Triple Lollipop

A very intense wedgie in which the victim is given an atomic wedgie. But instead of stopping at the face, it goes down through the legs and back up into an atomic again. Now do that last part 2 more times. Viola, a triple lollipop.

Dude did you see that guy get a triple lollipop yesterday? Shit was gnarly.

by Wedgie_expert101 August 21, 2022

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

Lollipop Hopleshlop

A made up name

Hey Lollipop Hopleshlop, how are you doing?

by FluffyPuppy2011 August 19, 2022

latina lollipop

Watching an over weight Mexican man or woman at a laundry mat, while awaiting clothes to dry

Kirk and I enjoyed a Latina Lollipopoing at the local laundry mat.

by HurtRussLE9300 November 12, 2015

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

crack lollipops

Crack lollipops are lollipops that obtain crack inside of them. They make you bleed eternally.

Crack lollipops from Nathan kakaka

by Cracklollipops November 8, 2019

Devil’s Lollipop

After a day of breaking the Ten Commandments and ending the day by sucking off an individuals penis while it’s covered in takis powder.

Margaret can’t get into heaven after she had the devil’s lollipop at Deny’s today.

by StaleToaster January 19, 2018