33. Cher
Cher has a long love of motorcycles. She was 14 when the riding bug bit her. Her long career as part of the Sonny and Cher singing duo is legendary and it’s hard to imagine her riding a bike. Yet, she still enjoyed riding, Hollywood star icon status aside. This picture of her is from the mid-1990s. She was riding a cruising a classic Harley right down Rodeo Drive during a Christmas parade. That is pretty Hollywood and pretty Cher. Epic.