Top 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."
by tangosling February 23, 2012

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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.
by Chas G July 22, 2008

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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.
by Aaaight April 12, 2011

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Slowly masturbating a man whilst vigourously tounging his asshole until orgasm.
I really enjoy lollipopping my men
by dirtylittlehorndog January 05, 2011

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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!
by kanklesgalore January 30, 2012

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A sexual act in which an individual sucks on a sexual organ (Male or Female) and only licks it like a lollipop not wanting to hurt themselves.
Ben: Did Becky go down on you last night?
Robert: Nah man, she was straight Lollipopping all night
Ben: That sucks!
by Icy20104 March 15, 2015

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The Urban Dictionary Mug

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The Urban Dictionary T-Shirt

Soft and offensive. Just like you.

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The Urban Dictionary T-Shirt

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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.
by uttam maharjan January 01, 2011

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The Urban Dictionary Mug

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The Urban Dictionary T-Shirt

Soft and offensive. Just like you.

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The Urban Dictionary T-Shirt

Smooth, soft, slim fit American Apparel shirt. Custom printed. 100% fine jersey cotton, except for heather grey (90% cotton).

Buy the t-shirt