Raspberry Tootsie Pops , Grape Tootsie Pops , or the New Flavors?  We have them! Here is the history of Tootsie Pops: Tootsie Pops  are  hard candy   lollipops  filled with  chocolate -flavored chewy  Tootsie Roll . They were invented in 1931 by Luke Weisgram, an employee of The Sweets Company of