by IGSDann April 27, 2014
A girl that has such a beautiful asshole that you would stick a lollipop in it and then take it out and suck on it.
by Jacker Smacker June 19, 2018
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.
by DirtyWaterbury February 19, 2016
by Emerald Star November 27, 2020
by Gocian March 09, 2021
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 22, 2014
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