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Pennsylvania Pegger 

A sex act that involves one individual wearing a strap-on backwards and inserting it into the partner's anal cavity, therefore bumping asses, while both partners masturbate.
Dude I walked in on Aaron and Gage pulling a Pennsylvania Pegger, it was pretty okay.

single pegger 

A single pegger is when you do a skid in a car without an LSD so only one wheel spins leaving a single wheel mark
Did you see that skid? too bad it was only a single pegger!
a man who recieved a strap on dildo in the ass from a woman
Jake was pegged from behind by Jane.
pegged by Joe June 28, 2004
When a male recieves a length of dildo in the ass, carefully delivered by a female using a strap on.
Craig looks forward to being pegged on a Friday night by his beloved Babs.
Pegged by Jonty77 February 20, 2018
1. A female with a strap-on performing penetrative sex on a man's behind.

2. A person from winnipeg, MB.
Guy: I love peggers.

Girl: I just happen to be a winnipeg slut and love to do guys in the bum.

Guy: Awesome, I don't believe in condoms or meaningful sex either.

Girl: You'd fit right in with us up there.
Pegger by Yorbasgorb November 18, 2011

Preggar Pegger 

Someone who likes to have sex with pregnant women.
"Man, that guy Dustin is always going for pregnant girls"
"Yea, he seems to be a real Preggar Pegger"
Preggar Pegger by BoobbidyBop October 22, 2020