This is his first time being feminized and sissified and he was very nervous. Mrs Loving asks him about the first time he came to wear panties and he told her that he got excited seeing his mother and sister panties drying in the bathroom. She asked what else he did with them beside look and he told her that he would put them on and then take another pair from the laundry and sniff them while he masturbated like a sissy. “You're very naughty” she said. “Did you squirt into them?” Again he was embarrassed and lowered his head and said shyly “yes”
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Sissy misbehaves and gets a spanking from Ms Simone. Up goes the sissy dress and down go the frilly panties. Sissies bare ass is exposed and spanked into compliance. Monika is being prepared to be a sissy sex slave and to be available for Mrs loving , Ms Simone and there friends. Ms Simone Loves to feel a hard cock in her mouth but Sissy has never done this before and is scared and apprehensive. Mrs loving assures her that it will be enjoyable. She gently holds Monika's clitty cock for Ms Simone's open mouth.
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After the girly lipstick comes the frilly girly panties. I so love crossdressing my sissies in the most girly of panties. I just adore seeing their clitties grow as I touch them. Sometimes my sissies even our grown their panties. It's very hot to see an excited sissy cock peeking out of sheer nylon pink panties
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Mrs loving had a big session planned for the day. First she would Dress Monika in a new peach colored frilly little girls party dress. “Put A frilly dress on a boy and his whole demeanor changes and he becomes very girly. Then the training can begin. First Make up and then teaching him to be girly and also begin to prepare him for servicing a man...like a good sissy should!
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Monika needs to learn how to sexually service and please both men and women and the occasional other sissy trainee. This lesson was to get Monika ready to slowly and sensually please a woman. She also had to begin her cock sucking training. My strap on was the perfect beginning. She looked so cute on her knees with my black cock in her mouth. She seemed eager to please and would be a very good cock sucker
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Monika's first day of feminization and sissification had gone very well. It was time for her incentive reward. It was to be her first sexual touching by a women and an older mature Mistress at that. He was very excited and hard in his satin panties but also scared about someone seeing his sissy clit spurt for the first time. This part of the training gets pretty messy.
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Sissy Monika loves being dressed in frilly panties and a little party dress. This time Mrs Loving gets help from Ms Simone who tends to be much more forceful and demanding. In this clip they show and instruct Monika how to walk and priss about like a good little sissy. They get Monika dressed and then make her model for them making sure to correct every mistake she makes. Watch out for Ms Simone. She brought her paddles for this sissy training.
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Ms Simone want to see Sissy Monika suck Brad's cock and self milk while she watches and pleasures her breasts and pussy. Watch and listen while Sissy Monika masturbates to Ms Simone directions while sucking on Brad's hard cock. Sissy had a big come and sprays her sissy cream for everyone to see
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Mrs Loving has a talk with Sissy Monika about being proud of her sissyhood. She gives her sissy "special" words to say everyday to make her a better and happier sissy. Monika is instructed to hold her sissy clitty every day when she repeats her words.
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Sweet Sissy Monika Is shown and instructed by Ms Simone on how to handle a man's cock. She teaches by example. If you have ever wondered what it would be like to service a man then this is the movie for you! In this clip she shows Sissy Monika how to stroke and play with Brad's penis. Ms Simone has several cock pleasing techniques to teach you.
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