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Lollipopping is the act of inserting one's big toe into someone's anus for sexual pleasure. The feeling when it is first inserted is likened to a 'pop'
He has a foot fetish and likes butt stuff, so one of our favorite activities is lollipopping.
When you get a piece of shit stuck in your ass hairs and another person sucks on it like a lollipop
Nathaniel had his lollipop surprise taken care of by Cameron as Sean, Jonathan, Ethan and Simon watch.
When a girl is on her period and you insert your foot into her vagina and forcefully rip it out make a loud popping sound, and leaving your toes red.
Yo dude, last night I performed the Red Toed Lollipop on my GF.
When you go elbow deep in your missus arse and pick her up with one arm walk down the street eating her pussy
Im going to turn you into a lollipop
when your licking a booty hole and you get poop on your tongue.
I tossed John's salad but it turned out to be a cinnamon lollipop!
Reverse upside down lollipop is a commonly used term for the act in having intercouse while one participant stands on knees and the other participant in upside down thrutsing their asshole into their partner.
yoo this crazy bitch almost shit on me, she said its the reverse upside down lollipop.
A lollipop brain is a person who latches onto new words and terms in order to sound cool and in the know.
Chad used his lollipop brain to impress Charon with his woke stances.