Loading... Please wait...I first heard of Tootsie pop drops in 1997 when a friend asked me if I could find these for him. I had no idea what this candy was and unfortunately I was unable to find it for him. Good news kids! The Tootsie pop drop is back! I am unsure of when the Tootsie pop drop was first invented but I do know that the Tootsie pop was invented in 1930. The tootie pop drop is made up of a tootsie roll center covered with a hard candy.