Doing the Dishes and More

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Tag: D/s

Ruby Ryder shares chrome chastity cage to be worn during pegging
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Doing the Dishes and More

Masturbation Month 2022 #4 (Link to Part One) Doing the dishes felt the same as eating dinner; something he just needed to get through to finally get to the main event. So as Frank cleaned out in the shower, he

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Ruby Ryder shares stainless steel chastity cage for tease and denial during pegging
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The First Night

Masturbation Month 2022 #3 (Link to Part One) Somehow, Frank got through that day, sitting at his desk with the weight of the cage between his legs. He kept redirecting his thoughts back to work. Not an easy job when

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Podcast #290 Steps Onto the Stage!

Letter from an appreciative Patron He struggles with shame due to pegging She wants to satisfy his desire for masochism during pegging He loves the anticipation and looking sexy for his partner He shares about letting go of the past

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Ruby Ryder shares long legged woman in red latex stockings and red strap-on with dildo
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Lend an Ear to Podcast #288

For your listening pleasure – it is indeed time to… Lend an Ear to Podcast #288! She offers more info re: chastity, cuckolding & humiliation questions He noticed men’s clothing ads in the US don’t show asses – WTF? Podcast

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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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