Sissy Monika is all ready in trouble when this video begins. Ms Simone begins Monika's punishment by making her prance about in her sissy outfit. Humiliating Sissy even more, she commands Monika to expose her cock and ass pussy. Not moving fast enough Ms Simone pulls Monika closer, pulls her pink frilly panties down and harshly slaps her big cock.
Ms Simone takes of her dress and full slip and sits on monika's face grinding the gusset of her panties and pantyhose into her mouth and nose smothering with her pussy fragrant crotch
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This movie features an actual real life sissy husband and his wife. his wife just wants to understand what's going on with her husband so she meets with Mrs loving to tell her story. They were seeking guidance from Mrs Loving in helping them understand what sissyhood means and how it can be incorporated into a marriage in a way the makes everyone happy.
The wife and Mrs loving dress the sissy husband in frilly panties and a little girls party dress. They ask him to model and show off and that makes him hard and excited in his nylon panties. The meeting ends with Mrs Loving show the wife many ways to milk a sissy husband's penis until he squirts
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Sissy Maid Training Part 4
In Part four Mrs Loving has the sissies on their knees with their asses in the air. First she opens their ass pussies with her fingers, lube and black latex gloves then moves to their cock and balls and begins the slow pull back milking that sissies crave and need.
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Red Paddle Part 4
Ms Simone spreads her ass cheeks to give her crossdressing Sissy better access to her asshole. She wants sissy to worship her ass and asshole. Allyson has never licked a woman's asshole before and wasn't sure he could make him self do it. Ms Simone notices his hesitation and gets angry. She decides a paddling is in order...He becomes a very good asshole licker!
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Sissy Maid Training Part 5
In Part five the final milking begins with Mrs Loving taking off her panties and making her sissies smell her wet panty gusset while she begins to stroke their excited and hard sissy clitty cocks. Watch as Mrs loving takes both of their cocks into her hands and begins to lube and jerk them both. Their has never been a woman that loves sissies as much as Mrs Loving and it shows!
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Red Paddle Part 2
Ms Simone expects her sissies to worship her cunt with it's smells and dark musky wetness. She spread her legs and labia and instructs Allyson on what to do to please her pussy. She demands her clitoris be touched a certain way. Allyson made the mistake of sniffing her cunt before licking and that earned him a slap across the face and several paddles whacks on his ass
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Two Mistresses Session 4
Mrs Loving and Ms Simone get their sissy on all four and play with his sissy clit and balls through his satin ruffled panties. They both enjoy seeing their sissies ass and cock exposed and hard. Mrs loving puts on the latex gloves and begins to open the sissy's asshole while Ms Simone lubes up our sissies clitty and begins the long delicious milking. She holds the pink satin panties to receive the load of hot sticky sissy juice.
In this clip Mrs Loving introduced Dade to her sissy. She teaches Sissy Monika how to gently take a cock out of it's pants and rub it until it gets hard. Mrs loving shows Monika many ways to touch and eventually suck Dades cock.Monika is scared at first but Mrs loving gently guides her through it until you see her begin to enjoy having Dade's cock in her hands and then her mouth. If you've ever wanted to learn about pleasing a man then you'll really learn from this clip.
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Watch Sissy Christine follow instruction and stand in front of Mrs Loving with his hard clitty sticking out of his panties. She tells him to squirt his sissy cream right onto her milking apron.
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The paddling continues. Ms Simone takes his cock out of his panties and pulls it back between his legs. Then the dildo come out and his asshole prepared for his fucking
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