Podcast #282 – Have Issues, Want Advice

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Ruby Ryder shares man face down over couch receiving pegging from woman behind him wearing strap-on
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Podcast #282 – Have Issues, Want Advice

Pegging Paradise Podcast #282 Want advice – When he asks for what he wants, she shuts him down She struggles with self-confidence and the learning curve He speaks eloquently about opening up and submission She understands her husband more after

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Ruby Ryder shares woman with long hair pegging man with strap-on in reverse cowboy
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Podcast #278 – On Being a Good Bottom

Givers! I would love to hear from you – In your pegging world, what makes a good bottom? Of course it’s very individual for each giver and each couple. So tell me, what does your receiver do/not do to make

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Ruby Ryder shares gif of tattooed man face down being pegged by woman with strap-on
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Two Weeks of Fond Memories

Part Five – Two Weeks of Fond Memories Oh, Lordy, while we are on that subject, I have never met a man who enjoys being fucked as much as you do! We moved in together after we’d been dating for

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Ruby Ryder shares man face down on bed getting pegged by woman wearing strap-on
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A Sound Fucking Commences

Part Four – A Sound Fucking Commences You’ve passed my test, given me a lovely collection of words, and made me laugh. You have certainly earned a sound fucking, and I have every intention of giving it to you. After

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Ruby Ryder shares gif with faces of woman on top of man, pegging him
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Pegging Paradise #276 Has Arrived!

Pegging Paradise Podcast #276 His solo anal play now involves his wife, but still no pegging, help? She’s feeling very left out with his newfound love of pegging He’s concerned about large girth toys and potential damage He waxes poetic

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Ruby Ryder shares woman in black jacket with black dildo for pegging
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A Delightful Listen! Podcast #273

I’m on Tiktok! He’s seeking harness guidance He votes for listeners’ whole (long) stories! She’d love some new newbie guidance He has equipment questions He enjoys dominant pegging with a little pain – it that healthy? He’s got some questions

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Jacob’s Unusual Homecoming

by Ruby Ryder Erica said she’d be there to pick me up at the airport. I could hardly wait to see her. After a week away, I was seriously out of sorts. I missed serving her and cooking for her. I

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Ruby Ryder shares couple showing how the versatile Liberator Whirl can be used for pegging positioning
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The Versatile Liberator Whirl – Pillow Play

The Versatile Liberator Whirl presents a myriad of pleasure-enhancing possibilities for sexy times with pillow play. You will never reach for a regular pillow during sex again! Let me tell you how I put the Liberator Whirl through its paces,

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Distance Chastity Play That’s SAFE!

Cellmate Catastrophe With the news about the Cellmate that came out recently, that anyone can hack into the device and lock up a cock permanently, I suspect there are many of you out there still searching for some kind of

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Ruby Ryder shares black and white photo of a captive cock in chastity cage - day two!
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Locktober – Month of the Captive Cock

Captive Cock? Yum. Two words that have me paying attention right off the bat; cock and captive. Nice. Because I do so enjoy cocks, and making a man my captive thrills me as well. We are off to a fabulous

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