Licking a lollipop(candy)and then applying it to a womans clitoral region to make oral sex a more pleasurable experience and better tasting and smelling one at that.
When I am lollipopping her it smells like grape jelly.
by Chas G July 22, 2008
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1. A confectionery candy that is on the end of a stick.

2. Fun.
by JulianDB December 15, 2016
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An innocent children's treat that implies penis.
Lil' Wayne: "I'll let you lick a lollipop."
Small child: "REALLY?!?!"
by Candicks August 22, 2009
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When a girl/guy is giving you a blow job, but doesn't get passed the head.
Guy 1: Yo, Jessica only lollipopped it last night! My dick never gets sucked.

Guy 2: Why do you keep her around?

Guy 3: She makes good sandwiches.
by Superflyyyy February 14, 2010
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A sweet that is sucked. The interesting thing about this word is that originally meant a toffee apple. It is a fairground word from the Romany 'loli phaba', meaning red apple.
Telly Savalas sucks lollipops

loli phaba maishinava khal, khal,
yek pash tutir, yek pash mandir, hop, hop, hop. (Romany song)
by klidenengro November 6, 2011
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A Lollipop is used to describe a girl or guy who was a pretty face but a mediocre/plain body. It is the opposite of "paper bag".
Guy#1: Dudes, what do you think of that chick over there?
Guy#2: She's got a cute face.
Guy#3: Yeah, she's a total lollipop.
by Junebugg124 September 11, 2011
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