Anal Bleeding

What to do When There is Bleeding A man found my website with the search words: “I bled after being pegged” This situation always concerns me. Anal tissues are much more fragile and subject to tearing than, for example, vaginal tissues (where babies are born from). So many people…
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Doesn’t It Hurt?

One of the first questions I hear from Givers who are new to the concept of Pegging is, “Doesn’t it hurt?” Now these might be Givers who have yet to explore posteriors in any serious fashion – either their own or the posterior of their partner. Yet sometimes I think that…
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The Basics of Rimming

Ruby Ryder shares woman rimming man, using her tongue on his anus
What are the Basics of Rimming? Rimming, as sexy and hot and intimate and delightfully nasty as it is…is not everyone’s cup of tea. Yet some people love the feel of teasing their tongue into their partner’s ass and feeling them squirm with pleasure. And many people love the sensation…
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The Risks of Rimming

Ruby Ryder shares woman rimming man, using her tongue on his anus
Know Your Rimming Risks While rimming can be a wonderfully intimate, hot experience to give and to receive, please know the risks before diving in to that adorable, inviting puckered hole… Consider carefully the exposure you are risking. Unprotected analingus is like unprotected sex and can expose you to…
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Do Women Love Pegging?

Ruby Ryder shares example photo of women who love pegging
Yes, there are indeed many givers who love pegging. All givers are different and their specific reasons for enjoying strap-on sex are as many and varied as the individual givers are. Some givers enjoy pegging as another tender, sensual addition to sweet lovemaking. Some like to combine it with…
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No…He’s Not Gay

Ruby Ryder shares man laying on side, caressing his ass with one hand
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 ridiculous as to be laughable on so many levels….
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The Chairman Position

Ruby Ryder shares woman sitting on chair and being mounted by partner in the chairman position
The Chairman position requires a sturdy chair (because you will both be on it), with no arms and a high back. The giver sits in the chair and the receiver mounts themselves. Then the receivers arms go above the giver’s shoulders to hold on to the top of the…
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Keeping Clean and Pegging

Ruby Ryder shares man in shower with xplay pro shower attachment for cleaning out for pegging
Keeping clean during pegging is something both givers and receivers are concerned about. A common question I get is: How Can We Make Our Pegging Experience Cleaner? First, there is no way around the fact that the orifice you are deriving so much pleasure from is the very one…
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The Prostate Orgasm

Prostate Orgasm Defined:Through anal stimulation only (without penile stimulation) a man experiences orgasm and release of seminal fluid. Sometimes called an anal orgasm. A Different Kind of PleasureWhen the prostate is stimulated (by fingers or toys) there is a feeling often described as a warmth or tingling or itching…
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Strap-on Before the Woman

‘The Woman’ This article was written before all the changes in the gender binary and pronoun usage. Inclusivity is intended, but I will leave this article in its original form. For the Gentlemen… Sort of like the cart before the horse… Since diving dildo-first into exploring the world of…
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Pegging 101 is run by Ruby Ryder (she/her), a sex educator, sex worker, and community organiser. Ruby is renowned for her extensive expertise in pegging and delights in providing shame free, equal access sex education.

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