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 Top

One having skinny legs, accentuated by wearing "skinny jeans or jeagings" with a large round booty on top resembling that of a Lollypop.

Man that girls fine, did you see that booty? Yeah she got a Lollipop Top bro!

by Grafix Guy September 21, 2014

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

stealing lollipops

To exhibit a false presentation of one's character for the purpose of workplace political gain.

Buddy is the life of the office. He's stealing lollipops from everyone in the office to get the new Sr. position.

by Piddy February 2, 2006

doggy lollipop

A doggy lollipop is when you put peanut butter on your testicles and a dog licks it off

I got a doggy lollipop last night

by SenorIcyHot July 9, 2011

satan's lollipop

another word for a cigarette.

Satan's lollipops will give you lung cancer!

by g-unitz March 27, 2007

balloon lollipop

blow job where john is wearing a condom. Opposite of natural lollipop

"Happy ending massage: $50, balloon lollipop $25 extra, natural lollipop $50 extra.

by Tallil Dave August 23, 2008