Category: sissy

Valerie 844-332-2639 Ext 243

My favorite friend to play dress up with called again today! We’ve been having so much fun trying on different girlie outfits and exploring how they make my friend feel. Remember, he’s little, and I’m his babysitter. I love how much he trusts me to guide him through our fun.

Today I thought it would be exhilarating to let him dress up as a pretty sissy Ballerina! His whole face lit up when I held up the pink tutu. “Have you ever worn tights like this?” I asked, and his little head shook excitedly. I had him remove all his clothing and boy undies, then rolled the toe of the pink pantyhose up his legs. The waist rested at his belly button, and I noted how cute his little bits looked all wrapped in soft pink.

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Dance On my pole

Shemale Alexus 1844-332-2639 Ext 349

Slide over here, little sissy girl. Let me have a good look at you. Don’t play shy with me now! You told me how much you wanted this. Your first time with a Goddess like me. I can see how excited you are inside of that slutty, lingerie you’ve put on just for me.

You said you wanted us to match, and we do. Suspender stockings, crotchless panties in soft pink with push-up bras to match. I sure feel girlie, do you? Your six-inch heels make such a pretty sound on the floor as you saunter back and forth. You look ready to dance on my pole now, so like I said, “Slide over here, little sissy girl.”

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Rhonda Playing with Sissy Bois. I love playing with sissy boys, femboys, and bois who just cannot turn into a man. Dressing up is fun. I have a closet full of sexy clothes, Some I will even share. I would start with some panties, pink maybe, silky against your freshly shaved groin. Stocking for your smooth as a woman’s legs. Maybe a short plaid skirt, you know, the style, the same as a schoolgirl uniform. A matching bra would be pink, something small for your little titties. The white blouse with the top three buttons spread open so we can see the top of your bra. I’d slip you into two-inch heels, red to match the skirt. We’d do up your hair, maybe even use a wig, and then finally perfect your face with such pretty, slutty makeup. Now, what shall we do?

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Cock Obsessed

*LUCY* 844-332-2639 xxx- 221

A few weeks ago I told you about a cock obsessed sissy in my town who is totally addicted to glory holes and sucking dick. During the day he was a powerful member of my community who seemed to hate everything about people with sexual fetishes. But, one night I caught him at the glory hole and quickly realized he had a sexual fetish of his own that he had been keeping a secret. Our straight-laced man was really a cock obsessed sissy slut.

Continue reading “My Cock Obsessed Sissies Can’t Get Enough Part 2” →

Ariel 1-844-332-2639 Ext 290

There you are my dear, it’s been a minute since we could play together. Taking my time to perfect the craft of dolling you up as I see fit. Your satin and lace against your soft, silky smooth skin. All prepped with lotions and potions. Those delicate panties a perfect match to that exquisite bra. Soon we cover it up with a fantastic dress and stockings with the most perfect shoes and hair to finish. My favourite part is easily doing your makeup. Smoothing my fingers over the features of your face as I work my magic with foundation and bronzers. Craving out those beautiful cheekbones and darkening up those perfectly thick lashes. As I finish up with your beautiful lips I tilt your chin up to me and I ask, “Are you my dirty girl?”

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Taste How Delicious Life as a Sissy Will Be

Shemale Alexus 1844-332-2639 Ext 349

Would you like to know a secret about women? We like women better than men. That’s so nearly a universal truth. Sure, plenty of women are attracted to men or only have sex with men. But deep down, most of them like women better as people. Women support each other and lift each other up. They develop real, meaningful friendships so much faster than men do. Trust me. I’ve lived on both sides. Everything about being a woman is better, except for the way men treat us.

So, I’ve made it my personal mission. My self-assigned duty. My life’s journey is to find every questioning boy I can and show them the joys of being a woman. I’ve seen your side, and I’m living this side. I can walk you through all of it. Now, maybe you aren’t a woman inside. Perhaps you are just a sissy, but there’s nothing wrong with that. Let me show you how fun dressing up as a sissy can be!

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the appointment with the sissy papers go flying and reveal something

Anna 844-332-2639 EXT. 203

I sought out a professional for a consult, as I was in dire need of some legal and financial advice. I looked through all the ads in the paper, but only one name stood out to me due to the fact that the individual’s photograph was listed with the ad. He was a tall, handsome, blonde with blue eyes and a bone structure to cream for. He looked like a million bucks in his suit and tie. I grabbed the phone faster than my granny does for the shopping channel, and immediately set up an appointment

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She bounced up and down in her heels excitedly.  My sissy worked hard and earned herself a special trip.  I promised her that if she was diligent in her lessons that we’d go to the panty store as a treat.  She’d kept her nose to the sissy grind stone and earned that trip in record time.  I called the store and made special arrangements for our trip that day.  We’d have the store all to ourselves with only the store attendants there.  We arrived and were ushered in, the door locked behind by us by the manager just as I’d asked.

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Cock Obsessed

Rita 1844-33-CANDY Ext 413

When you call, you act like we’re going to talk about me, but that isn’t really true. You told me you wanted to talk about me getting fucked, but what you really mean is you want to talk about the cocks that fuck me. It’s difficult to admit to yourself, but I bet if we just spoke about cock, you’ll get hard.

There isn’t a need to discuss how wet I was for the cock or how my body felt when he used it. No, you just want to talk about its length and girth. How it felt in my hand and how warm it was against my skin. It’s hard for you to be so curious about these things. Wondering how it tasted or how it felt inside of my mouth. You want to know these things because you wish…

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Glory Hole

*LUCY* 844-332-2639 xxx- 221

I dare you to find me a sissy slut who doesn’t crave going to a glory hole. I haven’t been able to find one yet. Especially since I installed a glory hole in my red room. There seems to be no end to the amount of fun I can have with these sluts and their aching mouths.

Why do I have a glory hole in my house you ask? Well, I have so many men always coming over for fun I thought it would add a bit of spice to our sessions. So, I decided to put one on the outer wall of a large walk-in closet I have. That way it’s accessible from the outside. It was honestly just supposed to be a secret between my lovers and I. Or at least I thought it was.

Continue reading “My Glory Hole Loving Sissy Slut Can’t Get Enough Part 1” →