A Natural Sissy

But three months later he began to understand. He sold his house in Atlanta, moved in with me, where he follows me around like the good bimbo puppy he is going to be, hoping I'll let him fuck me again. And I just may, as a reward, if he trains well. He does have a nice cock. But for now it's just teasing and training, and learning how to put on his makeup properly. He's doing well in selecting his lingerie and feminine outerwear when we go out for parties and such. He's down to one day a month dressing as a male now, and that will cease very, very soon. As soon as the hormones make his breasts too large to hide. They're coming up on 38B now. I catch him fondling them occasionally.

"Stacy! Where are you? It's time to dress for dinner." When I walked into his bedroom, I found him already at the vanity applying eyeliner. He had his lingerie on already, and I must say it is as feminine as any I've ever seen. The lavender bra was lacy with an open nipple design, and his pierced nipples were as visible as his erect cock, with its little gold ring at the base just where it joins the ball sac. The matching open crotch panties allowed attaching a leash to the ring when I wanted to lead him along behind me. His garter belt held his lavender stockings ended in purple patent pumps with four-inch stiletto heels. I guess the only thing not ultra feminine was his hair. I kept it cut in a man's short, almost crew, cut just so he and anyone else would no he was not a woman, but a sissy.

"I'm getting ready, Gail. I won't be much longer."

I was dressed to the nines in a smart sequined cocktail dress with a hemline just long enough to hide my ass cheeks. Stacy's was only inches longer, but he looked sexy as hell with the open nipple bra showing through the gauze bodice of his almost skin tight strapless sheath. His dress was of course pink, the mandatory color for introducing a sissy to your friends. I suppressed a smile as I gazed at the earrings dangling nearly to his shoulders, the turquoise and silver contrasting, and catching the light just as I had hoped. And it matched his silver and turquoise choker necklace perfectly. The sterling chain suspended from nipple to nipple added to the boi toy image I was going for tonight. I had told him to go heavy on his makeup, because everyone at the party tonight would do the same.