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A lollipoop is the asshole of a male or female
typically used in a sexual manner
taylor: dude i heard u gave christine a rim job?
john: oh yeah! i licked her lollipoop!
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Someone who has eaten a lot of lollipops and has now got the runs and thats not all the dung has bits of lollipop in it!
my brother was lollipooping on halloween night.
When you put in the ass and your dick comes out with poop on it. Then the person licks it.
When I pulled out, my dick was a lollipoop.