The first thing I tell a new sissy is that I adore dressing men in panties and lingerie and helping them look pretty and feel hot and sexual. Seeing a man swollen and hard the first time he's pantied excites me more than anything else except, of course, sissy milking time....
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Sissy Monika comes home from school and finds mommy waiting in her bedroom. "I'm so glad your home from school my sweet little sissy. Let's get you out of your boy clothes. Mommy bought you a new pink satin sissy dress and panties to play it. Time to get you dressed. Mommy has some fun new surprises for you". Mother as a full lush body and she's training her Sissy Daughter to service her sexually. Mother's body craves SISSY SEX
He was a little scared and nervous at being with Mrs Loving but his mother told him he must go and be very good and do everything he was told. The first thing Mrs Loving did was to tell him his new name was going to be Monika.Mrs loving told Monika that she had been asked to feminize him into a pretty sissy girl. He wasn't sure about it but it sounded exciting at the same time. He had often dreamed of wearing a pretty, lacy party dress, but he never told anyone.
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.
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!
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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Ms Simone has some special needs that only an obedient sissy can fulfill. Mrs Loving is confident that her training sessions with Monika will make her the perfect sissy sex toy for Ms. Simone. This is the first time that Monika has been given to another Mistress. She's both afraid and excited. What wil he be in store for her? What does her mother know about this? Her clitty cock is getting harder at the thought of being Ms. Simone's sissy play thing. Will she be forced to lick her pussy or her asshole?
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Mrs loving has a new sissy to training. She first gets him out of his boys clothes and then plays with his body. She's having fun teasing him and getting him ready for more sissy pleasures. Glen, soon to be Glenda has been dressing for a while but he is looking for some help in probing his sissy desires and fantasies
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Ms Simone is having a very difficult time with Sissy Monika. Back talk requires punishment and a firm paddling is given. After punishment is given Ms Simone requires servicing. She takes her breast out for Monika to suck and play with. While sucking Monika admits to dressing up when her mother is away. Outraged at betraying her mother's directives Ms Simone intensifies the punishment by smacking Monika's erect sissy clitty with a firm paddle several times before applying the wooden clothes pins to Sissy Monika's hard cock. Monika screams and whimpers when they are removed by Ms Simone. This clip ends with Sissy Monika honoring and worshiping Ms Simone's pussy
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Ms Simone's requires that her pussy and asshole be serviced by Sissy Monika. Sissy has been well trained by Mrs Loving and embraces her new task with relish. With her nose buried deep in Ms Simone asshole sissy licks her hard, wet erect clitoris. Mr Simone gets what she needs before showing Monika what it's like to be penetrated by a dildo. She fucks Sissy with the dildo before making her sissy use the dildo on her pussy.
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Ms Simone has lovely large mommy breasts that she takes out for Sissy Monika's nursing and milking. She cuddles her sissy in her arms and place her soft full breast into her sissy mouth and tells her to nurse from her tits while being milked. Ms Simone oils up Monika's clitty for a very long and satisfying milking. She rubs her softly and gently making sissy harder and harder. The need to come and spurt sissy cream is over urgent. Cliity swells to it hardest and soon erupts into to stream of sissy come spurting high into the air
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This sissy loves being humiliated and embarrassed. Mrs Loving makes sure that all his sissy desires are meet. She wraps a pair of panties around his balls and another is wrapped around the head of his hard cock. Gently but insistently she tugs the panty noose until Sissy Pete is embarrassed. Next, she takes off her wet nylon panties and puts them over her sissy trainees face making sure the sticky gusset is directly over his nose. “Do my wet panties smell good? Do you like the smell of my pussy?” She asked as she began to increase the speed of her cock stroking. He was in a panty trance now, just where she wanted him. The stroking continued until the sissy couldn't hold back any longer. He exploded in heavy spurts of come. Mrs Loving's sissy trainee was gasping for air while his mind swirled with happiness and satisfaction
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