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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.
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!
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.
Man, I can still feel my asshole burning from the Ohio Lollipop Sally gave me last week!
A hypothetical lollipop containing covid that the whole world licks
Stop wearing your mask now,and lick the covid lollipop today.
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.
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!
super optimistic and oblivious state of mind, especially common in the naive. origin: Wizard of Oz references.
She was all lollipops and rainbows after she opened her college acceptance letter... just wait until she finds out how much its going to cost though.