Sliding into your DMs

Pegging is anal penetration via strap-on

"Sliding into your DMs (direct messages)" is a term meaning "to message someone" usually with the implication of flirtatiousness or the like.

A Dungeon Master, one who runs a game of Dungeons and Dragons, is often called a DM.

Thus 'sliding into your DMs' also fits pegging a dungeon master.

@jounniy @PugJesus it's a dirty joke, and not necessarily a good one

(no accounting for taste though...)

The people who run DND games are Dungeon Masters, or DMs.