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

Pegging Webinar Price Change – PSA

My Pegging Webinar game is expanding, and changing! I have been teaching a Pegging Webinar for a little over a year, now. Pegging is my passion, and I have so much information about it that I am eager to share with anyone who is interested! Initially, I offered free admission for givers if they sent …

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Podcast #240 Ruby’s Coming Out

Podcast #240 – Ruby’s Coming Out Facts About SESTA/FOSTA What Inspired Ruby What she did with that inspiration Yes, it’s true Decriminalization vs Swedish/Nordic Model Become and Ally! Articles and Information “SESTA/FOSTA is turning the web into a G-rated minefield. Here’s how to destroy it.” By Daniel Villarreal for LGBTQ Nation Remaking Manhood – Mark …

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Yes, I am a Sex Worker

International Whores’ Day 2019 A View into My World… I check my mail, look at my calendar and think about tomorrow’s appointment. He’s a sweet client who I’ve established a close connection with since he first came to see me almost 2 years ago. His last email said he was looking forward to feeling my …

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The Shooting Range

Would you ever go to a shooting range with me? Only if you wore panties and a chastity cage. Like I’d want anything else… They’ll be pink, with lace, and silky fabric that feels good against your ass. You will wish your cock could enjoy that silkiness, but alas; the cage. I’ll watch you bend …

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Podcast #239

Listen to Pegging Paradise Podcast #239 Patron Update Masturbation Month Update Ruby Productivity Update He wants his GF to fuck him. Help? He wants to crossdress, she’s not thrilled, advice? He’s looking for photos of positions? Pegging Celebration Time His story, from solo play to awesome pegging to panties and more! He’s blossomed into a …

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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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