Ohio Lollipop

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!

by The Molester 69 March 17, 2018

lollipops and rainbows

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 September 7, 2016

Strawberry Lollipop

When a girl's period starts during intercourse and leaves your dick covered in blood.

I was all up in that girl and pulled out a strawberry lollipop. I kickstarted her period for her.

by eh-game May 16, 2016

lollipop flop

When someone is giving a blowjob and the receiver goes limp in their mouth.

Man, this bitch was giving me head last night and I lollipop flopped!

by The Flagoning January 28, 2017

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 4, 2021

chlorine lollipop

(Noun.) A type of blowjob that occurs immediately after swimming in a chlorinated pool.

We didn’t want to wait to shower after the pool party so she gave me a chlorine lollipop.

by NematodeMonkey July 11, 2021

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 24, 2022