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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

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.

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.

toe penetration 

Usually done with a micro penis and your partners toes, popular with a gay man and trans male,
It’s when the micro penis penetrates under your toe nail, typically done using the big toe
You have to have long toe nails for this action.
Charles: “hey man wanna have some toe penetration sex?”

Willy: “sure! Let me get my trans micro penis out, prepare your toes Charles.”

Charles: “hmmmm~”

nipple penetration 

Nipple penetration is the act of inserting ones penis into a persons nipple (normally female).
I am saddened by the lack of nipple penetration porn on the internet.