As I have stated before, a sissy boy has to be one of my favorite kind men – but I have to say, I LOVE it when I meet a guy and he is a virgin sissy boy. Especially one that has fantasized about being dressed up and feminized, but has never had the nerve to do it.
When I went out Friday night to one of the local bars here, I met a VIRGIN sissy boy. Let’s just call him Jeremy. He is about 5’8″, blond hair, blue eyes and the prettiest pouty lips I have ever seen. Initially when we were introduced, he seemed so shy but I could see he wasn’t completely straight. I watched him sitting at the bar, ordering a girlie cosmopolitan and checking out other guys, his eyes following them around the bar. He wasn’t looking for a pretty lady. Something inside of me just knew that this guy wasn’t looking for a pretty lady … he wanted to BE a pretty lady! I know the type! I went over to the bar and introduced myself. After some idle chit chat, I got straight to the point. I told him that I was a Mistress. I let him know that I knew what kind of man he was and he broke down into tears! He admitted that he was a closet virgin sissy boy and he needed an Empress to bring it out of him. I let him buy me drinks as he told me his entire story, about how he knew that he needed a Mistress to guide him and teach him how to be a Sissy. He said that he has a secret life that nobody knows about. When he is alone at home, he walks around in a black lace see through nightgown and has a love for high heels. Of course, this absolutely drove me crazy. I am going to enjoy this ride with him. I am going to teach him all the ins and outs of being the best little sissy!
For our first part of his training, we are going to do a little shopping. I have to teach him how girlie girls dress. I am going to be meeting with him tomorrow morning, and I am so excited! We are going to go on his first trip to Victoria’s Secret to pick out some panties and accessories. Do you have any suggestions? I would love to hear about them! Email me at Empress.Kara@yahoo.com with your suggestions!
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Good for him!!!!!!Id love to meet/find girls to do that to me!!!As I told my massuse about giving me makeup app. She was shocked at first but in good way. Shes worried when I do makeup app someone I know will walk in and shedosnt want to see me get hurt. Shes curious about me wanting to get app done and asking me questions. I told her its fetish and something I always wanted done. She told me this past Wednsday she will give me the works and do apps on weekly basis