Originated from the Illinois and Wisconsin area...It means someone who's too easy to get with that the pursuer lost interest in him/her.
"Dang she such a lollipopper thats why im over that chick"
by LADYSUNSHINE July 22, 2005
means someone who is too easy to get wit; usually a female
"Look at 'em lollipoppers standin ovah there... They comin to talk to us"
by LADY T October 21, 2005