Sissy Training Academy part 5 with Mistress Anita Phone Sex

Mistress Anita  1-844-332-2639  ext 288

Good day sissy want-to-be or sissy enrolled in my personalized Sissy Training Academy.  Lately I have been enjoying nipple play and have found that my nipples have become super sensitive after doing this one specific exercise.  This means that your little sissy nipples are also going to become quite sensitive and you will absolutely love it.  Shall we get started?

What you will need is a clothespin or simply a bag clip (the kind that you use to clip a bag and some even have a magnet attached to it.  I must warn you, it will hurt, but since we have started our training, you know that sometimes sissies need to endure a bit of pain

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Alyssa’s Asian-Style Anal Training Phone Sex

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ALYSSA 1-844-332-2639, extension 202

Does that boy pussy need to be trained? I am just the anal trainer you need. Whether it involves various sizes of dildos or even my fist, I will have that anal cavity primed and ready for faggot action.

We will begin with a standard progression of inserting larger and larger items into that boy pussy. Your little brown star will be gaping open like the milky way when I get through with you.

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Miss Mona’s Object Insertion Phonesex

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Mona’s Object Insertion Games!

Hello, darlings. So, I was feeling particularly kinky this weekend. And, I am definitely one to play object insertion games. Maybe you want to explore and play a very freaky game of truth or dare with me? Seems like our next phonesex call is the perfect time to play with the sensual boundaries of our pleasure holes.

And, there are so many directions to go in. But, let’s not get ahead of ourselves. We are playing Truth or Dare. Ask me some very filthy truths. I promise I will tell you every dirty detail. And when we’re bored of asking each other scintillating questions, it’s time to move to the main attraction of the game. The dares! How will we start this game? Are you just trying to stretch my holes to their absolute maximums? Or, maybe it gets your cock hard to dare me to insert items into my pussy that shouldn’t normally go there!

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Sissy Tries to Take Revenge, But Cums Too Fast Phonesex

XXX Collette XXX 844-332-2639  ext 383

Oh, sissy.  You had enough huh?  Enough of the petticoats and blackmail pictures and bra straps clearly visible under your work shirt?  Enough of the chastity cage and the pegging and having to listen to me moan in the next room over with my lover?

You just had to find the key to your cage and break free, huh?  Well how did that go?  You managed to find your boy clothes, sure, and wash off most of the makeup (though you missed some lipstick sweetie), and you came into my room as I slept.

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Fuck Your Pussy Sissy Phonesex

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Who knew that the day that I found you jerking to my panties, would be the day I would own you for life.  The fact that you stole my dirty panties from my laundry basket, I knew something was different when I walked into your room when you were jerking off in them while wearing them.  As soon as we made eye contact, you were shocked.  I completely ruined your orgasm.  

But right after that, I made you show me the mess you made into my panties.  I made you show me how you jerked off in them.  But since then, you relive it over and over again. 

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Willow’s Sissy Slutdom Phone Sex

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

I have so many sissies vying for my attention. You know how needy and energy draining a sissy can be. They need constant attention and reassurances. No one has a more fragile ego than a sissy boy – well, maybe a middle-aged married man, LOL.

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Willow’s Sissy Caught Shoplifting Panties Phone Sex

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

I was totally shocked! I had been out shopping with my friend Brandon and we had just checked out at the register of our favorite department store. As we exited the store into the parking lot, we were stopped by two Loss Prevention detectives. They grabbed both of us by the arms and ordered us to accompany them back to the office.

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Ivana Danger Forced Femme Mind Fuck Phonesex

Mistress Jasmine 1-844-332-2639 ext. 262

Just like with many a good forced femme mind fuck, this one begins with a panty girdle. Two muscular prison guards held Ivan down and forced his bottom and bits into a maximum support, skin tight panty girdle.

The head guard, Pioter, a tower of muscle, menace and mockery, looked down at Ivan with a cruel smile and stroking him between his legs said, “Is coming along just fine, huh? Feels almost like real pussy. You will be real woman soon!” The other guards joined in a hearty laugh as they bound Ivan firmly to a board and chained him vertically to the concrete wall. Naked, save for the panty girdle, Ivan shook with fear and shame as they glued heavy breast forms to his freshly waxed chest. Then, after strapping a frilly pink bra onto his shoulders, Ivan’s eyes widened once more as the guards began to drop their pants.

“This is real man cock,” said Pioter shaking his massive member in Ivan’s direction, “uncircumcised and hard like granite. You like it, bitch?”

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Alyssa’s Sissy at a Sushi Bar Phone Sex

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ALYSSA 1-844-332-2639, extension 202

I took my best Sissy friend to the hot new sushi restaurant in my town. He decided to dress in full Geisha makeup and a kimono. The problem is “Bradley aka Bianca” is 6’3 LOL. She was the biggest, hulking Geisha I’ve ever seen. Everyone stopped to stare at us. We made quite the interesting couple. I’m 5’2 and very tiny and “B” is just a beast.

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Cindy Eatscock’s Coming Out Phone Sex

~~~~Olivia~~~~844-332-2639 x 226~~~~

This one sissy I have has taken forever to come on out.  She’s had every reason to have been out months back. This weekend I made it a task.  I called and booked her a sleazy hotel room near the airport in her town.  

I’ve had her bitch ass on social media and she has had many hits.  Men actually wanting to fuck her or at the least fill her mouth with cum.  Enough is enough.  

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