Tag: sissy

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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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.

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Diana 1-844-332-2639 Ext. 248

As I lay on the warm sand, soaking up the sun’s rays, I couldn’t help but smile at the thought of how we’d managed this amazing beach vacation. My boyfriend Bob had lost his job a few months ago, leaving us in a financial bind. But being the clever and resourceful mistress that I am, I knew just what to do – turn that disappointing boyfriend into my perfect sissylslut and whore him out to cover our expenses.

It started gradually, with some light crossdressing and feminization. I forced him to wear frilly panties and sheer stockings under his business attire. He was so humiliated, but began to crave the way the silken fabrics caressed his skin and framed his cock and balls. The pink lipstick and garish eyeshadow completed his transformation. My once proud man was reduced to giggling, prancing sissy.

Continue reading “How My Sissy Paid for Vacation” →

Julie 1844-332-2639 Ext 453

“Why do I like it so much Dr. Julie? I feel so ashamed. Back when I was young, this wasn’t talked about. It was very taboo. Now I do realize that I’m not alone. But that doesn’t take away the shame. I don’t understand myself. I’m so confused and broken. I’ve tried so hard to make myself change. But it’s like an addiction. I can’t stop wanting to wear women’s panties. I’m powerless over my attraction to them. They make me happy. When I was growing up, I would wear my mom’s and sister’s. Now I wear my wife’s. When I wear men’s underwear, I feel depressed. They make me feel like I’m being forced to wear and be something that isn’t Me. But I don’t want to be a woman. I’m attracted to women. I’m not attracted to men Dr. Julie. So I don’t understand why I also want dildos up my ass. I’m so ashamed that it feels so good”. He confesses.

Let me start by reassuring you that there is nothing to be ashamed of. I’m going to take this one thing at a time. Because we are dealing with two separate topics.

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Daddy's Fun Stuff

Trans Goddess Alexus 1844-332-2639 Ext 349

Mikey would do anything for Daddy’s approval, even when Daddy started offering some of that sweet, white powder in a little baggy. Mikey knew that it wasn’t a good idea, that that stuff made people do bad things, but if Daddy said it was okay, then he would listen. He started inhaling the fun stuff that made Mikey feel so good whenever Daddy would offer it, but after a few months, Daddy got stingy.

“Please, can I have some fun stuff?” Mikey was holding on to his elbow as he pleaded with his Father in the master bedroom.

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Anna 844-332-2639 EXT. 203

Mommy Anna decided to adopt a new, pretty little slut. She took her by the hand and brought her upstairs to her boudoir. Then Mommy Anna sat her down and undressed her from head to toe. Mommy Anna told her it was time to make her up into her slutty little doll. Fist, she brushed her hair, ‘’A hundred strokes should get rid of all the knots’’ Mommy Anna said. Next Mommy Anna applied makeup to her beautiful little slut’s face: some purple eyeshadow, some blush and highlight, and don’t forget to pucker those slutty little lips! Said Mommy Anna.

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Say It Out Loud

Robotic Rita 1844-332-2639 Ext 413

Resistance is futile. At first, your reluctance to admit what you are was cute. I enjoyed watching you struggle to bite back every moan or girlie squeal threatening to escape your lips, but it’s time now for you to say it out loud.

Time now for you to admit what a sissy slut you are. I want to hear you say it out loud. Every time I dress you up, you drip uncontrollably into your panties. Your mouth says you don’t like it, but your clitty doesn’t lie.

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