
I couldn’t help but let out a giggle as I walked into the bedroom and found my older cousin Jason prancing around in his mother’s silky lingerie, twisting and turning in front of the mirror, blowing kisses at his reflection. His blush turned bright red as he froze, eyes wide, when he heard me enter. “J-Jason?” I asked, my voice lilted with amusement.
“What are you doing in your mom’s panties?” He sputtered, trying to cover himself with the lacy bra that was two sizes too small for his chest. I sauntered over, my hips swaying in my tiny denim shorts. “Oh Jason, you poor little sissy, trying to train yourself on your own! That’s so adorably pathetic.” I grinned and patted his cheek.
“Don’t you worry, from now on, you’re going to get the best sissy training from your favorite cousin. By the time I’m done with you, you’ll be the perfect little baby girl!”
Over the next week, I left no stone unturned in his sissy transformation. I started by having him wax his body smooth, squealing and crying the whole time which made me laugh. “There’s a good boy, you’re going to look so cute with this bare little body,” I cooed, patting his head. I put him in training bras, too small to contain him, and the tightest thongs that disappeared between his cheeks. “Goodness, what an itty bitty waist!” I exclaimed as I laced him into a corset.
His stomach was sucked in so hard the bones of his pelvis poked through his skin. I plucked and waxed his eyebrows into comical arches and made him up with tons of eyeshadow, mascara, and bright pink blush. I styled his hair into bouncing pigtails and made him prance around in 5 inch heels. “Keep your knees bent and remember to quiver!” I chastised, squeezing his ass hard to make him bounce. “Yes miss, I’m sorry miss!” he whined. The whole time I couldn’t keep my hands off his little body, spanking and groping him constantly as he squirmed and whined.
By the end of the week, I felt so inspired seeing a once masculine man so thoroughly turned into a sissy. I was going to do this for all the sissies out there and open the Sissy Sisterhood Training School. Jason would be my first in a long line of eager pupils.
I smiled wickedly, imaging all the sissies I could make. “Alright Jason, time for the final test,” I purred, making him shake with excitement and nerves. I stripped off my clothes, revealing my petite body in just a thong. “C’mere baby girl, show me what you can do.” Jason’s puppy dog eyes lit up as he slid to his knees. “Yes miss!” he squealed happily.
I tangled my fingers in his pigtails and rubbed his face all over my little pussy. “Good sissy! Shove your tongue in deeper, get in there! Mmmh ohh your sissy tongue feels so good!!” I cried out, grinding my clit against his lips. Within minutes I was cumming hard. “Ahhh!! Yes yes yesss!” Jason looked up at me adoringly, his face soaked with my juices. “You did so good baby girl, such a perfect sissy!” I cooed, petting his hair. I knew he was my bitch now. And soon every sissy would be too.
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