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Penstruation 

Penstruation: menstruation that is brought on by penile penetration, despite the subject being pre or post menstruation. Penstruation is often discovered, post-coitus, due to bloody sheets (or other stained lovemaking surfaces). Anecdotally: women who have experienced penstruation report that it is associated with passionate, vigorous (condomless) sex, a fairly well endowed partner, and voluminous deposits of sperm, which may be why neither party usually minds the bloody after-effects too much.
"So, in a case of penstruation, who is responsible for washing the sheets, the girl or the guy?"

"Oh, the guy, of course."
Penstruation by jacandy December 30, 2011

penstration 

when a pen in your pants leaks, leaving a smear of ink resembling a menstration stain
I left the meeting only to discover I had a case of penstration all through my pants
penstration by pink delicous November 6, 2011

Winstruation 

When you have had a one night stand, and are not sure if you're pregnant, and get your period.
I have gotten my period yesterday, it was a winstruation! i am not pregnant!
Winstruation by Winstruation November 16, 2016
More from Urban Dictionary

kinktober 

An excuse for people to write porn with different types of kinks throughout the month of October.

Smut Fanfiction
That chick doesn't write often but when she does, its for Kinktober.
kinktober by Kinkiest July 12, 2018
Word of the Day on October 30, 2026

proper lad 

a lad that is such a lad that he is a proper lad
person1:did you see bob
person2: ya he was a proper lad
Word of the Day on October 29, 2026
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
When your wife’s boyfriend let you sleep past 8pm 😎😎
Wife’s boyfriend: You have 5 more minutes
Me: Poggers!
Poggers by Just_Charles April 14, 2020
Word of the Day on October 26, 2026

Oblication 

A vacation, feeling more like an obligation, that involves visiting or staying with family.
So Joe where are you taking the kids for spring break vacation? We are going on an oblication to Boca to visit my mother-in-law.
Oblication by kimmerr May 5, 2011
Word of the Day on October 25, 2026
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