June 2, 2023 #23 (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
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
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
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
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
Masturbation Month 2023 #19 – (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 fear
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
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
Masturbation Month 2023 #17 – (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. Seems
Masturbation Month 2023 #16 – (Link to Part One) There was a pattern Cynthia wanted to try out with Frank; pleasure, craving, and calm. As her tongue played with his ass, she considered her timing. Relaxation was essential, and she didn’t
Pegging Paradise is run by Ruby Ryder (she/her), a sex educator, sex worker, and community organizer. Ruby is renowned for her extensive expertise in pegging and delights in providing shame free, equal access sex education.
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