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Lollipop Chainsaw 

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.....
Lollipop Chainsaw by Morrilynn December 13, 2012

rooster lollipop 

Another term for "cocksucker" (rooster = cock, lollipop = sucker).
Man, I'd like to find the rooster lollipop that stole my bike!
rooster lollipop by theekopper April 12, 2010
An interjection, originally came about when making fun of lil wayne and his hit song "lollipop"

It is also related to lol, but can replace lollipop
She, she lick me like a lollypoo!
Lollypoo by Sammywammy37 March 4, 2009

Post Workout Lollipop 

A term used to describe the act of sticking your penis in and out of a room temperature myoplex plastic shake container, then thrusting your now soggy penis into a girls mouth after she has just got back from stairmaster training.
Joanna: Hey honey, just got back from working out on the stair master!

Jared: Fantastic! How bout a post workout lollipop for recovery?

Iron Lollipop

When a women after a very hard period lets her partner lick her used tampon
"dud last night this chick let me have a iron lollipop it was like a rusty coin!!!"

"lucky asshole"
Iron Lollipop by goblinking13 January 10, 2010

Lollipop 9 

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.
Lollipop 9 by mainah245 December 15, 2011

Lollipop man

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.
Lollipop man by Jhwade August 15, 2008