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

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

Eye penetration 

A really fucked up fetish were a guy rips out the eye of the victim and than proceeds to use the eye socket like a vagina eye penetration is usually combined with gore and murder

Don’t ever look at eye penetration hentai

Eye penetration by RandomUser April 21, 2019

Penetrationship 

A relationship which survives for the most part on sex, hence there is very little relation, mostly penetration.

Matt can't come to the movies tonight, he's too committed to his penetrationship.

Penetrationship by Skrow January 21, 2009

Emancipation Penetration 

The act of engaging in extremely gratifying sexual behavior with a professor who teaches civil war history. This may be graded.

We had a relatively normal day until I ended up at Dr. Vanilla's house earning my freedom through the undersheets railroad, it was a true emancipation penetration...and that poor dog had to watch

Emancipation Penetration by missindsey February 18, 2010

Chance of Penetration 

Heavily influenced by the Bangometric Pressure. Highly sophisticated survey based on probability that helps to determine the odds of tappin that ass.

Did you see that look in her eye bro? There is a 100% Chance of Penetration tonight.

I blew it when she caught me checking out her mom, now there is a 0% chance of Penetration.

Chance of Penetration by Discoinsterno November 6, 2014

penetration barrier pillow 

An object placed between two individuals sharing the same bed in order to prevent inadvertent or unwanted nocturnal fornication.

Don't worry about us sleeping in the same bed, mom...we've got a penetration barrier pillow between us.

penetration barrier pillow by YAWA October 5, 2017