PHOTO Roman era 'wooden phallus' found: Is this the oldest sex toy? Free press The Surprising History of Dildos: Humans Have Been Using Them for Over 28,000 Years 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 " The Oldest Sex Toys in the World: A History of Dildos The long and satisfying 28,000 year history of the dildo