The Punishment Frank Wanted Arrives

The punishment he deserved. 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 fear of what was waiting for him equaled his anticipation. He was familiar with this push-pull thing. He wanted the beating; he'd asked for the punishment. But he feared it, too. Mixing pleasure with pain was a challenge. A delicious challenge that had offered some profoundly thrilling rewards in the past. That was why he asked for it occasionally. Frank didn’t think he could handle getting beaten every night for any length of time, like he was getting fucked; [...]

By |2023-05-22T21:16:25-07:00May 22nd, 2023|Categories: Femdom Anal Training|Tags: |0 Comments

Happy Hump Day for the Maid

Hump day arrives, and Frank receives another new apron! Masturbation Month 2023 May 10th - (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 of the bed empty. Off running, no doubt; her sneakers were missing from their spot in the closet. There was a yummy scent in the air that he couldn’t place, too. Interesting. Frank showered and dressed for work. Impulsively, he chose a silky blue pair of Cynthia’s panties and slipped them on. This would be a nice addition to the day! And a soothing feel against his balls. His cage was not horribly [...]

By |2023-05-18T15:03:12-07:00May 18th, 2023|Categories: Femdom Anal Training|Tags: |1 Comment

The 13th Birthday of Pegging Paradise is Today!

13th birthday of pegging paradise - Ruby Ryder 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 I am fond of saying, I went down the rabbit hole and I'm still there! (I know my use of the word 'hole' begs for a bad pun, but I'm gonna pass.) More than anything I am happy to look back and see what I have created. A wealth of knowledge about a very misunderstood sexual activity. An activity that during these 13 years, is slowly but inexorably coming into its own. According to Clips4Sale [...]

By |2023-05-11T12:30:40-07:00May 11th, 2023|Categories: Femdom Anal Training|Tags: |0 Comments

Some Face Time For Cynthia

Master Series Incarcerated 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. Seems that chastity play did have a few surprises after all. If he'd known something like this could happen, he would have locked up his cock a long time ago! To be sure, that was a toe-curling, eyes rolling back in his head kind of intensity. Jesus. Frank opened his eyes again and turned to his back, smiling shyly at Cynthia. Talk about vulnerable! When your partner gives you so much pleasure that you are basically a trembling pile of [...]

By |2023-05-10T12:55:06-07:00May 10th, 2023|Categories: Femdom Anal Training|Tags: |1 Comment

Pleasure, Craving and Calm; the Magic Combination

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 want to get him excited in a tense way, more in a relaxed way. She rubbed his taint gently as she slowly rimmed his hole. Then she climbed off the table and massaged his neck and scalp again. She ran her fingers through his hair over and over again, bringing him back to calm. Frank felt a bit like he was floating, especially with his eyes closed. He was in sensory heaven. His ass yearned for more, but he was so relaxed that he simply trusted Cynthia would get there eventually. [...]

By |2023-05-09T08:00:00-07:00May 9th, 2023|Categories: Femdom Anal Training|Tags: |1 Comment

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, please?” Cynthia looked up from her reverie and smiled seeing Frank standing there with his eyes closed, wearing nothing but that sexy cock cage. “Absolutely, my boy. Request away!” She was intrigued. “Would it be okay if I keep my eyes closed for a while?” He didn’t wait for her to answer but continued. “I mean, you look incredibly sexy, Ma’am, and I’m sorry I didn’t tell you that sooner. And I want to see all that sexiness, but I’d like to keep [...]

By |2023-05-08T18:25:10-07:00May 8th, 2023|Categories: Femdom Anal Training|Tags: |0 Comments

Turnabout is Not Only Fair, it’s Essential

Chastity is not only fair, it's delightful! Asylum Locking Chastity Cage. Masturbation Month 2023 May 3rd - (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 the table and made short work of the dishes. He sipped the cool green drink that Cynthia mixed for him before she disappeared down the hall into the bedroom. Knowing he had the choice to call a halt to this fantasy helped him feel less frantic about everything. Still frustrated? Definitely. Still craving release? Absolutely But the competitive part of him wanted to see it through. And who knew, there might [...]

By |2023-05-06T19:39:46-07:00May 6th, 2023|Categories: Femdom Anal Training|Tags: |0 Comments

The Apron That Didn’t Do its Job

The apron helped! Masturbation Month 2023 May 3rd - (Link to Part One) Frank stepped into the kitchen and set his keys on the kitchen table. "Welcome home, Sweetheart!" Cynthia greeted him with a smile and a quick kiss on the lips. He looked Cynthia up and down in wonder. That was a new set of lingerie he'd never seen before. The pale pink bra and panties dressed up her ample curves and looked stunning against her light brown skin. Her black hair was pinned up on top of her head and she wore long pink sparkly earrings. The pink heels made her as tall as he was. Then he shook himself a little, intent on his task. "Babe, I'm having a hard [...]

By |2023-05-03T23:00:00-07:00May 3rd, 2023|Categories: Femdom Anal Training|Tags: |1 Comment

Plans For a Temporary Escape From the Torture

Was a temporary escape possible? Masturbation Month 2023 May 2nd Escape. That's what Frank woke up the next morning thinking. Once again, he had not slept well. Erections and cage pinching kept waking him up. He badly wanted to have an orgasm, and this was only day three. The morning of day three, to be exact. He was not surprised to find Cynthia gone again, and the scent of coffee. He threw on his robe and shuffled off to the kitchen. There was a note next to the coffee again. Good morning my sweet, fuckable boy. Last night was FUN. Welcome to day three! Running again. Despite himself, Frank smiled. He wasn't at all sure how he'd get through a week of this [...]

By |2023-05-02T16:36:46-07:00May 2nd, 2023|Categories: Femdom Anal Training|Tags: |0 Comments

Caged, Overwhelmed and Unsatisfied

CB6000 - Available in Clear and Pink! 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 wonderful toy and read all my previous chapters from the story below. No porn, just erotica. My intention was to have an orgasm, of course, but I also wanted to take my time, let it build and really enjoy it. That happened. I also wanted to revive this story and add to it. Last year I was interrupted by a computer mishap. Not this year, Satan! The story of Frank and Cynthia, continued! (Links to previous chapters here.) Part 3 The First Night Part [...]

By |2023-05-01T12:20:20-07:00May 1st, 2023|Categories: Femdom Anal Training|Tags: |0 Comments