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

by missindsey February 19, 2010

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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.

by Discoinsterno November 6, 2014

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Penetrate The Owl

Anything you want it to fucking mean.

Lets go Penetrate The Owl.
Yeah, lets go!

by x70s_carmine May 27, 2015

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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~”

by DragonChickens#3205 August 18, 2020

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