amandacarrol's blog post - My path towards Cuckold sissy Part 2

After a couple of weeks with my first chastity cage Lady Colleen sent me shopping to purchase a CB 3000. A little online research on her part found a local kink shop that carried them in stock. It was early summer of 2015 and I was home alone on my day off. Wearing a ladies tee shirt, shorts and a string bikini panty I headed out thankful not to be required to wear a bra or my chastity cage. I arrived at the shop and was greeted by a nice young lady who was only to happy to help me. Lady Colleen had given me permission to purchase the CB 3000 and if I so desired an anal plug. I had never thought I would enjoy a plug but I spotted a rubber one with a cock and ball ring and I had to give it a try. This picture was taken a few weeks after purchasing the cage and plug. (sorry about the hairy ass)

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This chastity cage is when things started to change for us. The original intent of the chastity cage was to stop me from "wanking". Lady Colleen had become increasingly more frustrated with my love making or lack there of due to my tiny and almost perpetually soft cock. Lady Colleen's theory was that if I couldn't wank when alone I would be more likely to perform as desired for her. Unfortunately as many of you know that a sissy is a sissy and we crave what we crave and sex with a woman is just not the turn on a big hard cock is. So while things were better for a while it did not improve things very much. In fact keeping me in chastity was starting to have the opposite of the desired outcome and after a few months Lady Colleen explained to me her frustrations had reached an end. I was given two choices, divorce or allow her to take a lover. Neither solution was on my top ten list of things to do but I had to admit that I was no longer man enough to take care of her physical needs. Thus I reluctantly agreed to allow her to take a lover.

Lady Colleen started leaving me home on Friday and Saturday evening. I would be placed in chastity and dressed in my finest lingerie. On two different occasions I was instructed to take a picture and text her the results. I would later learn that she was showing men she was interested in the photos so that they could get a good laugh at my expense. The second time this happened she brought home her first lover. James was a nice enough guy but he was strictly heterosexual. I had been instructed to greet them at the front door in my French maids uniform. After getting a good laugh they went upstairs to bed and I was sent to the spare room in the basement. This arrangement went on for about 6 months. James would come by, take Lady Colleen to dinner and sometimes they would return and sometimes not. I was always dressed in something and always in chastity. I think however that because James wasn't into sissy Amanda that the relationship was strained and it ended.

Lady Colleen resumed her night out routine. Occasionally requesting a picture but never bringing anyone home. More often then not Lady Colleen would return in the morning. It was clear that she was having sex with others and I gradually began to accept my roll as house maid and sissy. On one evening Lady Colleen had dressed me in just my lingerie. a matching bra, thong panty, garter belt and stockings. At around 10 pm I received a request for a picture. As always I did as requested. A few minutes later I received a request for a picture but was instructed to chose a different matching bra and thong panty. This happened two additional times. At midnight I received instructions to greet Lady Colleen at the door in the red bra and panty set that I had modeled earlier in the evening. This was the set I wore although the picture was taken weeks later.

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Much to my surprise when the door opened Lady Colleen was accompanied by a very attractive woman. The woman was introduced as Ashley. She was very sweet and very definitely a lesbian. Ashley was thin, about 5 foot 8 inches, maybe in her mid forties with long blonde hair and piercing blue eyes. Both of them just laughed as they walked in and Lady Colleen just smiled and said I told you he does as he is told. For the next hour or so they sipped wine and picked out outfits for me to model. Short sheer nighties then matching bra and panty sets then a real laugh as I pranced around in my maids uniform. My panties have never been so wet. Finally Lady colleen called me to stand in front of her. As I did she lifted my dress and petticoat. It was clear that I was excited by the rather large wet spot in the thong I had on.

Lady Colleen then did something she had never done before. She removed the key to my chastity cage from the chain around her neck and removed my chastity cage. With a giggle she said watch Ashley this is why I take lovers. Lady Colleen then began to rube my pathetic soft freshly shaved cock between her two fingers. My precum made the head slide easily between her fingers. It took all of 30 seconds for me to explode all over Lady Colleen's cleavage. Ashely just snickered and said she had never witnessed a man climax without getting an erection. I was then directed to lick Lady Colleen's chest clean of my cum and I was placed back into chastity. Lady Colleen and Ashley then went to bed leaving me to sleep in the spare basement bedroom. Lady Colleen who is bisexual has continued to sleep with Ashely on occasion but they have never taken the time to humiliate me in this manner again.