Tag: naughty sissy

sissy

Amber 1-844-332-2639 ext 404

I take immense pride in molding my little sissy into the epitome of femininity and obedience. It’s a journey, a transformation that requires patience, discipline, and a firm hand. And while she’s come a long way, I’d be lying if I said it was always smooth sailing. My sissy, bless her heart, is still a bit rough around the edges.

One of the most persistent challenges is her voice. Despite countless hours spent encouraging her to embrace a more delicate, feminine tone, that old “boy voice” still creeps in from time to time. It’s jarring, a stark reminder of the person she once was, the person she’s striving so hard to leave behind. Each slip-up is met with a gentle, but firm, correction. “Remember, darling,” I remind her, “a pretty girl speaks with a pretty voice.” It’s not about stifling her, but about guiding her towards the woman she is meant to be.

Continue reading “my little sissy” →

Feminization Party

*LUCY* 844-332-2639 xxx- 221

If you’re a sissy I need to ask you something, have you ever been to a feminization Party? A celebration of becoming the panty boy you’ve always wanted to be.

I think that this transformation is such a huge step for most that a feminization Party is needed to mark the occasion. I recently held one for my friend Marcus who after many years of dreaming decided to slip on his first pair of panties.

Continue reading “My First Feminization Party Of 2025” →

Diana 1-844-332-2639 Ext. 248

My sissy has been a naughty girl. He failed to complete his feminization tasks on time and tried to rush through them. Tsk tsk. Such a shame he couldn’t be a good slutty girl for me. Now, he must be strictly punished.

I’ve had this chastity device that was just begging to meet my sissy’s useless cock. It’s a snug stainless steel cage that will lock his pathetic prick up tight. No more cumming for him! He won’t feel a twinge of pleasure until I allow it. And given his recent misbehavior, that could be a long time coming.

I cuffed his wrists and bent him over my knee. “Count out loud sissy,” I demanded as I spanked his bouncy ass. “Count how bad a boy you’ve been!” The cage was attached as he wiggled and whimpered. “No cumming for you, you bad girl! Only Mistress Diana gets to decide when this useless thing comes out.” I gave him one last hard spank that made him yelp. Continue reading “Bad Sissy!” →

https://phonesexcandy.com/pics/mila/mila133.jpg

Mila 1-844-332-2639 Ext. 220

The worst part of any girls week is grocery shopping. So I like to have a little fun with it! I send out my little sissies on the town, with a list of the things I want. Simply the best way to get out of that boring chore, in my opinion. And a great way to utilize an obedient sissy that wants to make you happier than you ever could be without them! But of course, I still like to have some fun every now and again. Last time I sent out my sissy “G” on one of these adventures, she never will be able to live it down.

Continue reading “Sissy Grocery Shopping” →

Using a Fucktoy

Ashley 1-844-33CANDY ext 273

Using a fucktoy can be taken all number of different ways. Me and Zoey are taking it to a whole different level and using YOU as our fucktoy and you aren’t allowed to stop or complain until we’re satisfied. And you better not cum without permission.

You signed up for this when you called us, and you better make it a good show. You don’t want to disappoint us, do you? Such a good little fucktoy. Now, show us those toys that you’ve got there and let us pick which one you should use first.

Continue reading “Using a Fucktoy” →

Zia 1-844-33CANDY ext 402

Hello all my sissy sluts and beautiful girlfriends! I am so excited to share with you that my event is coming up in December and it’s just about you girls. We are going to have SO much fun talking about anything and everything slutty and feminine. You definitely do not want to miss this event so save the date for Zia’s sissy event on December 11th, 2022. I can’t wait to see you all there in the chat room for some girly, naughty fun.

Continue reading “Save the Date for Zia’s Sissy Event” →

shopping together

Zia 1-844-33CANDY ext 402

Hey, girlfriend. You are one of my favorite sissy girls and we are going to have a wonderful day of shopping together. I’m so excited to buy so many fun and slutty things for myself and for you. I have the best taste, you’ll see.

We are going to have so much fun together! It looks like you need everything so we’re going to get you everything from heels to lingerie to tops and skirts. I’m going to help you look like the perfect slutty sissy girl and then we can paint the town red.

Continue reading “Shopping Together” →

Madison (a.k.a. bratty Maddi)  1-844-332-2639  ext 359

I was thinking that I’m in major need of a slave.  I can tell you right away that your job isn’t going to be easy.  You are going to be my new cum dumpster.  That’s right, I have a lot of real men that are eager to spill their load and I just don’t want to handle them all.  So starting NOW, I will accepting applications from all of you whom desire to become my next dirty little cum dumpster.  And yes, this job is not easy and it’s definately messsssssy.

I’m also thinking that I’m going to burn all your manly clothes.  You won’t need those nice brand name clothes.  That’s right, I’m just going to destroy them.  I am going to dress you up as a sissy, and I will start with panties.  I can already tell how excited and eager you are to be owned by nobody else by me, that’s right your barely legal bratty teen.  Continue reading “Be My Cum Dumpster Phonesex” →

Mistress Anita 1-844-332-2639 ext 288

One of my specialized topic is the process of feminazation. One the very first things we ever established was that you are going to be referred to as “she” of “her“.  This was probably the biggest step to adjust to.  So from that moment forward, she was no longer a man and we were going to work work on her mannerisms.  You are now a WOMAN!

I have taught you to sit cross-legged while wearing stockings.  I have taught you how to properly care for you platinum blond wig as well as every step of your makeup routine.  Every step you make, you have to think and move like a woman.  If you are not, then you are just hideous man who’s dressed as a woman.  Continue reading “Feminization Phone Sex with Mistress Anita” →

Lyric 844-332-2639 x247

You’re already quite awkward.  So anytime I try to feminize you, it always fails miserably.  This is simply because you are so awkward.  There is nothing feminine or sexy about you at all.  I love it because it makes it so much more fun for me.

Putting on lipstick on you is fucking hilarious and not to mention fun, especially with that masculine scruffy beard of yours.  When I put on panties on you, you look soooooo awkward, its hilarious.  These sexy panties which I have already picked out for you are such an awkward contrast on what you already look like.  Continue reading “Feminized Humiliation Phonesex” →