Episodes
Mrs Lovings Latest Sissy Trainee

The Milking Apron Part 1

Mrs Loving has a new sissy to train.  Sissy Christine saw Mrs Loving's web site and sent her an email.  She agreed to oversee his training as a sissy.  In the first session she gets him out of his boy clothes and into his first pair of panties.  Watch as she tries them on and the results she gets.

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Let's Take These Boy Clothes Off

Feminization Session 2

Mrs Loving began removing his ugly boy clothing when she discovered he was wearing white satin girls panties with sissy ruffles on the butt.  He was embarrassed at her discovery and he explained that he had to wear them.  It took some coaxing but she got Monika to admit that he really like wearing them.  It was obvious because the more they talked about his panties the harder he got.  That made him even more embarrassed but Mrs loving seemed to enjoy seeing him like that and even giving his erect penis a little pat before taking the rest of his clothes off.

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My Sissy Was Hard and Humiliated In His Panties. His Mother Would Love It

Feminization Session 3

Sissy Monika is dressed in ruffly panties, a pouffy white petticoat and a sweet lacy party dress. It's so much fun getting my sissy dressed and pretty.  I especially love playing with them as I do. It's such a joy knowing how excited my sissy gets when I fondle and caress his sissy clitty. His mother will adore him in his panties!

 

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Show Me What A Sissy You Can be

Feminization session 4

Mrs Loving told Monika to model for her in the little lacy part dress with the puffy white chiffon petticoat. Sissy was prancing and primping to the instructions of Mrs Loving. “Show me how you shake your ass.  Now lift your little dress and show me your sissy panties. My, you must like this.  You're little sissy clit is growing.  I'm going to have fun with you today.

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