After completing no shave and no nut November, when the penis is super hairy and the balls are full of cum, and a blow job is given.
Tim: It’s finally destroy your dick December.
Hailey: Ugh FINALLY. I’m so horny I’d even suck your furry lollipop.
Hailey: Ugh FINALLY. I’m so horny I’d even suck your furry lollipop.
by Lordticklemaster November 4, 2021

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

by Emerald Star November 27, 2020

One that licks sausages at the local grocery market and then proceeds to kill every man next to themselves. Usually a female Human being.
Jasmine: Is it alright if i go to the supermarket to buy sausages for our hot dog party tonight?
Chammy: It depends what kinds of sausages if you know what I mean.
Jasmine: Actually, I always like the sausages that were skinned so you couldn't see the burn marks of your enemies anymore.
Passerby: You fucking lollipop murderer, go jump off a bridge and die.
Chammy: It depends what kinds of sausages if you know what I mean.
Jasmine: Actually, I always like the sausages that were skinned so you couldn't see the burn marks of your enemies anymore.
Passerby: You fucking lollipop murderer, go jump off a bridge and die.
by Illegal Username December 15, 2016

by Gocian March 8, 2021

by eh-game May 16, 2016

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.”
“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
