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

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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

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Lollipop Leggings

Either lollipops with leggings on or leggings with lollipops on.

See also Lollies.

Oooh I love those Lollipop Leggings!!

by Emerald Star November 27, 2020

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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

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Lollipop Sarcasm

Humor that transcends adult-level humor, by appearing as if it's only teen-aged-level humor; the way a gay man might express overly-misogynistic views without intent behind them; boldly joking.

Trump's "locker-room talk," was nothing more than Lollipop Sarcasm; obscene jokes he'd heard in a "private" masculine discussion, and used to male-bond with other men. The lollipop is the topic, vaginas, that most closeted men bring up to mask their homosexuality among actual heterosexuals, who often discuss vaginas.

by CIS GAY QUEER MAN August 24, 2022

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