My sissy boy lover came back to call. My problem was that he came dressed down, looking a little frumpy for my tastes in some jeans and a t-shirt. So, I pulled him inside and put him on the floor. On his hands and knees, I undressed him before spanking his tight little ass for showing up so shoddily attired. When I finally had him down to his bare skin and had sufficiently punished him for his lack of good judgment, I pulled out an outfit I had made him leave here in the past. I handed him the box, and ordered him to get dressed right there in front of me.
He pulled the panties on first, tucking his cock gingerly into the thickest part before adjusting the g-string into his ass crack. Then, he put his bra on, filling it out with the little silicone pads I had found for him. At this point, I told him to stop and follow me. When we got to the bathroom, I pulled a razor and my shaving gel out of the cabinet. I forced him to shave, and watched as he did it. I popped his ass every time he missed a spot, and he missed a few.
Once he finished shaving, I brought him back into the living room, and held his dress up for him. He pulled the sexy, slinky little pale blue slip of a dress up his legs and over his hips. The dress hugged every curve of his sweet body, and his hard cock was a bulge pressed against it. When he had finally finished dressing, I brought out the wig I had bought just for him. It was close to his natural medium brown, but with some natural red shot through it. It was a sleek style that would complement his facial structure. I sat him at my vanity, and watched patiently as he put on makeup, receiving approval for each item before using it. He was such a sexy sissy. When he finished, I rewarded him with my pussy on his face.