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

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 mean. That has been a constant; my frequent desire to fuck the willing ass of …

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Podcast #238

Listen to Pegging Paradise Podcast #238 Update on Ruby’s Journey He shares his (similar) journey Meet My Asshole She (seriously) is having trouble finding a pegging partner She’s concerned that pegging is causing his ED He’s concerned about the angle of the Fuze Tango He wonders whether a dildo with balls will fit in the …

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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” are playful. But please understand that I (and most women) do not appreciate receiving these …

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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, with or without a toy inserted. Kind of like a ‘meet my asshole’ pic. This …

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Podcast #237 Part 2

Listen to Pegging Paradise Podcast #237 Part 2 First time was incredible, but then he had ED Pleasure from Pegging with no Prostate? He wonders how to introduce chastity in his relationship He wonders why he can’t come while pegging Why did dirty talk of him wearing lingerie trigger his orgasm? Her bisexual husband wants …

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Podcast #237 Part 1

Listen to Pegging Paradise Podcast #237 Part 1 Patron/Donor Update Ruby’s Personal Journey New Position for short giver/tall receiver Pegging Celebration Time! She really didn’t enjoy their first time, advice? Her health, low libido & misconceptions are frustrating him He fears being judged at the pegging munch #NoShame They are off down the path of …

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Podcast #236

Listen to Pegging Paradise Podcast #236 Pegging Celebration Time They are each other’s firsts in everything, now including pegging! He wonders, vibrating dildo or non-vibrating? He shares why he has regrets about refusing pegging in 2012 His GF won’t allow him to watch porn, and includes Pegging Paradise He finally got pegged properly by a …

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Podcast #235

Listen to Pegging Paradise Podcast #235 Places to go to chat about pegging Sissy Hypno video helps him explore his feminine side Tango doesn’t hit prostate in doggy – suggestions? He seek an article about sexual orientation/pegging to share with his wife He asks whether it is safe for his pregnant wife to peg him …

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Podcast #234

Listen to Pegging Paradise Podcast #235 ❤ New Patrons! ❤ Pegging Celebration Time! ❤ She found her groove during their first time! ❤ Progress in mismatched libido relationship ❤ The bulb end of their dildo upgrade is a challenge for him – advice? ❤ He’s considering a double but wants non-realistic and slender ❤ B-Vibe …

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Podcast #233

  Listen to Pegging Paradise Podcast #233 ❤ APA says Traditional Masculinity is Harmful to Boys ❤ I am sexualized (that’s different /sarcasm) ❤ The piece I wrote about sexualizing people ❤ Enzo waxes poetic about Pegging ❤ Ubu describes how she gets him to leave this planet! ❤ After my class she & new …

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