One having skinny legs, accentuated by wearing "skinny jeans or jeagings" with a large round booty on top resembling that of a Lollypop.
by Grafix Guy September 21, 2014
Get the Lollipop Topmug. 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
Get the Lollipop Sarcasmmug. by Gocian March 8, 2021
Get the Covid lollipopmug. The true canadian sexual act!
When a canadian had a new partner, it is traditional for the man to dip his dick into a bowl of maple syrup in order to have his partner lick it off.
When a canadian had a new partner, it is traditional for the man to dip his dick into a bowl of maple syrup in order to have his partner lick it off.
by HostelKris July 13, 2019
Get the Canadian Lollipopmug. The act of triggering the prolapse of one's partner's anus, either through applying enough pressure on his/her buttcheeks or by simply reaching out to the depths of his/her anus with one's hand and pulling the rectum out while twisting it, in order to lick it and suck it with progressively intense tongue and lip motions, as when performing oral sex. It is important to bear in mind that, after the act is performed, it is conventionally considered a lack of courtesy for the active partner not to return the receiving partner's anus to its original state, usually done by administering an Alabama Whack-a-Mole.
by The Molester 69 March 17, 2018
Get the Ohio Lollipopmug. A shotgun
Jackweed 1: bruv did you hear what happened to austin
Jackass 1: nah bruv
Jackweed 1: he got a cobain lollipop from me
Jackass 1: nah bruv
Jackweed 1: he got a cobain lollipop from me
by XxpussySlayerxx9000000 January 7, 2019
Get the Cobain lollipopmug. 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
Get the Midwest Lollipopmug.