My Sissy Phone Sex Requirements

*LUCY*  844-332-2639 xxx- 221

My group of sissy toys is dwindling. A lot of them are moving to more open-minded towns. So, it’s time for me to start shopping for sissies again. Especially for some new, beloved phone sissies for me to play with.

Obviously I have requirements when it comes to a sissy who can please me and the men in my life. So, here’s my sissy requirement list…

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Be My Sissy Slut Phone Sex

*LUCY*  844-332-2639 xxx- 221

Well, well, well look at you in those panties! They’re pink and frilly and just the thing a sissy slut would wear! Where have you been hiding those pretty panties? Did you wear them to work under your suit and rub your girly clit through your clothes all day?

Maybe you even went to the bathroom and pulled them down and rubbed your clit until the cum just started to drizzle out. And of course, you ate it because what kind of sissy would let a load of cum go to waste? That’s pretty much the biggest sissy sin of all!

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Black Steel World Tour Part 4 – Trinidad! BBC Phone Sex

*LUCY*   844-332-2639 xxx- 221

My sweet sissy friend Jade and I headed to Trinidad for Carnival time. We were both loving our BBC tour and having the time of our lives getting fucked by all of these hot, thick men. That hot body of hers draws all of the attention so going to all of these places with a girl like Jade made it easy for us to find cock.

Carnival time is intense. If you’ve never been and love BBC go, trust me! Sweaty, hot, gyrating men 24/7 for days. We were surrounded by sexy, scantily clad men, each one barely hiding a big black cock and my Jade wanted to suck and fuck all of them! This would be impossible, of course. So we had a contest for these BBC men and Jade was their prize.

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Finding A Secret Sissy Maid Phonesex

sissy maid slut phone sex

Sadie      1-844-332-2639 ext. 222

It was a lovely day. The first warm day after months of cold weather. I went for a walk around the lake just to enjoy the fresh air and sunshine. But I discovered a lot more than just the sunshine dancing on the ripples of the water. While I was walking I saw a woman come out on her patio to smoke a cigarette. She was dressed in a French maid uniform and the skirt was very short for her very tall body.

I couldn’t take my eyes off her as I walked towards her. But the closer I got, the more something wasn’t quite right. The stance, the way her feet were too far apart, the inelegant way her hand was crossed over her stomach. She was fidgeting in an odd way. Then I noticed her arms were too large, the legs too muscled and the shoulders far too broad. The smile spread across my face as the realization dawned on me that, this was no she at all.

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Blackmailing A Secret Sissy Phone Sex!

*LUCY*   844-332-2639 xxx- 221

There seems to be no end to the amount of fun I can have with the sweet glory holes I have installed at my house now. I had been using just one for the neighborhood boys who I would catch peeping and me and my lovers (read all about that here). But then, I decided to put one on the outer wall of a large closet I have. That way, it’s accessible from the outside. It was supposed to be a big secret between just my lovers and I. Or, at least I thought it was.

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A sissy comes in all shapes and sizes phone sex


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A sissy is a sissy; nothing can come between that feeling and reality.  A sissy doesn’t become a sissy overnight.  He doesn’t become a sissy because a Mistress commands it.  He is a born sissy and can be looking for leadership.  That’s where I come in.  I want to have some time to evaluate you.  There are questions that will put your true soul out there for me to see.

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Black Steel World Tour Part 3 – Jamaica! BBC Phone Sex

*LUCY*   844-332-2639 xxx- 221

My sweet Jade and I were still on our trip to Jamaica. We couldn’t seem to get enough of the BBC they have to offer. It was more than we could ask for. We had big, black cock at every turn. 

But we also longed for time just together with some men. Just her and I. Fucking two hot men together, like we normally do. Don’t get me wrong, gang bangs are super hot, but sometimes you just want to reconnect with your BBC partner in crime.

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Love ole sissy fags the best phone sex


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I have a houseboy that has been with me for a few years. What I like about him is that he is openly living as the faggot he is.  He is in my kitchen in his bathrobe and slides every morning preparing breakfast for our family.  He does laundry and all the housework.

He’s looking pretty rough this morning.  I’m sure it has to do with his night out.  He has recently broken up with his most recent man.  

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Sissy Lingerie Contest Phone Sex


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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BBC Sissy Phone Sex

His sissy name was Becky.  God they always picked such cheesy girl names.  Becky, Courtney, Freja (what ever the hell that is).  I had him on all fours on the coffee table.  His clean pink hole was shave smooth just like I had instructed.

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