anal virginity 

the state of not having been penetrated up the ass

Barry lost his anal virginity to a cucumber.

anal virginity by Davester6675 August 14, 2004

Anal Virginity 

It's When Someone Never Had Sexual Intercouse Through The Ass.

Mary Lost Her Anal Virginity Through Double Penetration

Anal Virginity by Jimmy_Willock February 27, 2018

Anal virginity 

That thing one loses when they sit on something that slips past the sphincter.

John lost his anal virginity after being drugged at the gay bar.

Anal virginity by Xtofury May 20, 2018

anal-virginity boogeyman 

A far more fearsome version of the original boogeyman, one so fierce even the original boogeyman himself fears this one. The anal-virginity boogeyman comes in the night to rob anal virginity from those who possess it. But be warned, anal sex fans, for if the boogeyman finds you have no anal virginity, he's still going to get you up the butt anyway.

Son: Mom, where'd my anal virginity go?

Mom: Sorry son, but the anal-virginity boogeyman came last night, and i was powerless to stop him.

Son: Gee, thanks a lot, Mom. :/

anal-virginity boogeyman by Dark Lord of the Anus May 5, 2005