He Wants to See the Toy That Thrilled Her

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While handcuffed to the cushion, Frank wants to see the toy that thrilled Cynthia
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He Wants to See the Toy That Thrilled Her

Frank and Cynthia’s story continues, and so can your masturbation! June 1st 2023 #22 – (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

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Hungry for more Ruby Ryder shares close up of clit sucking part of Strap-On
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Frank is Hungry For More, But Cynthia Has Plans

Masturbation Month 2023 #21 – (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 end

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Ruby Ryder presents this new toy for pegging giver satisfaction
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A New Toy Awaits After Frank’s Punishment

Masturbation Month 2023 #20 – (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 kind

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Ruby Ryder shares woman with purple hair pegging man laying face down on bed
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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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Hump day arrives, and Frank receives another new apron!
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Happy Hump Day for the Maid

Masturbation Month 2023 #18 – (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 side

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13th birthday of pegging paradise - Ruby Ryder
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The 13th Birthday of Pegging Paradise is Today!

A few thoughts about pegging from your truly on the 13th birthday of my pride and joy, Pegging Paradise! That’s a long time to be talking, thinking, teaching, and let’s not forget, (still) learning about the act of pegging. As

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Chastity is not only fair, it's delightful! Asylum Locking Chastity Cage.
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Turnabout is Not Only Fair, it’s Essential

Masturbation Month 2023 #14 – (Link to Part One) It was only fair that tonight was his turn, Frank thought. Technically fairness had not been part of the agreement. But after last night, he felt he deserved a reward. He cleared

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Caged, Overwhelmed, and Unsatisfied.
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Caged, Overwhelmed and Unsatisfied

Masturbation Month 2023 #11 (Link to Part One) Masturbation Month 2023 is here! In the wee hours of the morning I celebrated with my first orgasm, arrived at with the help of the Lelo Enigma. I settled in with this

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Podcast #298 features talk of the JimSupport Sex Sling
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Celebrations and Inquiries – Podcast #298

Pegging Paradise Podcast #298 Articles/Information Equipment Podcast #298 contains some great stories about this journey we call pegging, from beginning anal play to the real deal. I never tire of hearing how that story unfolds, the challenges and thrills along

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Podcast #298 features talk of the JimSupport Sex Sling
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A Sex Sling For Pegging that Rocks!

I have owned a JimSupport Sex Sling for about 7 years now, and I have to say it’s the best investment I’ve ever made amongst all my sexytime pegging purchases. Sex Sling, Not Sex Swing I called this my sex

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