The act of crossing wardens/school guards/aka lollypop men and women.
Where's Grandad? He's lollypopping.
by LOBOlobo September 13, 2019
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when you do anal with your girlfriend and after that she sucks the shit of your dick.
person1: "what did you do last night?"
person2: "it was rad! my girlfriend even gave me an indian lollypop!"
by BruhN*ggaperson1134 December 11, 2019
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