Category: sissy

Forced Sissy Makeover*LUCY* 844-332-2639 xxx- 221

I really don’t understand why so many of you are pushing me to give you a forced sissy makeover lately. You always SAY you want to be sissies, but when push comes to shove, there’s some excuse about why you can’t.

You can’t have your nails done because of work. Or you can’t buy a bunch of panties to keep at home because of your wife. You’re too scared to buy make up because what if someone in the community sees you doing it? Blah blah blah! I’m really tired of your excuses.

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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.

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Sissy Humiliation

Ashley 1-844-33CANDY ext 273

Sissy humiliation is one of the best times of the day – once per day, every day is the best way. Sissy boys need it, and I’m happy to oblige. Today, I decided to bring out my 10 inch strap on and show my little sissy slut who was boss.

Walking into the room, I was happy to see my sissy boy on his knees, ready for me. He was practically begging to suck on this big cock but not before I walked up and slapped him in the face with it. Grabbing the back of his head, I shoved it into his mouth, slowly working my way to the back of his throat and hearing him moan the deeper I went.

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 Kayla Cumsalot 1844-33-CANDY ext 357

As we grow into new stages of life, we meet the people who will help get us through the next phase. That’s why Emmi has me. Her growth has been exceptional, and a sensual, confident woman is blooming right before my eyes. We’ve been chatting about hair and makeup lately, and I thought it was time for a Kaykay Makeup tutorial… of sorts.

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Slutty Sissy

*LUCY* 844-332-2639 xxx- 221

Last week I told you all about my slutty sissy and his transformation. We had gone to a lingerie store together and picked out a few sexy things to try on. Then we headed back to the change room to start his lingerie obsession. My sissy first tried on a pair of satin panties. Like I said last week, he was a well-endowed sissy and there was no way of hiding it.

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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.

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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…

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