about the ‘type’ that the recipient belongs to–spinster, floozy, dude, scholar, etc.
They were later also produced in the form of postcards. They were usually sent anonymously. Postmasters sometimes confiscated these cards as unfit to be mailed.The cards were first produced in the late Victorian era and enjoyed their greatest popularity in that period and in the first quarter of the 20th century.
The Daily Omnivore 
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