Top definition
Used to describe a woman who is rather unattractive, except at her center, namely, her ass; an otherwise ugly woman with a good butt.
"Look at that tootsie-pop, man... if only the rest of her matched up with her ass."
by Pseudonym November 10, 2004
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May 15 Word of the Day
A few weeks ago, no one had “cheugy” in their vocabulary . Now everything is saturated with the word. It’s in our heads. It’s in our homes. Everyone is asking: “Am I cheugy? Am I a basic ass bitch? Am I GUILTY of being cheugy?”

The proliferation of cheugy in the mainstream discourse can only be attributed to one source: mental terror. It’s an orchestrated psychological trap to make you question your tastes and interests in the eyes of others.

You are not a cheug. YOU’RE PERFECT!!!!

It is very suspicious that the cheugy mascot is a Minion, a literal cyclops, a deformed
yellow panopticon in overalls ... do not let the all-seeing eye to control you. Be vigilant. Resist cheugy psyops.
Becca is another victim of cheugy psyops. I saw the garbage truck take all her Ugg boots yesterday. She even removed “I LOVE The Office!” from all her dating profiles. She’s unrecognizable.
by Callmemaybe69 May 12, 2021
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2
The act of sneaking your finger into your buttcrack or butthole and having a girl unknowingly suck on that finger
"Yo dude, i gave that bitch a tootsie pop last night."
by kcchiefs07 September 28, 2007
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4
When someone falls asleep and gets a baguette shoved up their ass with a chocolate flavored donut put on the tip. The friends test how many licks it takes to get to the center.
Holy Cow look at that huge Tootsie Pop coming out of Vinny's ass, I cant wait to eat that shit up.
by the cotck August 20, 2009
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5
When a girl gives a guy a blow job and she makes a popping sound with her mouth.
Dam, that girl can tootsie pop!
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6
When a woman has her menstrual cycle, the male inserts his penis in the rear then in the front.
My wife was appaled when I suggested the tootsie pop last night.
by woopwoop123456789 July 21, 2008
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