Willow’s Punishment for a Sissy Phone Sex

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WILLOW 1-844-332-2639, ext. 230

Did you really think you wouldn’t get caught? You try and act so masculine at work. You were even quite a prick to me and the other girls working for you. But, what you didn’t realize is that I caught a glimpse of those thong panties when you bent over. A whale-tail, lmao. I was shocked but not totally surprised.

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Tranny Fucks the Man out of You and Fills your Ass with Lady Cummies Phonesex

844-332-2639 ext, 346

One of the way a woman proves she’s a woman among ladies is pleasing her man, honey no man inside me except one special place it counts, but for all you faggots, sissys and other t girls in training out there, I can give you more then just a starter course on how to keep a man happy, content, and fucking ready to ram your ass.

I like to think of it as giving back to the community, specifically giving it back a nice bowl of nut butter, but, we each have our gifts honey, and mine is fucking.

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Vanessa’s Taking Him to Task Phone Sex

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MISTRESS VANESSA 1-844-332-2639, ext. 232

I decided to interview potential candidates for a personal assistant. With all of my dominatrix work and trips, not to mention all of the correspondence I receive, it was just becoming too much for me to deal with. Plus, since deciding to collaborate on a coffee table book about the Dominatrix and BDSM venues, I was beginning to have some anxiety.

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Date Night Phone Sex

You were a proper gentleman.  You opened the door for me.  You paid for dinner.  We played footsies under the table.  No one caught us.  Now we are heading back to my place were we no longer have to be a lady or a gentleman.

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From Frat Boy to Sissy Boi Pt. 1 Phone Sex

His name was Chad. Of course it was. Aren’t these frat dudes all named Chad, or Tad, or Brad? He was about 6’2″, blonde blue-eyed All American man’s man. Handsome, masculine, and dumb. Oh so dumb, but very sweet. I was tutoring him in English, and we had been working together for a couple of semesters, so we had gotten to know each other well. We hadn’t hooked up or anything, which was pretty surprising for a whore like myself.

I found out his secret when he opened the wrong tab on his laptop one tutoring session. It was a video clip of a hot guy in women’s panties going down on some huge dude. Chad shut the laptop, embarrassed, but I poked him in the ribs and asked him to dish. He shyly admitted that he got turned on by wearing ladies’ panties. Not only that, he added, but he wanted to be made to do things like the guy in the clip, to suck a dude’s cock, preferably in front of other people.

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Sissy Training Phone Sex At A Strip Club!

Avery  1-844-332-2639 ext. 228

One of my favourite men also happens to be a favourite sissy of mine. He lets me do whatever I want to him and dress him however I like. He called and made arrangements with me to spend the entire evening and morning with him. I told him I was going to take him out and to come over around 4 pm so that I could get him ready.

When my sissy arrived, I had already drawn him a bubble bath, bubble baths are my favourite! I told him to go clean himself and NOT to do any stroking of his little dick. He frowned but agreed. After he was clean and smooth, I put him in a pink corset and had him sit, while I painted his toenails bright red. Then we added some black fishnet stockings. I made him cover up his pretty dressings with a blouse and trousers.

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Tranny Fucks the Man out of You and Fills your Ass with Lady Cummies Phonesex

844-332-2639 ext, 346

One of the way a woman proves she’s a woman among ladies is pleasing her man, honey no man inside me except one special place it counts, but for all you faggots, sissys and other t girls in training out there, I can give you more then just a starter course on how to keep a man happy, content, and fucking ready to ram your ass.

I like to think of it as giving back to the community, specifically giving it back a nice bowl of nut butter, but, we each have our gifts honey, and mine is fucking.

Read moreTranny Fucks the Man out of You and Fills your Ass with Lady Cummies Phonesex

Tiny Dicked Sissy Phone Sex

 

Here! I toss a black vinyl bodycon dress to you. Put this on over that sheer pink thong that is encasing your pathetic little dick. Put on these leopard print five-inch platforms. Don’t you dare teeter on those heels! Now, don’t you look like the prettiest little faggy slut?

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Halloween Femme Fatale Transformation Phone Sex

JASMINE 844-332-2639 ext 262

My friend Tucker was so nervous as he sipped hard his second glass of champagne. Or was it third? To be honest, I was “sipping” a little too much myself that afternoon so some details might be little fuzzy. “Jasmine,” he says to me, “do I really want to do this?” It is Halloween, I tell him.  What better time to pretend to play dress up and in reality actually become the woman you have always wanted to be? “You’re right Jasmine,” he said. “I know it.”

Well naturally I am right.  I lean back and watch as Tucker he paces a round the fitting rooms of Divine Decadence Transformation Boutique and Champagne Bar an establishment known to a select few that had recently opened in Greenwich Village. You should not be so nervous, I tell him. You are going to look fabulous darling. And this Halloween is going to be the best one you have ever had because I am by your side, my hand on your pantyhose clad knee. And it all feels so very very good. 

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Phone Sex Confessions of a Sissy Boy

WILLOW 1-844-332-2639, Ext. 230

A good friend of mine is a closeted sissy boy. He is married and his wife has no idea about his feminine proclivities. He loves to wear women’s lingerie and clothing. He knows that he can confide in me. I am a great listener and I can be trusted to keep his dirtiest secrets and never judge him. He recently told me of a very hot incident that happened to him. I could hear the desire and lust in his voice as he recounted his experience to me.

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