1. A Submissive Sissy


    Date: 7/28/2015, Categories: Anal, First Time, Author: klammer, Rating: 100, Source: xHamster

    as an upper level telecommunications executive had become far more interesting then her relationship with Andrew. Andrew though had long been obsessed with Jennifer. So obsessed in fact that he was willing to do anything to remain with her. Even it seems, to the extent of allowing the essential nature of their relationship to be changed. Per my usual practice, the three of us met for an application/orientation session in my office. Upon first meeting the pair it was easy to understand Andrew's attraction to his wife. Jennifer was an extremely good-looking woman in her mid-thirties who displayed all of the self assurance necessary to her professional role while at the same time showing a warmth which made our conversation relaxed and productive from the start. After seating Jennifer in one of several large, comfortable chairs I directed Andrew to sit in the single, straight-backed chair and began the discussion. 'When we spoke on the phone, you said that you thought it was time for you and Andrew to 'move on', I believe was the phrase you used. Tell me a little more about what you have in mind.' 'Well,' Jennifer responded, 'Frankly, I'm just not satisfied with Andrew as a partner. His love making is ordinary, we don't seem to have much to talk about any longer and his career has stalled. I still have, let us say, a b*****rly affection for him but I was about ready to call an end to the relationship when he begged me to consider finding an alternative which would allow him to ...
    remain in my house. 'Upon consideration I knew that any such arrangement would mean that he would have to submit to me explicitly. So, for the last six or seven weeks he has taken on the role of a house servant and yet I now think that I'd like something just a bit more unusual. 'I did some research, and I thought more about it and decided that he could stay if he agreed to allow himself to be feminized.' 'What a nice decision,' I said, 'Obviously, this is an area of extreme interest to me. Would you mind answering a few more personal questions?' 'Alright. If I'd rather not answer I'll let you know, but there's no harm in asking.' 'Wonderful. First, before this came up, did you have an interest the feminization of males?' She thought a moment, 'Not exactly, but I admit that I've always found female impersonators to be . . . tempting.' 'Have you ever been intimate with a male who was wearing something feminine?' 'Oh, I had a boyfriend who put on my panties once or twice but he was so butch it never occurred at the time that he might be into cross-dressing. Since I've read up, I know it happens all the time.' 'Yes,' I said, 'Now that you're looking for them you'd be amazed to see where panties and lipstick turn up. And what about Andrew? Did he give you any reason to think that he would make a good sissy?' As I said this I glanced at the object of my question and was rewarded with a distinct wince on his part. 'He seems to get a bit turned on by my panties too, but other than ...