Who’s Driving?

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Tag: pegging

Ruby Ryder Shares purple double-ended dildo used for pegging
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Who’s Driving?

I came across a website that was comparing the Feeldoe to the Share for strap-on fun that is stimulating for the Pegger as well as the Peggee. Since this will be my next acquisition, I read the information with relish.

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Ruby Ryder shares nude photo wearing strap-on harness and dildo for pegging
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Confessions of a Peggee

This is a companion piece to “Confessions of a Pegger”. The author, Bill, is a friend from the website Fetlife.com. When he read my Confessions of a Pegger he could relate to many things I mentioned from the “Peggee” side

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Ruby Ryder shares nude photo wearing strap-on harness and dildo for pegging
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Frustrated Wannabe Peggee

From a Reader: Well, I guess I can only say I have really had it done to me once, and it was very brief …and I absolutely loved it. For the longest time pegging had always been something that really

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Ruby Ryder Shares strap-on for pegging with purple dildo and stockings
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Confessions of a Pegger

So what is it exactly that turns my crank when I don a strap-on and peg my guy? My, my, my…so many things. The Pleasure Principle More than any other reason, I love to peg a man because it brings

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Ruby Ryder shares man caressing ass with one hand, decidedly not gay
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No…He’s Not Gay

He’s not gay. Okay, everyone listening? Two common misconceptions about pegging: If a man likes pegging, he must be gay. If you peg a straight man, he will become gay. Cue Laughter and Eye Roll Both of these are so

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Ruby Ryder Shares strap-on for pegging with purple dildo and stockings
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A (Virgin) Reader’s Question

I would like to ask you a question…….I don’t want to make a big deal about it but it’s important to me so I’m going to ask….I want my first time to be special. I’m a virgin and I don’t

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Ruby Ryder Shares strap-on for pegging with purple dildo and stockings
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Doesn’t it Hurt?

One of the first questions I hear from ladies who are new to the concept of Pegging is, “Doesn’t it hurt?” Now these might be ladies who have yet to explore posteriors in any serious fashion – either their own

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Ruby Ryder shares woman pegging man face down on bed with strap-on
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The Obvious Question

So the obvious question is right there. Why Pegging? I’ve asked myself that many times. Sometimes there is an obvious connection to a kink, a shining, thrilling  moment in your past when events and surroundings combined in an obvious manner

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