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Podcast #298 features talk of the JimSupport Sex Sling

Get Down and Get Funky With Podcast #299

Pegging Paradise Podcast #299 Articles/Information Equipment Podcast #299 touches on a variety of different topics until finally revisiting that question of a fucking machine, but this time it is not a machine, it’s a rocker. We’ve talked about these before

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This flower vase if full of reminders about the pegging Cynthia gave Frank!

The Fifth Day Was Full of Reminders

(Link to Part One) Frank’s fifth day was full of reminders of his punishment the night before. From the moment he got up, even sitting on the edge of the bed, his butt smarted. He checked his cheeks out in

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While handcuffed to the cushion, Frank wants to see the toy that thrilled Cynthia

He Wants to See the Toy That Thrilled Her

Frank and Cynthia’s story continues, and so can your masturbation! June 1st 2023 – (Link to Part One) They laid in silence for a bit. Quiet but for the heavy breathing. “Do you like your new toy, Ma’am?” “Mmm… I do.”

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Hungry for more Ruby Ryder shares close up of clit sucking part of Strap-On

Frank is Hungry For More, But Cynthia Has Plans

Masturbation Month 2023 May 22nd – (Link to Part One) “Deep breath.” Cynthia commanded Frank, and slowly withdrew the plug from Frank’s ass. Along with it went the delightful feeling of fullness. His caged cock felt heavy, hanging down past the

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Ruby Ryder presents this new toy for pegging giver satisfaction

A New Toy Awaits After Frank’s Punishment

Masturbation Month 2023 May 22nd – (Link to Part One) The new toy looked impressive; Cynthia had to admit. Frank knew nothing about her latest acquisition. She’d kept it hidden ever since it arrived in the mail. This was a different

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Ruby Ryder shares woman with purple hair pegging man laying face down on bed

Something For Nothing

I regularly receive messages with the general theme of wanting something for nothing. Here is an example. I used to have this awesome pegging thing with my partner. I broke up with them. I can’t afford a pro. Where can

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The punishment he deserved.

The Punishment Frank Wanted Arrives

Masturbation Month 2023 May 22nd – (Link to Part One) There weren’t many dishes, and Frank didn’t linger in the kitchen. He wiped down the table and counters one more time, took a deep breath, and headed to the bedroom. His

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Hump day arrives, and Frank receives another new apron!

Happy Hump Day for the Maid

Masturbation Month 2023 May 18th – (Link to Part One) Frank awoke with a smile on his face. Last night with Cynthia had been a revelation. So that’s what a prostate orgasm felt like! He chuckled to himself to see her

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Ruby Ryder says: Face time is important when you are caged!

Some Face Time For Cynthia

Masturbation Month 2023 May 10th – (Link to Part One) Frank lay there on the massage table, so in love with Cynthia at that moment. He was completely smitten. She was a fucking goddess; of that he had no doubt whatsoever.

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He couldn't see what was coming next.

What He Couldn’t See, He Wouldn’t Fear

Masturbation Month 2023 May 8th – (Link to Part One) Frank came out of the bathroom naked and relaxed. He stepped just into the bedroom and closed his eyes so he couldn’t see the bed. “Ma’am? May I make a request,

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