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The penis belonging to an experienced, older man who gets oral sex from a lot of young girls.
Girls sometimes like learning blowjobs with a lollipop.
by Laura333 December 27, 2023
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a destiny, with a pretty face and not mediocre body!
She is a lollipop
by noneofyourb April 16, 2024
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Person 1: "I'm not going to school tomorrow."
Person 2: "LUCKY!!!"
Person 1: "...I'm going to a funeral..."
Person 2: "Lollipop?!"
by Beckster09 June 19, 2009
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lollipop pass

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A poorly thrown basketball, the trajectory mimicking the shape of a lollipop. The pass takes the length of time similar to that of consuming an entire lollipop.
What a lollipop pass. What is this, the Oompa Loompa basketball team? No wonder they have so many turn overs.
by Pizzapockets March 29, 2015
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Lollipop Chainsaw

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A hack & slash kind of video game. The main character is a high school cheerleader named Juliet Starling. She fights zombies along with her father, her two sisters, and her decapitated head of a boyfriend while her mother is at home preparing Juliet's 18th birthday party. If you think about it, it's a good example of why you shouldn't exclude people.
People were given pretty good reasons to buy Lollipop Chainsaw -Blood & gore

- Zombie killing

- The soundtrack

-Juliet

-Rainbows.....
by Morrilynn December 13, 2012
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Lollipop 9

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3 MILF's drinking wine. If there are more than three MILF's, add 3 for each additional person. 3= MILF, Glass, Box of Wine
My favorite kind of lollipop is the Lollipop 9.
by mainah245 December 15, 2011
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People that help schoolchildren cross the street around schools.
Ed's retired, but he's a lollipop man in the mornings and when school lets out.
by Jhwade August 15, 2008
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