by Cracklollipops November 8, 2019

Nathaniel had his lollipop surprise taken care of by Cameron as Sean, Jonathan, Ethan and Simon watch.
by PrayerHub May 28, 2021

Something that deceptively appears to be wonderful but once tried turns out to be revolting (too late).
"Over the last few weeks most of the games I have been reviewing have been good or at least not bad enough to justify what we call in the ghetto 'getting my knickers in a twist'. And since I've just received my modest tax refund, my tension has been slowly rising from not having enough to be angry or miserable about. So thank you Clive Barker, thank you for this opportunity to unwind by calling your game a spunk-flavored lollipop!" - Ben "Yahtzee" Croshaw
by Koba The Dread March 21, 2010

Lollipop lips, also known as lollipop kisses originates from the French act of “scissoring” . Lollipop lips is essentially a sexual act performed by two lesbians who are close friends. The two then push their labias together while they Charles nacy (reverse queef). This act sucks one of the lesbians clits into the other lesbians vaginal canal, leading to a violent shaking orgasm.
“Veronica and I both sucked at the lollipop lips move as she couldn’t even get the Charles Nancy down”
by Raging cuckhold January 13, 2025

by MagruffTheCrimeDog April 8, 2022

by Dried up semen November 17, 2019

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
