Lollipopping

Lollipopping is the act of inserting one's big toe into someone's anus for sexual pleasure. The feeling when it is first inserted is likened to a 'pop'

He has a foot fetish and likes butt stuff, so one of our favorite activities is lollipopping.

by HasAndWas May 20, 2024

Stole my lollipop

Stole my lollipop is the latest word for drug addicts. It describes drug addicts can steal anything, including childrens’ lollipops for exchange of money.

“Mom, the man stole my lollipop”

“Be quite, I just want to use it to buy some cracks; I know you are a good boy, understand my situation; and I promise you, you will get some cracks when I get back”

by Steal my stuff August 29, 2009

Lollipop Sisters

Two women that have have sex with the same guy.

We are lollipop Sisters.

by anonymous July 9, 2023

Lollipop Book

A book that sucks

The other day in class I fell asleep while we were reading Hamlet, it is such a lollipop book

by Randomlifesaver May 10, 2011

Lollipop

According to gacha life a lollipop makes you bad ass.

Woah look at that AlPhA he has a lollipop and beats people up, he is a bad ass.

by WoLfY pEaNuT bUtTeR August 27, 2020

Lollipop

In the instance that a special event happens between girls (usually white and between the ages of 12-17) they use lollipop in exchange for the word "oop".

Amanda said "and I lollipop" as Olivia told her the tea.

by White Latino September 25, 2019

Jamaican Lollipop

The name for a joint when it is being rolled by a Jamaican.

Jamaican 1: Look at Delroy ehhh!

Jamaican 2: What’s that the yardie’s lickin?
Jamaican 1: The Rasta man has a Jamaican Lollipop ehhh.
Jamaican2: D-Roy gettin’ irie.
Jamaican 1: Ahlieeee fam

by that22guy November 6, 2019