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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.
1. A confectionery candy that is on the end of a stick.
2. Fun.
A lollipop emoji ate a lollipop
An innocent children's treat that implies penis.
Lil' Wayne: "I'll let you lick a lollipop."
Small child: "REALLY?!?!"
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.
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)
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.