The Caged Path to Ultimate Feminization

As with so many men who are naturally submissive, my experiments with chastity devices were just another adventure in the fascinating world of dominance and submission. My Mistress Sarah, however, found this particular part of our erotic journey together to be different - in fact fundamentally different - and since then things have never been the same.

I've long enjoyed the D/s games that we played that included feminization, and I derived particular pleasure when my Mistress finally rewarded my interest by conferring on me a beautiful female name, Chloe. She seemed to incorporate my Chloe persona more and more in our play together, and in our regular dialogue. Much of our talk was of a long but inevitable process of realizing the "inner female" in me, and my most powerful erotic moments were when she was able to take my mind and spirit to that place. In time, she said, my body would follow.

I was the one who introduced the idea of chastity to Mistress Sarah, but the intensity of her enthusiasm to incorporate this was a surprise to me. Like all men who submit to chastity, hearing that first click of the lock was one of my life's unforgettable moments. Then there was the long process of getting the device (first a CB-2000, then a CB-3000) to fit correctly, and getting me used to wearing it. We started slowly, but in a relatively short time she would have me locked for up to 3 weeks at a time. While locked, she would tease me about how important the cage was to my journey to feminization, and how necessary it was for me to reorient my thinking away from my penis as a source of pleasure. The message got confusing, however, as Mistress Sarah enjoyed my cock immensely, and even though our frequent lovemaking concentrated on my growing expertise with tongue, dildo, and vibrators, she was always finally happy to unlock the cage after long periods of confinement and enjoy her treasures when she wanted. It seemed a very good balance to me; I could continue my fantasies about becoming Chloe, endure the long periods of orgasm denial, concentrate on becoming ever better at pleasuring my Mistress without my cock, but at the back of my mind I taking great comfort in knowing that it would not be too long before I would be enjoying my manhood again, deep within her wetness.

That all changed the day Mistress Sarah found a boyfriend. He was not into the D/s scene, although he certainly knew all about it, and Mistress had told him all about my submission to her. He seemed perfectly content not to get in the way of that. And Sarah was certainly taken with David, and in time she easily found ways to involve me in their lovemaking. While I was at first very jealous, I soon found great pleasure in our three-way lovemaking and play, which involved me in the cage more often than not. David enjoyed being serviced by me as well, and for me as Chloe, having both a man and a woman to serve was intensely exciting. I counted myself particularly lucky... until David started to become possessive.

Mistress Sarah responded to David's changing mood by playing with me separately, and she promised that she would never abandon me as her loyal slave. After a time, David would only accept me in their lovemaking if I did not have any sexual contact with Sarah, but he was content to let me service him orally and he became quite addicted to fucking my tight asshole. When he and Sarah made love, he insisted that I be caged and only watch - in fact he enjoyed having me as his audience. That worked for awhile, but a subtle change was underway.

Sarah was having as much sex with David as she desired, and the rationale for releasing me from the cage became less persuasive. Soon I was locked for four, five, even six weeks at a stretch, other than short periods to clean and shave myself (closely supervised by Mistress), and her interest in my feminization became progressively much more intense. In fact, very soon it was clear that to Mistress Sarah at least, this was no longer a game or a fantasy - she was a woman on a mission. She took every opportunity to encourage me to think like a woman, to dress like a woman, and to connect to my inner woman. I dutifully obeyed, trusting her as always to have my best interests at heart.

Finally, after a new milestone was reached - seven weeks under the cage - and I pleaded with her to allow me some release. She said that first she must discuss this with David, and the two of them left me in the room, tied naked to the bed, still in the cage. I was very hopeful until I saw the new look in her face when she returned, and the coy smirk on David's face.

"We have some new rules, Chloe." She then proceeded to tell me that I would be allowed to be free from the cage once each month for a full day, during which time she would provide me both oral and hand release, or command me to masturbate under her watchful eye, but I was no longer allowed to have intercourse with her. She explained that having penetrative sex would confuse and impede my transformation to full Chloe status. It sounded like a bearable compromise, and an extension of my feminization fantasy, until she added one other condition. "Each day, to earn your monthly release, you also will take hormone therapy pills to enlarge your breasts and begin the next phase of your transformation. If you miss a day, your time in the cage will be extended by a week. Is this clear?".

I was stunned. Suddenly this was all becoming too real, particularly when David opened a bag an brought out some bottles of feminizing hormones, including pills containing estrogen and progesterone, and anti-androgen treatment to reduce the effect of my own male sex hormones.

"We start now. You really don't have a choice, Chloe, unless you want to stay a woman trapped in a man's body, without access to your cock - ever. And be clear, Chloe, this is just the beginning. It will be followed by vaginoplasty surgery, some facial feminization surgery, and if your breasts don't grow to a size that pleases us, some further cosmetic surgery there as well. Your role in life is to be ever my slave and my slut, and now that means that we must progress in your feminization. Progress rapidly, Chloe."

David was already opening the bottles, and Mistress Sarah had the glass of water ready.

I opened my mouth and began my new life, already thinking about how big my breasts might grow.

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Page last updated 07-Mar-04 by: Altairboy@aol.com