Chapters (22)
Next, I would dress him up in his outfit, which would be woman's lingerie, or pantyhose, or a French-maid’s outfit, or whatever feminine outfit I chose. It is important for the woman to dress the man in the beginning of his training. Don't just tell him to put on the clothes. As you dress him, be real sexy and caress his body with the material. Squeeze his balls and lightly stroke his penis. Make it a sexual experience. You are developing a fetish within him. Also, whisper softly as you dress him and tease him about how you are going to feminize him and how he is going to be your slave.
After he was dressed, I would assign him some chores. I started out slow, maybe only one or two the first few times. Later I built it up to many chores but I wanted him to enjoy being feminized so I made it fun in the beginning. As he went about his chores, I would occasionally check in on him and fondle his body. Again, I used sexuality to control him. Plus, it made things fun for me. The housework was getting done and we both were having a good time.
After he finished all his assigned chores, I would drive our new role-reversal home. I put on my strap-on harness, I strapped on my dildo, ordered him to assume the position and I took him from behind. Oh, it is crucial that he is still dressed in woman's clothing as you take him with the strap-on. This is important. He must equate the feeling of the lingerie with the sexual feeling of being taken by a woman. We had participated in strap-on play in the past so he was use to this activity but now that he was feminized, strap-on play took on a whole new meaning. I wanted him to equate the feminine clothing with being the receiver of penetrating sex. This made him docile and more eager to obey me outside of the bedroom. I was touching his submission and his sexuality and this eventually caused him to desire to be feminized.
I did this routine consistently with him and after I had him trained, I got rid of most of his male clothing and I made him my feminized houseboy.
So, that is basically how I feminized my husband.”
Hillary may come across to some as being a bit cruel in her treatment of her husband. Yet, when I talked to Raymond, it was obvious that he found her aggressive ways to be sexually stimulating and submissively fulfilling.