Blog Archives

A man writing in the dark displayed on a blog about pegging by Ruby Ryder

My Journey Into the Beyond

Guest post by Traveling Bard To understand me is to know I live in two realities simultaneously. I wrote about where I came from, and where I came to be. Now I write with the estimation of where I am

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My Journey Out of the Man Box

Guest Post by Traveling Bard Like my other narratives, to know me is to know that I live in two realities at once. This story will tell of how the split came to be. This split is not the end

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A man writing in the dark displayed on a blog about pegging by Ruby Ryder

My Fractured Submission

Guest Post by Traveling Bard To understand how I submit, one must know that my mind is split into two realities. One reality is egocentric, and is centered around my survival and well-being. The other reality is without ego, to

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Ordering Thai Food #CovidLife

Thought process and experience tonight around ordering takeout food. Household pod really craving Thai food. We have not ordered takeout since being on lockdown; feels risky. But…been a tough day for us all; we want a treat. But the person

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Podcast #258

Listen to Pegging Paradise Podcast #258 Ruby’s News He wants pegging, Betty’s not sure He’s worried about his love of receptive anal He wonders how much women who like pegging enjoy PIV? He seeks breast forms for his cross-dressing He

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Blonde woman wearing lingerie and a strap-on for BDSM pegging

Podcast #257

Listen to Pegging Paradise Podcast #257 Patron/Donation update Ruby’s coming to London! Incorrect assumptions about his sexual orientation bother him He asks where to find a woman to explore pegging with? He’s having problems with insertion over a couple of

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pegging

Podcast #256

Listen to Pegging Paradise Podcast #256 Upcoming Webinars Bisexual Podcast coming soon! Ruby donates blood and lets go of control Pegging Celebration Time! He sees his hot sexy wife fucking his ass! Pegging Celebration Time! They find a lot of

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pegging

Podcast #255 Part 2 Crossdressing #3

Listen to Pegging Paradise Podcast #255 Part 2 Crossdressers #3 Crossdressing Trailblazers Lettie’s Story Danielle’s Story Laurie’s Story Joe’s Story Kei’s Story Zinndra’s Story Alan’s Story Cynthia’s Story The Doctor – Steff’s Story Bobby’s Story Articles/Information Jonathan Van Ness Instagram

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pegging

Podcast #255 Part 1 Crossdressing #3

Listen to Pegging Paradise Podcast #255 – Part 1 – Crossdressers #3! Crossdressing Trailblazers Lettie’s Story Danielle’s Story Laurie’s Story Joe’s Story Kei’s Story Zinndra’s Story Alan’s Story Cynthia’s Story The Doctor – Steff’s Story Bobby’s Story Articles/Information Jonathan Van

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pegging

Podcast #254

Listen to Pegging Paradise Podcast #254 Patron Update Upcoming Webinars Upcoming Podcasts Sad news for Ruby Men wearing strap-ons post on FetLife Reddit post – she wants it longer Reddit post – He cried tears of gratitude and joy Facebook

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Ruby Ryder shares the Deuce harness, for Cock Owners Using Strap-Ons

The Case For Cock Owners Using Strap-ons

The Case for Cock Owners Using Strap-ons Using strap-ons as a cock owner can be a revelation. I wish that more cock owners were open to the idea. Often they immediately jump to the assumption that the strap-on will render

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pegging

Tell Them You Love Them

No podcast this week. Sad news in my world. My brother-in-law passed away a few days ago. Quite unexpectedly. I am with my sister, helping her with all the things that need doing when someone leaves this life. Paperwork, phone

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