History of Sex Toys Filthy Sex toys have existed for longer than you can imagine Metro News Cheddar This wooden phallus could be the oldest known sex toy used by ancient Romans. A nearly 2,000 year old wooden object in the shape of a penis was discovered in 1992 by The long and satisfying 28,000 year history of the dildo The oldest dildo in the world is approximately 28,000 years old. It was discovered in 2005 in Tbingen, Germany by archaeological researchers at the university there. It is eight inches long and "