Lend an Ear to Podcast #288

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 #112 Story - He mustered the courage and she was receptive!

From #286 - He suggests gussying up the harness that fits!

Ruby was kicked off IG, and made another account (eye roll)

Beginner's Webinar now Recorded and available On Demand!

Articles/Information

Equipment

Can Pegging Save the World?

November 7, 2024 4 Comments

This piece is written using the gender binary, because of the subject matter of masculinity, how it affects the world of pegging, and how pegging

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

It’s Good to be Clean

May 8, 2024 4 Comments

Masturbation Month 2024 #29 (Link to Part One) Cleaning day! What the actual fuck, thought Frank. Sure, he could see the point behind it, and honestly

Pegging Preparation is More Than Cleanliness, Lube, and Foreplay

January 25, 2025 No Comments

Let’s talk pegging preparation. When you first begin to explore pegging, preparation is essential. Sadly, few people go further than cleaning out, sufficient lube, and

The Surprising Intensity of Allowing Someone Into Your Body

February 7, 2025 No Comments

Men who are interested in pegging are sometimes quite startled by the experience itself. Why? There can be a few reasons, but I want to

Freedom beckoned, but the cage stayed on like chains

Freedom Beckoned, if Only For Two Full Seconds

May 6, 2024 4 Comments

Masturbation Month 2024 #28 (Link to Part One) Saturday morning dawned. Cynthia woke up early and went for a run. Last night’s sexy shenanigans with Frank

How Pegging Can Save the World – Take 2

November 12, 2024 No Comments

This piece is written using the gender binary, because of the subject matter of masculinity, how it affects the world of pegging, and how pegging