The earliest known illustration of a man using a condom during sexual intercourse is painted on the wall of a cave in France. It is dated between 12,000 and 15,000 years old.

"Used underwear that has supposedly been previously worn by schoolgirls is being offered for sale in vending machines in Japan. Though we don't know the current price for such items, in 1993 they sold for the equivalent of US $50 apiece."   -  Snopes

During the 1920s, it was believed that jazz music caused one to permanently lose his sexual inhibitions. It was often banned in many cities. One private company went as far as to sell the elites "jazz proof" furniture.

The female bedbug has no sexual opening. To get around this dilemma, the male uses his curved penis to drill a vagina into the female.

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Pygophilia
Those who are aroused by fondling, licking, caressing, kissing, etc of the buttocks.  ( unusual sex practices)

Troubadours
Troubadours lived during the 11th to 13th centuries at which time many were killed for heresy by the Church. These men taught birth control, that sex should be enjoyed and that love should be considered in selecting a marriage partner. Troubadours turned the hearts of many away from the stoic traditions with their romantic ballads.  - ...their philosophy of romance and courtship filtered into the upper classes who had the free time to indulge in contemplations of titillating or torrid affairs.
 ( unusual sex practices)