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This refers to the baseball euphemism for sex. 1st= kissing, 2nd= touching boobs, 3rd= touching genitals, and a home run would be sex.
A pop fly=oral sex. A pop fly can be hit at any time and does not always fall in line with "bases," as is the case with oral sex; it can come at any time, usually after 2nd or 3rd. It can also occur after a home run is scored.
"So, did you get any this weekend?"

"I rounded 3rd. On our next date I'm gonna try to hit a pop fly."
pop fly by 5279 February 25, 2008
When you jack off and sperm straight up into the air then try to turn around fast enough to catch it in your ass.
That dude can pop fly with the best of them
pop fly by cptrnet July 6, 2006
The unsolicited entering of a finger into someone’s ass.
While johnny and kate were making out, kate gave johnny a pop fly.
Pop Fly by Avasucksass April 18, 2021
To pop a fly means to ask an open ended-question
My son asked a pop fly as I flipped the pancakes
pop fly by danothedino May 14, 2023

infield pop fly 

Wiping your ass, dunking the paper in the toilet, then throwing it on the ceiling. The follow up to the upper decker. Also known as an in the park home run.
Ken left an upper decker at Mikes house, then hit an infield pop fly.
infield pop fly by hahapoohumor March 28, 2009

Alaskan Pop Fly 

The act of slapping a woman in the face with your penis and knocking her wig off.
" Dat boys dick was so big!! I wanted him to give me an Alaskan pop fly "
More from Urban Dictionary
The number of years you are still sexually active
While our lifespan is the number of years we will live, our healthspan is the number of healthy years we will have and our sexspan is is the number of years we will continue to be healthy enough to continue having an active sex life.
sexspan by Dr Kat April 21, 2022
Word of the Day on October 28, 2026
A lighthearted reaction upon receiving disappointing news of some sort. Usually something that isn't a particularly a big deal, esp. when it primarily affects someone else - sort of a mild schadenfreude. Sometimes doubled or tripled, and possibly said in a sing-songy voice for added comedic effect to imitate a muted trumpet, which is how the meme originated.
You didn't get any napkins with your takeout pork fried rice? Womp womp.
womp by 175623226 November 3, 2011
Word of the Day on October 27, 2026
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