Best definition
There popular style of wearing a lollipop on the back of shirt.

Ron: “You have a lollipop on the back of your shirt”

Leslie: “That’s the style now Ron. It’s called lollipopping. All the kids are doing it.”

Lollipopping: define #2
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.
Lollipopping: define #3
Verb (To Lollipop) – As seen on the Television show Scrubs,

When somebody gives you the silent treatment, sing the song “Lollipop” but leave some of the lyrics out. This song is so catchy that the person who is ignoring you will finish the song.

Person 1: So is Kelly still ignoring you.

Person 2: No I Lollipopped her, so she immediatley gave in. Lollipopping always works.
Lollipopping: define #4
Slowly masturbating a man whilst vigourously tounging his asshole until orgasm.
I really enjoy lollipopping my men
Lollipopping: define #5
the act of a lollipop man or woman who helps children cross busy roads with the help of a lollipop pole.
Lollipopping is a child-friendly gesture.
Lollipopping: define #6
The sound of a girl’s mouth suctioning off of a wiener during a blow job.
Quit lollipopping my dick, bitch.. my parents are in the front seat!
Lollipopping: define #7
Eating food from a fork that is too large to eat in one mouth full.
Max, stop lollipopping your roast potatoes!
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