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To boldly go where no man has gone before

Take the virginity of a Trekie (usually a female).

The phrase is of unknown origin but it seems that it comes from the "franchise" of Star Trek porn parodies such as "Sex Trek: the next penetration" and "Where no man has cum before".
Fred: Hey, you know what? I slept with Janice last night!

Bob: No! Janice the Trekie?

Fred: Yeah..

Bob: That's what I call "To boldly go where no man has gone before"!
by Adam Nonymus June 19, 2009
mugGet the To boldly go where no man has gone beforemug.

To boldly Go where no man has gone before

A description of sex with a lesbian.
I shall now beam down,

To boldly Go where no man has gone before
by Iam not Elmer Fudd December 24, 2019
mugGet the To boldly Go where no man has gone beforemug.

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