Lollipopping

When an older man aggressively sucks a twink’s penis.

Oh my god, I just caught Greg lollipopping the new guy!

by MagruffTheCrimeDog April 8, 2022

spunk-flavored lollipop

Something that deceptively appears to be wonderful but once tried turns out to be revolting (too late).

"Over the last few weeks most of the games I have been reviewing have been good or at least not bad enough to justify what we call in the ghetto 'getting my knickers in a twist'. And since I've just received my modest tax refund, my tension has been slowly rising from not having enough to be angry or miserable about. So thank you Clive Barker, thank you for this opportunity to unwind by calling your game a spunk-flavored lollipop!" - Ben "Yahtzee" Croshaw

by Koba The Dread March 21, 2010

Irish lollipop

The act of preforming fellatio on a prolapsed butthole

My favorite part of anal is the Irish lollipop afterwards.

by Fire extinguisher 38 April 1, 2024

cherry lollipop

When your girlfriend is on her period and you stick the tip of your dick in her vagina and pull it out and let her suck on it like a lollipop.

“Hey dude what did you do last night.”
“Nothing just gave my girl a cherry lollipop”

by Cloutbursts May 10, 2018

Lollipop 《🍭》: The First Juvenile Release

What I call homo-sapiens who are addicted to perianal abscesses.

Person 1: Are you addicted to perianal abscesses?
Person 2: Yes.
Person 1: Lollipop 《🍭》: The First Juvenile Release

by LeSouffleDeVersailles January 27, 2025

Lollipop Simp

Someone who simps over the character Lollipop from the YouTube series Battle For Dream Island.

Have you seen my friend's unhealthy obsession with Lollipop?

Dude, he's a Lollipop Simp.

by MΛD2FΛИ2018 August 9, 2024

Louisiana Lollipop

A sex act typically down way south, where you do your sister in the ass. When you pull out your mom licks your Dick clean.

We had family fun night last night. We performed sex act on my sister called the Louisiana lollipop. Dad said my brother was next.

by The professor 827 December 28, 2021