Blog Archives

Pegging Webinar Price Change – PSA

My Pegging Webinar game is expanding, and changing! I have been teaching a Pegging Webinar for a little over a year, now. Pegging is my passion, and I have so much information about it that I am eager to share

Read More »

Yes, I am a Sex Worker

International Whores’ Day 2019 A View into My World… I check my mail, look at my calendar and think about tomorrow’s appointment. He’s a sweet client who I’ve established a close connection with since he first came to see me

Read More »
Ruby Ryder shares hands holding a rifle with a scope for the shooting range

The Shooting Range

Would you ever go to a shooting range with me? Only if you wore panties and a chastity cage. Like I’d want anything else… They’ll be pink, with lace, and silky fabric that feels good against your ass. You will

Read More »

Podcast #239

Listen to Pegging Paradise Podcast #239 Patron Update Masturbation Month Update Ruby Productivity Update He wants his GF to fuck him. Help? He wants to crossdress, she’s not thrilled, advice? He’s looking for photos of positions? Pegging Celebration Time His

Read More »

Happy 9th Birthday Pegging Paradise!

Nine years! Wow. Clearly my passion for pegging is the sustaining kind. In the beginning, I just wanted to write about pegging, revel in the eroticism of the concept, and talk with others about it. Besides actually doing it, I

Read More »
Thoughts About Sexualizing by Ruby Ryder pegging BDSM

PSA About Sexualizing

Let’s Talk About Not Sexualizing People I realize many times comments like “I dream of you doing me” or “I wish you could slide that deep inside me” or “I need to come to California and we can get together”

Read More »

Meet My Asshole

I’ve noticed…during my extensive travels around the sex-positive places of the internet, the following phenomenon. A fair number of single men who are into pegging (or desire to explore pegging) will post extremely explicit pictures of their asses, cheeks spread,

Read More »