John's Introduction to Chastity

Submitted by: Elley

Dear Altairboy,

I have been married to my husband now for just over a year and wanted to let you know how things have been going since John and I discovered your site about 8 months ago. We both enjoy the dominant / submissive role which is what brought us together. We both worked in the same office where I was senior to John. He enjoyed this role as did I and we just seemed to click. He wanted to be someone’s sub and I have always wanted to dominate a man sexually.

Anyway to cut a long story short we have played many "games" together in the bedroom and our home where I have taken the dominant role. John happened upon your site (which is great by the way) and showed it to me suggesting that perhaps we adventure into the world of enforced chastity.

I happily agreed and we decided that it would be best due to the wait for a C.B. and where we live (Australia) that he get a Prince Albert piercing and Guiche which could be locked together with a small padlock. We did this and it healed quite nicely and we finally got to the day when it would be locked together. Unbeknown to John however I had decided to go one better and had a stainless steel tube manufactured that was curved and had a slit at the top for his P.A. to fit through. It was plastic coated for cleanliness and only small enough for a flaccid penis to fit into. John would not be able to touch himself, have an erection or be able to urinate standing up again unless I wanted him to. I had also decided to feminise him as I thought having a sissy maid around the place would be very useful when I entertained any real men.

On the day I allowed him to be the aggressor in our lovemaking for the first time in a long time. That meant he was allowed to be on top and to penetrate me for a full 1 minute before he was made to withdraw. He doesn’t particularly have a large penis and I have to work hard to enjoy him. I made him then turn over and handcuffed him to the bed head. His penis stood erect but I made him lick me to orgasm for a full hour before he was allowed any release. I looked at him and asked if he was sure he wanted to go through with this?

He nodded yes and smiled. I told him he may not be entirely happy with what was going to happen but again he assured me that this was what he wanted. I took his cock in my hands and gave him an amazing hand job. He writhed in ecstasy for all of 2 minutes then came in a rush of cum. I caught it in my panties and made him eat it all up so as not to make a mess. I left him there for another hour cuffed to the bed then gave him another hand job, which again he had to eat. I then blindfolded him and taking his very flaccid penis I slipped it into the steel tube with the P.A. showing through the slit. By the way the P.A. and the Guiche are both quite heavy stainless steel with a screw together coupling. I had taken super glue and stuck the PA and Guiche couplings together permanently. John was beginning to ask questions so I quickly stuffed a penis gag into his mouth fastening it at the back.

"Shoosh!" I said. I had bought a small brass padlock with a stainless barrel that would be very difficult to break. Fastening the padlock between the Guiche and PA I felt John wince as he heard the snap.

I removed the blindfold but kept the gag in not wanting any interruptions as I spelled out Johns fate for the next year at least.

"Firstly John" I smiled, "this arrangement will last at least a year during which you will not once feel orgasm."

I explained that I was in complete control of his manhood and his sexual release forever. However as I didn’t want to hurt him I would allow him to be milked on a semiregular basis. I explained that I had read about this in Altairboy’s site and he would undergo this process to ensure he remain in good health. At first he would be milked once a week. I would use a candle to stimulate his prostate while massaging the base of his cock. When I felt he had discharged enough cum he would always be forced to eat it. The milkings would be lengthened to once every 2 weeks then once a month. If I felt he could go longer without them he would.

I would also progress from a candle to an ever larger strap on dildo so he would have to get used to being fucked just like a woman. I then produced a nice little butt plug and promptly placed it inside my poor husbands cute behind. Well altairboy you should have seen his face when he realised the immensity of what was happening to him. Tears streamed down his face but I reminded him that this is what he wanted and I was now his key holder. If I ever caught him trying to free himself or even touch himself down there without my permission I would extend his chastity an extra month. He understood quickly and so I released his cuffs and gag.

I then explained that I was tired of him as a man and produced for him his first very own pair of panties. As his little cock was now securely tucked between his legs I explained he would no longer need male underwear. With the help of a sanitary pad (which he eventually would have to go out and buy himself) he looked quite feminine.

I asked him to walk around for me which he did and seemed to be in no pain or discomfort.

"Good" I said and I promptly took him and shaved his legs and arms. After this I made him wear a skirt for the first time and made up his face so he looked rather cute. That was the end of a very full day for him so I let him go off to sleep after washing his face and making him wear a very nice, frilly nighty. He had accepted his new role quite well and I was very pleased.

Part Two

Well Altairboy that was 8 months ago and John or Julie as he is now has gone through rather an amazing transformation.

Over the first week until his milking he became quite horny and remarked at how it was difficult at times to think of anything other than release. He found it difficult to go to the toilet sitting down after having been able to stand all his life and was frustrated that the tube kept him limp all the time. I told him to get used to it as this was his life now. He was going to become a sissy maid for me and my pleasure was all he was going to live for. He began to learn how to dress as a woman. Changing into some nice maids uniforms and high heels as soon as he came home from work. He began to learn how to apply make up and wear a wig (until his own hair grew to an acceptable length.)

He was becoming very submissive however and would do anything I required of him. The housework, cooking and shopping were always done beautifully. His first milking was eventful. I had bought a nice 6 inch strap on dildo and after cuffing him to the bed I placed it around his waist. I then had him fuck me with it for 1/2 an hour while I came again and again. He moaned as his limp penis screamed to be released.

After this I took the strap on away and produced the key. I placed a blindfold on John and once again placed a penis gag around his mouth. Releasing his cock from it’s sheath it became erect immediately. Taking a rather long and fat candle I lubricated it and slowly slipped it into his behind. He squirmed just like a woman and I began to move it so that his prostate was being pumped and prodded. He moaned in pain and pleasure as the tempo of my pumping became faster and faster. Applying some lubricant I massaged the base of his cock until cum began to drool from it. John was feeling nothing I could tell yet he was discharging his load. When I had finished his penis went limp and I was able to put the tube back over and padlock him.

I removed the blindfold and gag and saw John eyes. He really hadn’t felt a thing !

While cuffed I began that week to rub hormonal cream into his nipples and chest. He didn’t know what it was then but within a few weeks he understood what was happening as his breasts began to develop. This along with other hormone pills and a rather severe diet began to see him develop a decidedly female shape.

He has had milkings but not felt a real male orgasm since.

As I am a lawyer it didn’t really matter too much that eventually John would lose his job. My salary was more than adequate. John has become Julie and is a marvelous help around the home. She is constantly female now and the hormones have meant that she needs milking very infrequently to satisfy her. She and I enjoy using the strap on dildo on each other and I have sometimes brought men over to fully satisfy me. At these times Julie is used to wait on us and is then cuffed to the bed, blindfolded and gagged able to hear us fucking but not able to do anything about it. She is quite a pretty thing really and some men have asked if they can have their way with her. I of course am happy for them to do this and have watched her squeal in ecstacy as they have pumped themselves into her. She has become a real woman! So altairboy there you have it. About 8 months after discovering your site I now have a girlfriend / maid instead of a husband and we both enjoy our lives.

Julie is still chaste but enjoying being fucked like a woman. She may even go for full surgery soon and have a vagina instead of a penis. I will if you wish send updates on our lives together.

Yours truly,
Elley.


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Page last updated 99-Oct-23 by: Altairboy@aol.com