The Sissy Journey Takes New Steps Phonesex

Sadie      1-844-332-2639 ext 222

Sorry for that interruption, but somethings just take priority like watching one’s husband living out his shemale fantasies with his friend who has no idea is the one he is fucking right now. But I told you I would tell you the rest of the story. The first part is here if you want to catch up.

Around the same time I found out about Gary/Kylie’s crossdressing feminization desires there was a party we had gone to and in vino veritas kicked in. My husband and I were discussing outrageous fantasies and he let slip that he had been curious about transsexuals for a few years. Of course he said he had never experienced fucking a tranny but he was curious.

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Hot New Toys For My Sissy Boys Phone Sex

*LUCY*  844-332-2639 xxx- 221

I think you all know how much I love my sissy boys. And to say thank you to you guys for being so good to me and spoiling me, I’ve added some new toys for you little sluts to play with to my red room. I think you’re going to be really excited for our sissy phone sex calls now – even more so than normal.

I don’t always incorporate pain into my sissy calls, but I have really been craving that lately. So, to satiate myself, I bought a new paddle. It has some spikes on it! Don’t worry, they aren’t super sharp. But those blunt pointy edges are going to hurt when I am spanking your sissy ass. Hey, they might even leave a few bruises on your delicate backside. I want you to think about me every time you sit down for a few days after we play…

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Vanessa’s Sissy Seduction Phone Sex

sissyslut

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

You look so ravishing with that corset and thigh high stockings. I can see the faint bulge in your panties. I can also see that bit of fear in your eyes. Then those eyes widen as you set your sights on the extremely large dildo I am planning to use on you. That nervous little giggle gives you away doesn’t it?

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Pegging Phone Sex With Sissy Sluts

*LUCY*  844-332-2639 xxx- 221

You know what I fucking love? Pegging all of you nasty little sissy boi sluts! I know that you love it when I get out my massive strap on and pound your sissy cunt. I love hearing you beg for it and tell me how much those man pussies crave me and my strap on. I can understand why… I’m a good fuck. I know exactly what to do to you to make your tiny little sissy clit cum so hard. You’ll make a really big mess in your panties by the time I am done with you. You better bring two pairs when you play with me.

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A Lingerie Loving Sissy Slut! Fantasy Phone Sex

*LUCY*  844-332-2639 xxx- 221

I read a meme today. It said, “Friendship is so weird. You just pick a human you’ve met and decide, ‘yep… I like this one, and then you just do stuff with them.” It brought to mind one of my most favorite spontaneous friendships. I was a model at a pricey lingerie store one summer in New York City. Men would often come in just to look at us models. It was fun to tease them and sometimes, the teasing led to a steamy change room rendezvous.

This one bright afternoon, a different kind of man wandered in. He was shy and kept his head down. Stayed in the more secluded areas and was clearly looking for something lacy. It’s often hard to tell who a man is shopping for but this time, I knew right away that he was shopping for himself. 

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When “She” Begs To Be Pegged – Sissy Phonesex with Ilene

Sissy Phonesex with Ilene

When it comes to my sissies, I’m a pushover, what can I say. They are so damn cute with their little dresses on, their makeup, and when they have pigtails, I’m done.

The other night, one of my sissies begged me for something in the cutest way possible. See, she loves when I use my strap-on and she recently got into trouble for not keep my shoes organized, so, I told her 1 week with no strap-on.

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Pump The Pole My Stripper Sissies! Sissy Slut Phone Sex

*LUCY*  844-332-2639 xxx- 221

All of my sweet sissies are good dancers. But dancing is not the same as stripping. They want to know how to make those stripper moves. So, I set up some stripper lessons. It was a three night event and I called it, Sissies Pump the Pole. I hired pole performing instructors, and I would be teaching too of course. Seven of my sissies signed up.

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A sissy comes in all shapes and sizes phone sex

Lori

844 332 2639 x 352

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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Sissy Baby and His Special Phone Sex Paci

Sissy Baby Phone Sex

I had a special surprise for Sissy Baby J…he crawled over to me as I held up a pretty little pink paci and waved it in front of his face. “Look what Mommy’s got for you baby. Go ahead and suck on this.” His eyes got wide, and then he smiled. “Thank you Mommy.” What Baby J didn’t know was that his paci was very special, enchanted, even…

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A Panty Stealing Sissy Learns A Harsh Lesson Phone Sex

*LUCY* 
844-332-2639 xxx- 221

Sometimes sissies are out of control. One I know could not seem to stop stealing my panties. I warned him so many times. Yet, every time he showed up, he was wearing panties that I had discovered missing. It’s like he wanted punishment. I wasn’t sure if I should punish him, as it’s what he wanted, or make him suffer with my total nonchalance.

I told him it was my birthday (it wasn’t). I said I was having a small party (I wasn’t). He happily agreed to come over. When he arrived, I was standing in the doorway with a paddle in my hand. I said, “Bend over, you sorry little bitch….”

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