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 flop

When someone is giving a blowjob and the receiver goes limp in their mouth.

Man, this bitch was giving me head last night and I lollipop flopped!

by The Flagoning January 28, 2017

chlorine lollipop

(Noun.) A type of blowjob that occurs immediately after swimming in a chlorinated pool.

We didn’t want to wait to shower after the pool party so she gave me a chlorine lollipop.

by NematodeMonkey July 11, 2021

Lollipop Asshole

A girl that has such a beautiful asshole that you would stick a lollipop in it and then take it out and suck on it.

That girl in the thong has a lollipop asshole.

by Jacker Smacker June 19, 2018

Pizza Lollipop

When one licks a disc-style pizza cutter after dividing a pizza fresh from the oven.

Shit! I just burnt my tongue on this god damned pizza lollipop!

by IGSDann April 26, 2014

Covid lollipop

A hypothetical lollipop containing covid that the whole world licks

Stop wearing your mask now,and lick the covid lollipop today.

by Gocian March 8, 2021

Strawberry Lollipop

When a girl's period starts during intercourse and leaves your dick covered in blood.

I was all up in that girl and pulled out a strawberry lollipop. I kickstarted her period for her.

by eh-game May 16, 2016