Category: sissy phonesex

Stripping Lessons

Avery 1-844-332-2639 ext. 228

One of my favourite sissies recently asked me for some stripping lessons. He lets me do whatever I want to him and dress him however I like, so I figured it was only fair to fulfill his wish.

I wasn’t sure if he would ever actually go through with it until the other night when he called me and said he needed some Avery time. He then asked if after I make him femme he can have his first stripping lesson. Absolutely, I said! I told him I was going to take him out and to come over around 4 pm so that I could get him ready.
Continue reading “Stripping Lessons For A Shy Sissy – Part 1” →

Mistress Janine 1-844-332-2639 ext 462

Hey there faggot, I know what you’re craving.  You’re craving some of that chocolate dick, aren’t you?  It’s the contrast of your pale skin against his dark.  The thought of seeing that makes your little sissy button twitch.  There’s also something about the size difference between you and a big black stud.  Because not only is he much taller than you, but his dick puts that sissy button to complete shame.  But that’s why you’re here isn’t it?  You know his dick is far superior to yours.  So, you need to feel it sliding down your throat as you suck it the way it deserves.

Continue reading “Sissy Faggot Needs Chocolate Dick” →

Sissy Mistress Janine 1-844-332-2639 ext 462

I identified him for what he truly was the moment I laid eyes upon him.  It existed in the sway of his hips, the delicate manner in which he held his hand out, and the soft, effeminate tone of his voice.  First, I let him know that I knew his secret even if he wasn’t aware of it himself.  Then I tucked his hand into the crook of my arm, patting it reassuringly.  I told him to put himself in my very capable hands.  His sissy training started right then and there.  When he didn’t put up even a little bit of resistance, I knew he was truly ready.

Continue reading “Sissy Training with Mistress Janine” →

ABDL

Anna 844-332-2639 EXT. 203

Mommy Anna had brought Tami back to the nursery. She placed Tami in her crib and as Tami laid there all happy to be back in her happy place, she gazed up at what Mommy had left her with; a spinning mobile. But this wasn’t just any mobile, it was adorned with cocks all around. Big ones, small ones, BBC’s. Tami gazed at them in awe.

Continue reading “1 on 1 ABDL with Tami” →

sissy

Amber 1-844-332-2639 ext 404

In the early days, before we truly peeled back the layers of each other, his fascination with my past was almost insatiable. It wasn’t a judgmental interrogation, but a soft, probing quest for intimacy, as if understanding my pussy’s history was the key to understanding me.

“Your First boyfriend. What was his name?” he’d ask, his voice a low hum against my ear as we lay tangled in sheets, my fingers tracing the line of his jaw. I told him, a name I hadn’t thought of in years. He listened, rapt. Then, “How old were you when you fucked him for the first time?” His eyes searched mine, not for shock value, but for the story behind the number.

Continue reading “his fascination with my past” →

Mistress Janine 1-844-332-2639 ext 462

The only way you’re getting into my panties, sissy, is my doing my laundry.  First, I’m going to dress you in a proper service outfit.  You’re destined to be my service sissy maid today.  Now that you’re dressed properly, you can start your chores.  Gather up all my dirty clothes and take them to the laundry room.  That’s a good girl.  Make sure you sway those sexy little hips as you walk from place to place.  It’s important to practice being alluring.  You won’t get a real man with unsexy hips.  When you lean over the edge of the washer, be sure that your skirt flips up to show off the panties you’re wearing.

Continue reading “Janine’s Service Sissy Maid” →

Steph

  Stephanie 844-332-2639 Ext 454    Anna 844-332-2639 EXT. 203

Mommy Anna was hanging out with Mommy Steph. Anna approached Steph and confided in her, telling her that she hadn’t seen Tim in a few days at the office and she began to suspect something was wrong.

Continue reading “Tim to Tami once and for All” →

Rachel 1*844*332*2639 Ext 457

He wanted to be one of us. At first, I thought he wanted one of us. He kept staring at us and our little outfits. I thought he was lusting over us. But he was really lusting over our outfits. He finally asked me how to apply for a job. After I explained the process, he asked me if he could try on my outfit. I giggled because I didn’t think that he was really serious. But then I realized that he was. So I had a plan. I told him that he could come over to my house to try it on.

When he got there, I not only had my work uniform, but I also had lots of lingerie ready for him to try on. He looked like a kid in a candy store when he saw everything. First, he tried on the work uniform. He wanted me to take some pics of him. I agreed, but I never knew that he was going to want so many. He told me that he had a large social media following. So I helped him get dressed up in lingerie like the little sissy that I knew he was.

Continue reading “He Wanted To Be One Of Us” →

Mistress Janine 1-844-332-2639 ext 462

Confess to me, sissy.  Tell Mistress Janine exactly what you’re craving and need.  He came into my office with a shy look on his face.  I asked him to sit down.  Then I assured him my office was a safe place to admit his desires.  He leaned across my desk and whispered low and slow.  I crave dicks to suck.

I leaned back in my chair and smiled at him across the desk.  Then I told him he’d confessed to the right woman.  He’d complete his transformation into his true self with me.  I stood up and came around the desk to take his hand.

Continue reading “Sissies Confess Their Desires to Me” →

Sissy Lessons

*LUCY* 844-332-2639 xxx- 221

Did your sissy lessons result in you being just mediocre, or are you now a top-of-the-line slut? Have you ever had official sissy lessons? Or did you just try to teach yourself about the sissy slut life?

Because when I get calls for sissy phone sex training I love making sure my girls all graduate with skills that will make any man weak. One of my favorite things to do is assign kinky tasks to my sissy sluts. But don’t worry. If you still need “basic training” you might not be ready for those assigned tasks quite yet so we will take it slow.

Continue reading “Sissy Lessons Will Make You The #1 Slut” →