Lollipop lady

A crossing guard, holding a big "stop" sign resembling a lollipop.

We can't cross the road until the lollipop lady says it's ok.

by JamesPBrown August 17, 2011

lollipop hag

a hag that likes lollipops

a lollipop had a lollipop hag

by madali August 29, 2009

Lollipop Cheng

She is a lesbian and shit teacher who teaches at La Salle College. She is a mother-dog (Bitch in Chinese).

Student 1: I like Lollipop
Student 2: That is fine, but don't like Lollipop Cheng

by Cecilia Tang June 4, 2019

lollipop toes

one who has toes that resemble lollipops.

Jv's toes look like lollipops.

by BoomShakalaka April 15, 2005

lollipop hammer

A lollipop hammer is a dick with a large mushroom head that when erect is used to bash someone in the face with, usually during oral intercourse.

"Tom whacked his lollipop hammer all over Amy's face, before she licked it to completion."

by chaunpop January 2, 2014

Lollipop Gang Bang

A gang bang involving 3 or more midgets who may or may not be dressed up like munchkins from the lollipop guild in "The Wizard of Oz."

The lollipop gang bang ended tragically when an obese woman crushed one of the midgets who was attempting to pleasure her.

by Adizzledonkey February 21, 2011

Lollipop Balls

While in the middle of receiving fellatio excellence, your smashpiece places your balls in their mouth, sucks them and pulls until they break the suction creating a "pop" sound.

Right as I was about to cum, Snooki gave me lollipop balls and I shot like a sniper.

by the real Jewcy September 9, 2015