Category: sissy

Cock-Seeking Sissy Photo Shoot

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Every good cock-seeking sissy needs a girlfriend to help with her profile pic photo shoot. I’m your girl, bitch! Let’s lay out all of your sluttiest lingerie and decide which outfit makes you look the tastiest. Or at least the most cock hungry.

I know you are active on all the gay hookup sites because you just can’t swallow enough cock! This means we need lots of photos so you can stand out! Lock that slitty up and slip in your biggest jeweled butt plug, the heart-shaped one, preferably, and let’s get sexy!

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Condom Filling Fun

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The used rubber was so stretched out by the time I fit it around the third sissies cock; I had to pinch the base with my fingers and hold it tight as her little clitty was plunged into the filled end of the condom. The sissy arched up into my touch as my other hand began to stroke her. “You’ll add to the load, little girl,” I hissed as I jerked her faster—the other two, waiting for their turn, watched with drool spilling from their outstretched tongues.

“Yes, Mistress!” The sissy being pumped whimpered. It didn’t take long till she was screaming for permission to cum into the condom as the last three had.

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Femboi Paige applied to be a secretary at a big company in the area.  Mr. Jones interviewed Paige as he would be her direct supervisor.  She impressed him with her phenomenal typing skills, faster than any other secretary in the company.  He loved her submissive demeanor and knew that she’s fit in immediately and be accepted by the other secretaries.  However, Paige still insisted that she was a he despite all the signs that he was definitely feminine naturally.  Mr. Jones knew that the company could help Paige realize her true place in the world and hired her on as his personal secretary.

Continue reading “Femboi Paige, Forced Feminized Secretary” →

Be Girly

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Hello! If you stumbled upon this blog, it was probably meant for you! I get the sense you’ve been looking for something, perhaps a sign—a reason to give yourself permission to be girly! This is that sign! Take my hand and allow me to guide you into your feminization.

As a robotic sex doll, I can teach you how to be the best girl version of yourself! Did you just giggle? Girl, come on, what are you waiting for?

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Josh and I were assigned the task of planning the company brunch. We had become close friends over the past several months of working together. I invited him over to brainstorm and come up with the theme for the brunch. We work well together, and within no time we had the perfect plan. Ready to celebrate the completion of our project, we decided to order a pizza, and have some drinks. Soon we were deep in conversation and confiding our innermost secrets. He confessed that he and a coworker had been flirting. He had a major crush, and needed my help. He wanted me to teach him how to suck cock. So we went into my bedroom and I gave him a lesson on a variety of dildos. By the end of the night he was an expert. Continue reading “The Company Brunch” →

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Lady Kayla and I always have fun with our little Sissy Sammy! Last time we were in with the hottie, she was really showing us how hot and horned up she is for ladies like us. We obviously knew about her devious little whimpering begging before, but it’s so good to have it in the moment. Dressed up in her favourite sexy silky lingerie, making Kayla and I even more excited to unwrap our little sissy present. Of course, we aren’t going to make this go quickly. Us Candy Girls are ones to savor the moment, especially on occasions with Sammy.

Continue reading “Kayla And Mila On Sammy” →

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I was reminiscing about my first sissy recently. There’s something undeniably seductive about exploring power dynamics in a relationship. For me, stepping into a dominant role with a partner isn’t just about control—it’s about trust, vulnerability, and the intense connection that blooms from those moments. One of the most exhilarating experiences, the first time he wore panties, often makes me smile. There’s nothing hotter than kinky twists on traditional roles.

I won’t lie, watching him surrender his masculinity to me was beyond thrilling. I picked out a silky pair of pink panties, with delicate silk flowers embroidered on the edges. He whimpered as his cock felt the soft fabric for the first time. Continue reading “My First Sissy” →

Girl Talk Confessions

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One of my favorite types of calls is girl talk confessions! I love hearing what you naughty boys do when you’re dressed up as sexy sissies. Some of you are filthy sluts, and your stories leave my jaw dropped!

A few of my lovelies likes to call me while getting dolled up. As they roll up their stockings and clip on their padded bras, they dive into the slutty details that they can’t tell anyone else. I mean, hello, who else but me knows how much of a sissy whore they are? Just the John’s they swallow, I guess.

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I turned the shower on so it could heat up as I unloaded my suitcase. As I got in the shower, enjoyed the warmth and just soaked it all in. I stayed in longer than I should have. I had to rush to get ready for dinner.

We had dinner delivered to my room as we went over the agenda. My boss and I sat on the couch while the CEO sat at the desk. I could feel everything was coming together as I planned. Continue reading “Chronicles of Sherry- Delivering Punishment -Part III” →

Babysitting Mila 1-844-332-2639 Ext. 220

One thing about being a cute teen that everyone loves, is that you get a lot of babysitting jobs. Like, a lot. So many little ones to look after, especially since I have nursery experience! And I always make sure to take as many of these little jobs as possible, because I know those little ones are going to love me! They just can’t get enough of the special games Sitter Mila loves to play with them! Even if they pretend to complain, I always know they watch me leave with that dreamy haze in their little eyes, waiting for me to come right back!

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