Pegging Blog

Podcast #187 – Second Bisexuality Podcast

Listen to Pegging Paradise Podcast #187 Second Bisexual Podcast ❤ Kristi has a secret! ❤ From BJs with brother to being the toy of a couple, he’s bi! ❤ Manly man tells his fascinating story ❤ She uncovered the bi-curious

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Podcast #186

strapons.tumblr.com Listen to Pegging Paradise Podcast #186 ❤ Lucky Pierre!! ❤ He bought a cheaper butt plug – is it safe? ❤ A size king upgrades and has  a few questions… ❤ He shares a bit about crossdressing and pegging

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Podcast #185

Pegging Paradise Podcast #185 ❤ Patreon Update! ❤ Feb 7th contribution deadline for bisexual podcast ❤ Upcoming Classes in Denver (Feb 10th) and Long Beach (Feb 17th) ❤ New Group on FetLife: “Pegging Paradise with Ruby Ryder” ❤ What does

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Pronoun Challenge

After teaching a class at DomCon several years ago I was approached by a couple who definitely gave me food for thought about the pronouns I used to teach my pegging classes.  The person who talked with me was dressed

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Pegging Gang Bangs

Remember the Interview I did with Michelle about her experience in being part of a Pegging Gang Bang? Part One Part Two And then read a piece on podcast #170 about said gang bang, written by the guy who was

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Podcast #184

Listen to Pegging Paradise Podcast #184 ❤ Bisexuality Podcast Update! Deadline Feb 7th. ❤ An under-the-weather Ruby rants and muses about #metoo, consent when dating, keyholders and gatekeepers, and personal experiences.  

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Dorothy from Podcast #182

The recent Crossdresser’s Podcast was SO FUN! I have one more thing to share with you. Remember Dorothy, who talked about wearing a bra and panties into chemotherapy? And her awesome friend Kendra Holliday? And I gave you a link

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Podcast #183

Listen to Pegging Paradise Podcast #183 ❤ Patreon Update! ❤ Pegging Celebration Time! ❤ She turns 40, finds a young lover and starts pegging! ❤ He upgraded their dildo and lube with amazing results! ❤ They are switches. He encourages

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Podcast #182 Crossdresser’s Podcast Part 2

Listen to Pegging Paradise Podcast #182 – Part 2 ❤ Podcast #181 mixup ❤ Special podcast submission deadline reminder for bisexual contributions ❤ Part One ❤ LuluJo started as a boy, as a dress form mannequin replacement ❤ Kirsten is

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Podcast #182 – Crossdresser’s Podcast Part 1

Listen to Pegging Paradise Podcast #182 – Part 1 ❤ Podcast #181 mixup ❤ Special podcast submission deadline reminder for bisexual contributions ❤ Part One ❤ LuluJo started as a boy, as a dress form mannequin replacement ❤ Kirsten is

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Podcast #181

Listen to Pegging Paradise Podcast #181 ❤ Thank Yous! ❤ Special podcast submission deadline reminder ❤ Javier still has no power in Puerto Rico 🙁 ❤ He’s thinking about transitioning for his partner… ❤ He seeks more G-spot stimulation for

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Podcast #180

Listen to Pegging Paradise Podcast #180 ❤ EnticeMe.com Sale through Dec 30th! ❤ Special podcast submission deadline reminder ❤ He wants to convince his long distance LTR to try pegging, help? ❤ He would like to introduce his GF to

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‘Twas the Night Before Christmas

(With Apologies to Clement Clarke Moore) Twas the night before Christmas, when all through the house, not a sex toy was stirring; we were still making out. The harness was hung by the chimney with care, in hopes that with

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Podcast #179

  Listen to Pegging Paradise Podcast #179 ❤ Patreon Update ❤ Walmart rant! ❤ December 17th – End Violence Against Sex Workers Day ❤ Pegging has improved their relationship and their communication! ❤ Prostate drainage talk ❤ He realizes why

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