Tag: sissy

Diana 1-844-332-2639 Ext. 248

As I walked into the bedroom, I locked eyes with my sissy, dressed in an outfit put together by yours truly, Mistress Diana. Today’s theme was pink and white polka dots, a cute ensemble that accentuated his feminine curves. But what truly transformed the look was the pair of matching panties I made him wear.

It had taken some convincing at first, but my sissy eventually understood that pleasing his Mistress meant embracing this particular kink. Now, he eagerly awaited my approval, his petite frame radiating a mix of excitement and nervousness.

“Darling, you look absolutely stunning today,” I purred, my voice dripping with seduction. “And those panties … perfect choice.”

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Pocket Pussy Mouth Gag

Goddess Rita 1844-332-2639 Ext 413

Throat training just got an upgrade thanks to a slutty little sissy named Jay. She wandered into my lair asking for throat training after the cock gagging blog I’d posted, where I pryed a sluts mouth wide open with a gag and allowed real men to pound into the sluts mouth while it was unable to close.

Only when Jay asked to play did I offer up the choice of gag. There was the spider gag, which I’d used previously. However, I’d also just purchased a pocket pussy gag. It’s exactly what it sounds like. The gag keeps the whores mouth forced wide open, but instead of looking into the gaping throat hole, the real man gets to fit his cock through the pussy lips of a Fleshlight.

Can you imagine how humiliating it must be to be stripped naked, made to kneel, and forced to bite down on a gag that makes your mouth a literal pussy? Talk about submission!

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Accidental Exposure

Trans Goddess Alexus 1844-332-2639 Ext 349

My roommate Jackson is a man’s man. He’s a good guy; he never judges me for being who I am, and we enjoy each other’s company. However, he’s incredibly masculine and burly. You can imagine the surprise I felt when I was lounging in bed last night and got a text from Jackson. It was a picture; he never sends texts, never mind pictures.

I was gagged when the picture loaded, and it was of him in sissy lingerie, sucking a dildo! Not even two seconds after I opened the photo, he tried to delete it and sent another text. “Fuck. Wrong chat.” Oh, I don’t think so. This was precisely the right fucking chat.

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Zesty Zoey 1-844-332-2639 Ext 403

Welcome to Miss Zoey’s Sissy Faggie Daycare Center!  I’ve spoken to your Mommy and she agrees it’s time for you to face the truth.  You’re not a little boy, you’re a little sissy girl.  I carefully interview all the mommies before they bring me their little ones.  There’s a check list we go through to make sure this is the right place for you.  But most of the mommies who contact me already have a pretty good idea that you’re not a real boy.  They also know you’ll never grow up to be a real man.  So, I’m here providing my services to help them transform you into the true sissy you’re meant to become.

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sissy

Cory 1-844-332-2639 ext 407

It started a few months ago when Violet, my beautiful, curvy sissy, had a little accident in public. She had been holding it in for hours, but the pressure became too much, and she couldn’t help but let go. She called me in a panic, ashamed and embarrassed, and I could hear the tears in her voice. I knew exactly what she needed. I calmly instructed her to go to the nearest public restroom and wait for me.

When I arrived, I saw her standing there, red-faced and trembling, her eyes filled with fear and anticipation. I didn’t waste any time. As punishment, I made her get on her knees, pull up her skirt, and lick my feet clean. The humiliation of the situation sent shivers down her spine, and I could see her body trembling with a mixture of shame and excitement.

Continue reading “Violet had an accident…again” →

Body Envy

Robotic Rita 1844-332-2639 Ext 413

Oh, you have a bad case of body envy! I mean, it reeks. Most men look me over with sexual desire, but the green-eyed monster shines through your gaze. You don’t want to fuck my face or impregnate me. No, you want to be me. It’s obvious; I don’t understand how you’ve managed to hide your secrets from your wife for so long.

Is she just stupid, or does she not care about you at all? All the signs are there. Why can’t she see how badly you want to be a woman?

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Julie 1-844-332-2639 Ext 453

“Dr. Julie, I think my husband is a closet sissy. He’s always hiding in my closet and trying on my clothes. He can’t hold a job or get a job because he’s so obsessed with being a sissy. I’m so sick of him not working. So I have an idea. I’m going to turn his obsession into money. That way we will both be happy. Can you please help me? Will you take him shopping for some slutty lingerie? Then take pictures of him in it? So that I can post him for hire?” she practically begged.

It sounded like fun to me. But I had to make sure it was the best thing for him. After having a long session with him, I was confident that it was. He was beyond ecstatic to go lingerie shopping.

So we went and picked out several sexy things for him to try on. Then we headed to the dressing room. He got more and more turned on as he tried each slutty thing on. I could see him getting harder and harder. And my instinct is, see a hard cock, make it cum.

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Uh oh- Guess What I Found

Goddess Rita 1844-332-2639 Ext 413

Uh oh! Don’t you just hate when the nasty, filthy fucking things you do in the dark come out to the light. You thought you were careful. You tried so hard to keep things a secret, but guess what I found? The kitty is really out of the bag now, and I guess we’ll have to see what you’re willing to do to keep me quiet.

See the other day I was forcing a sissy to suck cock. His first one! A very exciting time. As we were scrolling through a particular site, you know, one for fags. Guess whose picture I just happened to stumble upon?!

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Julie 1-844-332-2639 Ext 453

His transformation has been amazing! We met through friends and hit it off right away. And it didn’t take him long at all to feel comfortable enough to open up to me. He told me that he had been curious his entire life and drawn to panties and girly things. He fantasized about what it felt like to be a girl. And I was so excited to show him!

First, I took him shopping for panties. He was so freaking excited that he was dripping in his underwear. I informed him that it was the last time he would ever be dripping in boy’s underwear. From here on out, it’s only panties for my newfound sissy. He was overly excited by this and looking at all the different girly girl panties. They were so frilly and feminine. Pinks and pastels, hearts, lace, and bows. By now he had exploded in those underwear.

Then it was time for more. He yearned for cock. All he knew was that he loved the taste of his own cum. But he fantasized about tasting other’s cum. And he desperately wanted to feel a hard cock in his mouth and ass.

Continue reading “His Transformation” →

Julie 1844-332-2639 Ext 453

Being a Sissy Scout Troop Leader had always been a dream of mine. So when the opportunity arose, I wasted no time. The Boy Scout Troop Leader informed me that there had been a large number of “Boys” that weren’t cutting it lately. There was an urgent need for more Sissy Scout Troops ASAP. I was so excited!

They looked secretly excited to be at Sissy Scout Orientation. I explained that they were here because they didn’t “fit in”. They were different than the other boys in the Boy Scout Troop. And we were going to see if this is where they belong. So I told them to take off all of their “boy” clothes. Then I gave them their sissy scout uniforms. They consisted of a white button up top and white pleated skirt that with a pastel plaid print. It was pink, yellow, purple, and green pastels. The sash was pink. And the panties were pastels. They had the days of the week on them with little flowers, butterflies, and princesses. And they were so frilly and girly. They had lace trim with little bows. White cable knee socks and black patent leather mary janes finished the uniform.

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