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An anal virgin is a guy who has never been fucked in his asshole.
I was an anal virgin until I came to the Academy -- now, several other cadets fuck me regularly!
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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. :/
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This is a person who is bisexual but has not yet been penetrated by anyone (bottom) yet.
I am orally talented but am a (bottom) Bisexual Anal virgin.
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When you fart on your hand, then masterbate with said hand.
It was a special night, he was drunk, he did the Virgin's Anal.
A sexually active teenage girl who does everything except vaginal sex. Yet she still believes that she's a virgin.
Me: You had a threesome with two guys from the basketball team?
Her: I was taking it at both ends at the same time. It was great.
Me: So you're not a virgin anymore.
Her: No, I'm still a virgin because it didn't go into my vagina.
Me: So I guess that makes you the Anal Virgin Mary?
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