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My big brother was left in charge of me to babysit me for the night.  But I’d been planning for his night for weeks.  When everyone else was busy, I hid some things behind the couch.  After Mommy and Daddy left, I told big brother I wanted to play a super fun game.  He smiled indulgently and said we could play any game I wanted.  I held out my pinky and made hm pinky promise to not go back on his word.  He laughed and wrapped his pinky around mine and made the promise.  So, I climbed over the back of the couch and pulled out a pink thick diaper and a pretty pink dress.  Then I told him I was turning him into my sissy baby girl.

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boss

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Miss Anna had been assigned a new boss at work. She immediately couldn’t stand him at first sight. He seemed like a real prude. He would correct everything she did, and make her even re-do assignments over and over.

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He loves to buy me socks and panties. They are his ultimate turn on. Lots of guys are into lacy teddies, leather thongs, and crotchless panties. But not him. He’s all about full cut briefs and cable knee socks. And not just any brand. He’s a connoisseur. The panties are a very specific style and material. They are so thin and silky that it almost feels as if you’re wearing nothing at all. Like a soft embrace, they lightly hug every curve. Oh and the colors! They have so many beautiful, brilliant colors, from light pastels to deep jewel tones. Then there are the prints! From polka dots to florals, there are so many cute ones. And the cable knee socks! Where do I start? The refined, classic cable pattern is timeless and modern. The seamless toe provides a smooth experience like no other. In so many colors, it’s impossible to pick just one. It’s like an addiction. You can’t stop until you have a pair in every color. The perfect and precise blend of materials make for the most buttery soft socks you’ve ever felt in your life.

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Lead By Example

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A good trainer is someone who understands the importance of leading by example. I wouldn’t make my sissies do anything that I myself wouldn’t or haven’t done. So when it comes to a new sissies first time sucking cock, I love to make them dress up and watch me give head.

It’s so emasculating, that first time. To be in panties and stockings in front of another man. A real man. One who is about to get pleasured in front of you while you are denied the satisfaction. It’s the first time a sissy learns that serving isn’t about them and that they should begin to welcome denial.

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prissy sissy

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They all want the same thing: to shed the heavy cloak of their ingrained manliness and embrace the exquisite lightness of a prissy sissy. To them, I am Mistress Amber, and that title is the first lesson. They come to me, not as men, but as puzzles. Rough, unrefined lumps of masculine expectation, yearning for the delicate touch of my chisel.

My studio is a sanctuary of silks and satins, of soft lighting and the sweet, cloying scent of powders and perfumes. It’s where I perform my artistry. I don’t just dress them in lace and satin, though that is a crucial step. The goal is to ultimately reshape them, from the inside out. Their posture, once broad and assertive, must become pliant, shoulders gently sloped, hands clasped demurely. Their voices, those booming declarations of male ego, must soften, rise, become breathy and almost apologetic.

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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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sissy blog

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It felt flattering at first, this intense desire to know me, every corner of my journey. He’d lean in, eyes wide and earnest, asking about the names and faces that came before him. “What was your first boyfriend’s name?” he’d ask, genuinely curious. “How old were you when you lost your virginity? What was that like?” He wanted details, not just broad strokes.

He wasn’t just curious about my experiences; it felt like he was studying them, absorbing every confession. When I mentioned I do phone sex, his interest spiked. “Why did you get into that? What was the wildest thing you ever did with a guy on a call? Or in real life?” His questions were relentless.

Continue reading “my newest sissy girl”

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My sissy boyfriend was exploring his sexuality with me. He confided his darkest pleasures with me. We experimented. I ate his ass, pegged him from the back, and treated him like my girlfriend. After all, he was a sissy boy.

I bought him some anal beads from the sex shop. There with about 6 beads to a thread. The top bead was big and fat, and the sizes got smaller to the end of it. They were shiny and purple ( his favorite color.) I couldn’t wait to surprise him with. I knew he was gonna love it.

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You Still Wear Your Mom's Pantyhose

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I know your secret. Did you know you talk in your sleep? It’s true. After a fantastic night of lovemaking, with my head resting against your chest as you slept, I heard you mumble. I listened more carefully, and what you said was, “Please, Mommy. I won’t wear them again. Don’t spank me.”

Wear them? I thought. What had my naughty boy stolen from his Mommy that caused him to get punished? “What did you wear?” I asked softly, while noting how your cock pulsed to life under the blankets.

“Your pantyhose again.” You tossed your head side to side in your slumber as if you could escape Mommy’s wrath.

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Bethany

 I was his sultry dominatrix , and he was my sissy submissive slut. Brought him out of his shell, and helped him find confidence. So after a few months of play time, he stated to me that he couldn’t be my sissy slut, because he had found himself a new relationship. I actually had liked him, and I loved the fun we were having to be honest.  Brought him out if his shell, and made him more confident.

I needed a rebound fling. I decided to go out, needed my fix for domination.

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