CYO Phonesex Adventure: Slave In Chastity-Pink Box

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Sadie           1-844-332-2639 ext. 222

I reached down and wrapped my warm hand around the soft silicone cage. The little bumps of hard flesh trying to find any escape that it may, rubbed against my thumb. My slave’s eyes rolled back into his head. “Thank you Mistress” he sighed.

I whispered against his ear. “You are my toy aren’t you slave?” A silent nod was my reply. I looked down and could see the precum drops trickling from the oblong slit of his cage. I removed my hand from the compressed little captive and stood up, walking towards the door. “You will obey.” I stated the fact knowing that it was unnecessary but I just liked to be clear. I opened the door and through it walked a gorgeous male specimen.

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Vanessa’s Different Strokes for Different Sissies Phone Sex

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VANESSA 1-844-332-2639, extension 232

There are certain things that Sissies are very fond of. For example, my sissy friend Joanna loves wearing panties and small penis humiliation. Another of my sissy friends, Erin enjoys BBC and being outed on social media. The preferences differ with each one.

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Sissies Do Love Showing How Pretty They Are – Sissy Phonesex with Ilene

A sissy is nothing more than a Drag Queen without the beauty and couture. Sissy’s are more of a “boy in a dress” They will never reach the high standards of a Drag Queen, and will never be a beautiful and perfect as an Alpha woman, but, they are very fun to play with.

I love to dress mine up and show them off at garden parties, brunch, different gatherings like that. Gatherings where my girlfriends are perfect in dress and beauty head to toe and my sissies are envious and do anything to try and live up to our level.

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Vanessa’s Sissy Salon Challenge Phone Sex

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VANESSA 1-844-332-2639, extension 232

Todd is my very good friend. He is also a sissy, but not just any sissy. He is a fashion-challenged sissy. It is quite comical because he just just has no clue on what it really takes to look good. I decided to take him under my wing and make him over.

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Create Your Own Phonesex Deviant Desires: Turn Him Out As A Sissy Whore

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Sadie        1-844-332-2639 ext.222

I drove through the back streets to the little shop off the beaten path. The whole ride was time used to degrade and humiliate this impostor. How dare he try to pass himself off as a man! Did he really think he was going to get by with that forever, without repercussions? That pathetic cock of his was of no use to any woman. It was time that he was labeled correctly.

I marched him through the back door and attached his cuffed hands to the ring dangling from the ceiling for just such an occasion. His clothes were removed, shredded to pieces so there would be no thought of escape. His body was shaved completely. Assless, cock restricting, panties and bra were put on him. Then a dress and stockings, heels, breast forms, then the hood was removed. He could see himself in the full length mirror. From the neck down he looked like a casting office prostitute.

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Vanessa’s Signs That Are You A Real Sissy Phone Sex

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VANESSA 1-844-332-2639, extension 232

I’m sure you have been struggling with your so-called fetish. I mean what real man would have the type of urges you’ve been having? Here is a list of signs that you have the tendencies of a true sissy:

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Phonesex Loser Takes All

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Sadie          1-844-332-2639 ext 222

You have lost. Your bracket is toast. Now it is time for you to pay up. A full day at the spa fills the hours until your forfeit. Getting waxed, plucked, smoothed and softened for the night ahead. I get to take you shopping for lingerie, a slutty dress and some hooker heels. With your new hair and make up you really do look just like a woman don’t you? I have even seen you checking yourself out in the windows as you walk down the mall. Little things changed quickly. The way you walk, the softness in your voice all just a little different as you begin to adjust to your new look.

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The Price of Cheating Phonesex

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Sadie           1-844-332-2639 ext. 222

I laid it all out on the table. Literally and figuratively. On the table in front of my husband I had first set the pictures and the email that his side girlfriend had sent me to inform me that she was going to take my husband away from me. Pictures of them having sex, and a detailed email about their affair over the last year. Then beside it I sat a beautifully wrapped pink box with a black bow on top of it. I told him that he had a choice to make. Either I kick him out of our house, ruin his reputation and take everything he has worked so hard for away from him or he can remain my husband and take what was in the box.

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Phonesex Sissy Camouflage At The Lingerie Party

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Sadie           1-844-332-2639 ext. 222

I was hosting an in-home lingerie and sex toy party for some friends and co-workers at my house. All the girls from the office were there and Jesse. That’s the way it always was Jesse was around us so much at work we didn’t even think of him as a male anymore. He was just Jesse. We did love to embarrass him with our femininity though. He blushed and got so uncomfortable so easy it was just too much to resist. He was straight, good looking, and outside of our office was actually very “manly”.

We badgered him into coming to this event knowing that tormenting him would be the highlight of the night. Eventually he was pressed into coming basically because we wouldn’t take no for an answer. We were having a great time watching him blush and groan as we passed around nipple covers, dildoes, vibrators and edible panties. We were having a great time until my husband called unexpectedly announcing he was coming home early.

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Sissy Lingerie Contest Phone Sex

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MISTRESS VANESSA 1-844-332-2639, extension 232

I decided to hold a Sissy Lingerie Contest. I would round up some of my favorite clients and hold the contest at my home. I called Mark first to see if he would emcee. Mark is 6’2, blonde and gorgeous as a male but even better when he’s in full drag. He is without a doubt the most precious when dressed as a female. He was very excited and when I told him that all proceeds would go to my favorite charity for the LGBT Community in Miami, he was even more on board.

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