Episodes
He brought His Favorite Sissy Panties Part 3

Man In Panties Session 3

Mrs Loving loves to see her sissy try on lots of panties and lingerie.   She had asked him to bring his favorites for the feminization session. She held up each pair of panties one by one remarked about how cute and pretty they were. She put the first pair on and he became embarrassed and humiliated at being so hard and excited in front of her.  “I feel like such a sissy” he told her.  “You look so sweet in your panties.  There is no need to be embarrassed here.”  This put sissy right at ease and you'll see that Mrs loving enjoyed playing with his cock in many ways using silky nylon panties

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Two Mistresses And One Sissy

Two Mistresses Session 1

My sweet sissy was ready for further training.  It was a good time to show her of to my friend Sunny.  Monika had never been seen dressed as a sissy except her mother and myself.  She was very nervous but her hard cock told me she was equally excited.  Sunny and I dressed our sissy in cute frilly rumba panties and a lovely pink nylon slip that her mother wanted to see her in.

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Sissy Forced To Sniff And Lick Panties

Two Mistresses Session 2

Our sweet pretty sissy is being trained for all kinds of service.  He must learn to be available when Mrs loving and Sunny feel like playing sissy dress up and enjoying teasing and humiliating the sissy.  They enjoy seeing how embarrassed when he gets hard and swollen in his ruffled panties

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Hold These Panties Over Sissies Nose

Two Mistresses Session 3

Monika is instructed to take of Sunny's panties and smell her pussy.  Mrs loving covers Sissy Monika's
with the white nylon panties and makes him sniff them while she plays with his swollen cock.  Monika is to learn about pleasing a woman gently teasing her cunt through sheer nylon panties.  He's being made into a true sissy panty slave

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I'll Fuck The Sissies Ass and You Milk Her Clitty Cock

Two Mistresses Session 4

Mrs Loving and Sunny 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 Sunny lubes up our sissies clitty and begins the long delicious milking.  She holds the pink satin panties to receive the load os hot sticky sissy juice.

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Are You Wearing Panties All The Time?

Make Up Feminization session 1

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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Mrs Loving CrossDresses Her Sissy Then Teaches Her About Make Up

Make Up Feminization Session 2

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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Time To Make My Sweet Sissy A Pretty Girl

Make Up Feminization Session 3

I slip my sissy into her little peach colored party dress. She is so adorable when she wearing her panties and little girl party frock.  I can't seem to keep my hands off her.  She has a lovely clitty that is very responsive to my touch.  I love how it sticks straight out in front and bobs up and down as she walks

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Getting Ready For A Man's Cock

Make Up Feminization Session 4

After a long session of training Monika she's ready for her reward.  What she didn't know was that I was going to get her used to receiving a man's cock in her ass or sissy pussy.  When I told her that I was going to be opening her up with a dildo at the same time I milked her sissy clitty she got very nervous. I promised her that it wouldn't hurt and she would really enjoy it.  She did enjoy it and so did I!

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I Teach My Sissy How To Pleasure And Suck A Cock

Learning To Suck First Cock Session 1

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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Crossdressing Sissy Is Prepared For Her First Real Cock

Learning To Suck First Cock Session 2

Monika was to be taught how to please a man's cock and ball's.  Not all Sissies are right for this kind of training but Monika LOVED IT!  First, Mrs Loving holds Dade's cock against Monika's lips and instructs her how to lick and suck it.  Then she spreads her sissy's ass cheeks and offers Dade his first taste of her sissy pussy hole.  The session ends with Sissy Monika hungrily sucking Dade's very big cock while Mrs Loving is finger fucking her sweet sissy's asshole with her lubed black latex glove getting her perfectly open and ready for her first cock. 

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Sissy Monika Receives Her First Facial

Learning To Suck First Cock Session 3

 

Mrs Loving holds and comforts Sissy Monika as she receives her first cock in her sissy pussy. Monika receives it rather well with the help of Mrs Loving. With this part of the training complete she then feminizes Dade by dressing him in a little pink cami and matching panties. Mrs Loves playing with two sissies at the same time and it really shows. She's smiling all the time she's stroking and rubbing both their sissy clitties. The clip ends with Dade sitting one side of Mrs Loving and Monika on the other. Both of these sissies masturbate while being encouraged. Monika gets excited when Dade spurts and leans over to drink his come.

 

 

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