The act of getting ready to put on a strap-on dildo and anally penetrate a man, or a man getting ready to be fucked in the ass by a woman wearing a strap-on.
Dave and Chuck The Freak coined the phrase "Prepare to Peg!" during one of their segments involving pegging.
by The Watsonator May 31, 2019
Get the Prepare To Pegmug. 
The Pegging scale (usually a 1-10) is how desirable someone would be to peg and how well they would take it.
Luxy: that Jimmy is a 10/10 on the pegging scale.
Simon: yeah, I think he would take it really well. That Jamie though, nah. Probably a 4/10
Simon: yeah, I think he would take it really well. That Jamie though, nah. Probably a 4/10
by Pogoextreme October 13, 2021
Get the Pegging scalemug. by Swaggety69 October 20, 2021
Get the Pegging Facemug. Mistress Rachel and Mistress Katelyn needed to punish their boytoy so they gave him a round of synchronized pegging.
by PRTastic September 10, 2016
Get the Synchronized Peggingmug. A mental pictures of womens breasts that is stored into a man's brain and can be summoned for later usage.
by Sumyungy July 26, 2007
Get the B-PEGsmug. 1. In seafaring, a young male sailor in Her Majesty's Navy, usually of slender disposition who was designated to sit on a peg to keep his anus loose for penetration by the other sailors.
2. In more modern times, a derogatory term denoting a sissy, a fag, or a feminine sailor.
2. In more modern times, a derogatory term denoting a sissy, a fag, or a feminine sailor.
After a long day swabbing the decks, a visit to Billy the peg boy proved to be quite relaxing and enjoyable for Captain Wollingsworth.
by Steven February 28, 2005
Get the peg boymug.