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 lick

When a guy cums all over his own dick and the partner licks it off.

Dude my girl loves to Lollipop lick me.

by Snix363 March 2, 2016

Lollipop Luxury

Lipgloss and lollipop, I'll make your booty drop

I'm a super superstar on Hollywood Blvd!

(Lollipop luxury)

by FluffyPuppy2011 September 10, 2022

Midwest Lollipop

An alternative to I-70 or I-80 road head. The name for the act of getting suddenly blindfolded and tied up by your girlfriend in a two-star midwestern hotel off the highway; so she can whack you with a potholder, then fellate and ride your lollipop, while you lie there unable to thwart her fast food and White Claw-fueled demands.

“It was a long drive back to Colorado, but I gave him the Midwest Lollipop to break up the monotony.”

“Driving through the Midwest is tediously boring, but the GF gave me the Midwest Lollipop when we overnighted in Omaha.”

“Welcome to Iowa. Home of the Midwest Lollipop.”

by MammaCitaMeowMeow March 18, 2022

lollipop-sexual

Uhm.. This is a new sexuality isn’t it? So my homies and I have been joking around guys liking and sucking on em lollipops a lot- And BAM.. lollipop-sexual! (we joke around wayyy too muchhhh) So.. I guess if y’all know some people know some homies that been enjoying the taste of lollipops a lot, why not joke around with this new word..? (even tho literally no one will find this 💀😭)

Damn, that boy must be lollipop-sexual, he’s been sucking on those sticks a lot....
STOP STEALING MY LOLLIPOPS! Are you lollipop-sexual or something-?!

by realweirdgirlshat5543 January 19, 2021

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

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