Pegging Blog

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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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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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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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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Ruby Ryder pegging BDSM

Podcast #253 For the Gentlemen

Listen to – For the Gentlemen This podcast is for you gentlemen who have discovered ass play, and have some concerns. Or perhaps your partner sent you here because they are interested in exploring pegging with you. I’m here to

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Podcast #252

Listen to Pegging Paradise Podcast #252 Movember roundup! Upcoming Webinars Crossdressing & bisexual podcast submission deadlines He elaborates about his concern she doesn’t enjoy it His sensitivity is increasing, with explosive results After some life changes, things turns out well

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Tatas for the WIN!!

I asked… …and you totally came through! Thanks to two very generous donors, I not only reached my $1000 goal for Movember 2019, but I raised $1260 for my Sex Educators of the World team!! WOW!! Thank you, thank you,

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pegging

Podcast #251

Listen to Pegging Paradise Podcast #251 Movember recap & renewed end of year goal Ruby’s Tantalizing Tatas Exposure! Rules of Masculinity thoughts Rules on Femininity thoughts Upcoming giver podcast submission request Crossdressing podcast submission deadline Bisexual podcast submission deadline They

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Raise Money for Movember…

See Ruby’s Titillating Tatas! Movember 2019 is almost over for 2019, and I am SO CLOSE TO MY GOAL!!! I’ve raised $750 of my $1000, and I’d really like to raise the entire $1000. Movember does such great work all

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pegging

Podcast #250

Listen to Pegging Paradise Podcast #250 Patron/donation update Movember update Mastercard Movember donation offer Ruby’s ruminations on Men’s… Movember stats! Communication Vulnerability Tears Emotions Masculinity Manliness Grief Tears Men’s groups TEDx Talks!! Articles/Information Malidoma Somé – West African Elder, Author,

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Information and resources for anal sex, bdsm, strap-ons, intimacy, and female domination. Let Ruby know what you think! Leave a comment, register for erotica, or catch a webinar.