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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"
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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"
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An exetremely unnatractive girl who tries to use a lollipop to seduce a man.
I came across one once, and she demonstrated a what she thought was "sexy" way to lick a lollipop, and stated "It will work on any guy." I was repulsed!
"ugh, seductive lollipopper tried the lollipop thing on me again!"
"she does that everytime you pass her!"
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