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Chapter 27
by syncbush
Helen asserts her authority
My first punishment
We quickly slipped into our new modified routine. I got up, prepared Helen breakfast, dressed only in my cage and a black silk dressing gown. As she ate breakfast and I would lick her pussy if she was in the mood.
Once she had left for work, I would then sort myself out and do my usual work from home routine. I would then await her return.
We continued the routine whereby most days when she returned home, she would sit on my face and I had to guess if she had fucked someone that day. (She didn't as far as I could tell). I would run her a bath and then whilst she was relaxing I would make dinner for us both. Most other aspects of our daily routine continued as normal. When we weren't doing sexual activities, our relationship carried on as before other than I deferred to Helen when it came to making decisions about what we would do. We were both genuinely happy in this new arrangement.
This went well for most of the first week, until I was on a call with a client, Miss Jones, for work when Helen returned. Something had gone wrong with some software and I was fixing it for her. As a result I was not ready for Helen when she returned home. Having waved at Helen when she arrived, I continued with my focus on the call. When working I sit at a dinning room table, and use a headset plugged into my laptop for the audio. Sometimes it is a video call, but this time it was just voice, thankfully.
I wasn't really paying attention to what Helen was doing until I felt her behind me. She reached round me and grabbed my caged cock, pulling me upwards and forwards. I must have gasped onto call but otherwise managed not to say anything. I was pushed over the table and I had to push my laptop forward to stop myself ending on top of it. I tried to concentrate on the call as I felt Helen roughly undo my trousers and pull them down my legs and off. I felt her bend down and tie each of my ankles to the chair legs, spreading me. I tried desperately to focus on the call, dreading what must be coming. Helen then whispered into my ear. "I would go on mute if I were you, ****" with real menace in her voice. Fortunately Miss Jones and another person on the call were discussing some matters so I was able to mute without them noticing.
And then I heard the whoosh followed by the stinging pain of a paddle hitting my ass, hard! I screamed. I tried to move, but it was easy for Helen to pin me down with her spare hand. Helen proceeded to rapidly paddle my ass 5 times on each cheek. Each blow was agony. Quickly, I was red raw and in pain, tears silently running down my face. A menacing whisper "Never disappoint me again, ****".
Gasping for air, I became aware that Miss Jones was asking me a question. I came off mute, and trying to control my breathing asked her to repeat the question. Exasperated she repeated and I started this long complicated answer. It was then that I felt what was obviously the lubed head of a strap-on at the entrance to my asshole. It was then that I looked around at Helen to plead with my eyes for her to stop.
I froze, mid answer to my client. Helen looked stunning! It took ever bit of self control to start speaking again to Miss Jones. Just as I did so, Helen slid her cock into me. I knew I couldn't survive this and continue the call without Miss Jones becoming more suspicious than she already was. I was already gasping from the pain in my ass, so this would definitely be too much. I made my excused and hung up. Helen the started to really pound my ass with her cock, and spanking my raw ass
"You will ALWAYS be ready for your Mistress when I get home!"
"Understand ****!" not in the slightest a question. I just grunted, I was just hanging onto the table, by hole getting reamed, my ass red raw and my poor defenseless caged cock being crushed against the edge fo the table. I was quickly sobbing. I begged for forgiveness from my Mistress. I promised never to do it again, I pleaded that I loved her and would never do anything to upset her again.
And she pounded me. I heard her orgasm. Even through the fog of my pain, I looked up at her form my limited vantage point over my shoulder and was in awe of her beauty and dominance. I truly had become her sub.
I also knew I needed to call Miss Jones back and apologise.
What's next?
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Cuckold's Descent
Can you resist your wife's desire to Cuck you?
Multi-path story about a wife, with the encouragement of her friend, training her husband against his will to be the perfect chastised cuckold. Your choices will determine whether you manage to stay a real man, become a chastised cuckold, or are forcibly feminised.
- Tags
- sissy, hypno, femdom, bdsm, cuck, creampie, chastity, cock cage, cuckold, tease, denial, shemale, shemale mistress, lesbian, sph, small penis humiliation, cleanup, facesit, strapon, gym sex, personal trainer, cam sex, facesitting, hotwife, loving wives, bondage, cheating wife, lesdom, wife watching, voyeur, public sex, humiliation, hypnosis, cross dessing, feminisation, milking, dirty talk, feminized
Updated on Apr 10, 2021
by syncbush
Created on Mar 27, 2020
by syncbush
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