Ruby Ryder

Pegging Guru, Sex Podcaster, Sex Blogger, Speaker, Writer of Erotica. Changing the World, One Ass at a Time!

Most commented posts

  1. No…He’s Not Gay — 44 comments
  2. Double-ended Dildos — 44 comments
  3. Hard Times at the Hotel — 34 comments
  4. Do Women Love Pegging? — 33 comments
  5. Caption Contest!!! — 32 comments

Author's posts

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 compatibility after loss He wonders what he’s feeling when she bottoms out A new description …

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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 Jonathan Van Ness website Alok V Menon Instagram Alok V Menon website Billy Porter 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 Ness Instagram Jonathan Van Ness website Alok V Menon Instagram Alok V Menon website Billy …

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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 post – It’s not all the fault of men Articles/Information FetLife Post Same article here …

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The Case For Cock Owners Using Strap-ons

I wish that more cock owners were open to the idea of using a strap-on with their partner. Often they immediately jump to the assumption that the strap-on will render their cock obsolete. In their imagination the strap-on is always bigger, longer, and better. Consider instead, these reasons for a cock owner to use a …

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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 calls, emotional support, sorting through his belongings. They traveled the world together and shared so …

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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 provide reassurance, information, dispel myths and misconceptions, and replace them with accurate information; everything you …

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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 for him in the end! A study in communication, honesty and relationships Articles/Information Dr. Peter …

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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, thank you. Due to the generosity of ALL the people who contributed to my Movember …

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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 had exciting prostate exploration with their partner! He has no problem finding women to peg …

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