Feminization of my new friend, Jeremy

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!

For an erotic phone session with Empress Kara, call 800-601-6975
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Calls are $2.50 per minute,. with a 10 minute minimum
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http://ratemycall.com

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1 comment to Feminization of my new friend, Jeremy

  • Peter

    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

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