Lollipop Surprise

When you get a piece of shit stuck in your ass hairs and another person sucks on it like a lollipop

Nathaniel had his lollipop surprise taken care of by Cameron as Sean, Jonathan, Ethan and Simon watch.

by PrayerHub May 28, 2021

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

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

Columbian Lollipop

A condom filled with cocaine that is inserted into ones anus.

He was busted at the airport for having 5 Columbian lollipops.

by Sparky Nelson April 30, 2019

Lollipop crust

Dried up semen.

Yo that chick has lollipop crust on her chin!

by Dried up semen November 17, 2019

lollipop

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

Fish Lollipop

A term used for a man with an affinity for cheap hookers and prefers to be finished off orally

“My buddy got real drunk last night and gave someone the ol’ fish lollipop”

by Mini!!! April 12, 2024