Blog Archives

Ruby Ryder shares stainless steel chastity cage for tease and denial during pegging

The First Night

Masturbation Month 2022 #3 (Link to Part One) Somehow, Frank got through that day, sitting at his desk with the weight of the cage between his legs. He kept redirecting his thoughts back to work. Not an easy job when

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Ruby Ryder shares steel chastity cage in story of Frank as kitchen maid for a week

At First it Felt Good

Masturbation Month 2022 #2 (Link to Part One) The cage felt good. That was a surprise. He sat there eating lunch at his desk and marveled at the sensation. Nice. Frank was beside himself with thoughts that had nothing to

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Ruby Ryder shares stainless steel chastity cage with lock for chastity play

Seven Days as a Kitchen Maid

Masturbation Month 2022 #1 “Cynthia, where is the key?” Frank’s voice had an urgency to it that I’d never heard before. But after 5 days of his cock in prison, I understood his urgency. Frank was a very highly sexual

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Podcast #290 Steps Onto the Stage!

Letter from an appreciative Patron He struggles with shame due to pegging She wants to satisfy his desire for masochism during pegging He loves the anticipation and looking sexy for his partner He shares about letting go of the past

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Ruby Ryder shares colorful assortment of dildos for pegging in a pile on black satin cloth

An Abundance of Penetralia

Dildos are dildos are dildos, right? Au contraire mon frère! The sheer abundance of penetralia can be mind boggling, confusing, as well as inspiring. The provocative curves, teasing twists, wild ridges, vivid colors, glittery sparkles, and metallic shimmers….wow! So many

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Ruby Ryder shares diagram of puborectalis muscle that can sometimes interfere with anal penetration

The Puborectalis and Pegging

The Puborectalis and Pegging. What’s the Connection? There is a question that comes up pretty regularly in the various Pegging forum boards I frequent. It typically reads something like this, “When we do Pegging, about 3-4” in, it feels uncomfortable

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Ruby Ryder shares woman wearing military cap, black latex stockings and strap-on for pegging

Podcast #289 is in the Room!

Listen to Pegging Paradise Podcast #289 No butts in the USA He discovers about real trust with pegging New to pegging but not solo play, he has size questions He lets go of the shame and guilt, and talks to

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Ruby Ryder shares long legged woman in red latex stockings and red strap-on with dildo

Lend an Ear to Podcast #288

For your listening pleasure – it is indeed time to… Lend an Ear to Podcast #288! She offers more info re: chastity, cuckolding & humiliation questions He noticed men’s clothing ads in the US don’t show asses – WTF? Podcast

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Ruby Ryder shares black couple sitting on couch watching laptop screen and smiling

On Demand Webinar for Beginners!

You have been asking for on demand webinar availability for some time – and now it’s here! The Art of Pegging for Beginners – On Demand Webinar Now available on demand, to watch privately (not on Zoom), with whomever you

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Aural erotica - Ruby shares woman in fishnets and garters pegging man face down on bed with strap-on

Best Pegging Positions

The best pegging positions depend on many factors; body type, height, fitness, and more. Here are some to try! They vary in degrees of intimacy, eye contact, cock accessibility, kissing, comfort, and giver/receiver effort required. Enjoy! Many Missionaries – to

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Pegging and Aftercare

Pegging and Aftercare

Pegging and aftercare? Yes. I am a firm believer that pegging and aftercare go together in a beautifully synergistic manner. Let me explain. What is Aftercare? The term originated in the BDSM community, and includes the things you do to

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Ruby Ryder shares woman in black lace bodysuit, black strap-on with large black dildo

Podcast #287 Greets the New Year!

Podcast #287 Greets the New Year! He sends fan mail! Encouraging pegging with his wife plus CD and ED issues He has lube and harness questions He has questions about the angle of toy vs rectum She checks in 5

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