Category: sissy

Something To Be Embarrassed About

TS Alexus 844-332-2639 EXT 349

So many factors make up the dynamic of who is in charge. It’s an incredibly complex calculus, yet we both knew the second you walked into the party. Money, style, poise, popularity, charisma, posture, even a big fat cock. And guess what, baby, I’m miles ahead of you in all of them.

You walked into the party with a couple of friends who immediately split off to get drinks or go chat up another friend. Being left alone has you feeling vulnerable and embarrassed. I leaned against the wall, ruby-painted lips wrapped around a straw, eyeing you. Just like the prey you are. You stopped just inside the doorway. You were shaking just a bit at the idea of starting a conversation with someone new. Until you finally looked up and locked eyes with me.

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Secret Sissy

*LUCY* 844-332-2639 xxx- 221

We have lots of sissies here at Tomsin, but I need to know, are you a secret sissy or are you out to the world? One of my favorite visitors to my kinky red room is a powerful businessman in my town. He’s also a well-respected member of our local religious community. This makes him especially enticing to spend intimate time with.

He loves the kinkier side of life. Anything taboo. We play often and when he’s out of town, he calls, and I drive him wild with Panty boy stories. Our most recent play time got a bit kinkier than usual when he shared something with me he never had before.

Continue reading “No Limits Fun With My Secret Sissy Part 1” →

sissy

Sissy little slut – but my sissy little slut. Always so devoted and excitable. Pathetic but slightly endearing all at the same time. Feeling a little devilish I set up a fun time for us – or maybe me.
I tell you we are going to the glory hole and your cock cage can barely contain your raging hard-on. Little droplets leak from it. Of course, your little inchworm was about the size of a caterpillar, but I knew. You are in your sluttiest slip dress with no panties and your jeweled butt plug is on full display. You have been dreaming of putting your slutty mouth in one of those holes and sucking off as many men as you can, filling your stomach with warm yummy cum.

Continue reading “Sissy Slut – Goes to the Glory Hole” →

Real Sissy

*LUCY* 844-332-2639 xxx- 221

I can spot a real sissy from a mile away and last weekend was no exception. I first met Nick at a party. Now I call her Nicole. That’s because “he” was trying to pass as a gentleman that was masculine and into women. I sniffed out this sissiness right off the bat. Like I said, I know a real sissy when I see one.

I didn’t say anything immediately, but I just listened to him all night. I got his number, and he got mine. He texted me and asked me out for drinks. I accepted, but I picked a local gay bar that had a drag show scheduled for the night. It was time for me to drag the real sissy out of my sweet “Nick”.

Continue reading “2023 Is When You Become A Real Sissy” →

white woman naked ass buttocks white panties

Vada 844-33-CANDY (844-332-2639) ext 433

Sissy boi Staci, my Gold Star sissy student, has made it to the next level of sissification school training: Flirting 101.

In this class, we test sissies to see if they’re ready to be good girls and swallow cock like a real woman. My slaves Greg and Stephen are to help, with their huge cocks and endless loads they will put Staci’s sissy holes and boi pussy through the test.

First, I tell Staci to play with her breasts…

Continue reading “Sissy Staci’s Holes Get PUMPED in Sissification School” →

Vada 844-33-CANDY (844-332-2639) ext 433

Porn shows sissies as weak, cowardly scared little men who have brainwashed themselves into loving cock. I know that’s not always true! Some sissies like ruffles and bows. Some sissies wish to the gods they looked like me, tall and lithe, an international femme fatale. Men want to fuck me, women want to be me, men and women want to get fucked by me…sissies especially lose all senses when they call me and beg to be allowed the chance to please me…

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Panty Obsessed Sissy

*LUCY* 844-332-2639 xxx- 221

One of my favorite sluts is really into lingerie. He’s totally a panty obsessed sissy! So much so that he puts them on and watches panty porn, but I always make him wait before I let him cum. This sometimes goes on for hours. Sometimes days. It depends on how I feel that day. Recently, I decided to push him to the limit.

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Vada 844-33-CANDY (844-332-2639) ext 433

 

Hello Sissy! I know you are probably frustrated about your lack of confidence when it comes to all things women. Just glancing into my bright, piercing blue eyes causes you to forget how to speak. You love women, I know. You love women so much you want to be one, don’t you, my pet? You’re looking for…

Continue reading “Sissy Bois Shouldn’t Be Scared of Mistress Vada???” →

My friend came to visit me, not knowing that I had changed from the career-driven independent woman he had known.  When he knocked on the door, I answered it dressed to perfection in a dark green 1950’s style tea-length A-line dress, stockings, and pumps.  My hair was perfectly coifed as befitted a proper housewife.  He was shocked and laughed, asking why I was all dressed up.  Without answering him immediately, I invited him into my home.  Then I explained how I had realized me true place as the submissive housewife of a high-powered CEO.  I explained that I was on my way to a salon appointment and invited him to join me, the perfect plan for this beta male forming in my mind.

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sissy baby

Sissy baby Tami got to take a special trip to see Santa today!! As you know Tami is super special and super naughty. I knew this would be fun. I mean who doesn’t want to sit on Santa’s lap right? So, to get Tami ready I put her in a pretty red velvet dress, and diapers with pictures of Rudolph. Then I put her in a pretty iridescent red diaper cover with candy cane pictures all over it. Then I put on her white ruffled socks and black patent leather shoes and put bows in her hair. She looked marvelous.

I gave her a big hug and put her on the ground so she could look at herself in the mirror. She twirled and danced and hopped, even twerking a time or two. I smiled at her as I handed her the bottle filled with Zoey juice.

Oh, did I mention that the diapers and diaper cover may have a little secret hole to make Santa and Tami very happy? Fastening her in the car we headed to the mall. Santa here we cum……

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