Canadian Lollipop

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.
Dude, you wouldn't believe it last night! Meredith gave me a Canadian Lollipop. It was great!
by HostelKris July 14, 2019
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furry lollipop

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.
by Lordticklemaster November 05, 2021
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Lollipop Top

One having skinny legs, accentuated by wearing "skinny jeans or jeagings" with a large round booty on top resembling that of a Lollypop.
Man that girls fine, did you see that booty? Yeah she got a Lollipop Top bro!
by Grafix Guy September 22, 2014
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Covid lollipop

A hypothetical lollipop containing covid that the whole world licks
Stop wearing your mask now,and lick the covid lollipop today.
by Gocian March 09, 2021
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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 25, 2022
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Midwest Lollipop

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 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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