10. Linda Lovelace's High School Yearbook

Price: $100,000 

In the yearbook of famous porn star Linda Lovelace ("Her very own copy!"), the object of the upcoming biopic possibly starring Lindsay Lohan, the ironic enscription reads, "Ashes to ashes, dust do dust, if it weren't for Drew Linda's lips would rust."

Little did they know Linda's lips were destined for greatness—she grew up to be the queen of long-distance oral sex. (See what we did there?)