Anal Therapy

I finished off the outfit by sitting on the couch and sliding the thigh-high stockings up my legs. Then I stood up and fastened the garter straps to the stocking tops, which is tougher than it sounds. Dr. Dross walked back into the office just as I finished hooking the last clasp.

The doctor filled otu Ann's neon green bikini nicely. Dr. Dross' tits were bigger than I imagined. A cute spray of freckles spotted her chest. But the sexiest touch was that she still had on her black high heels, emphasizing her curves in exactly the right way.

She carried a small canvas bag in her right hand. The doctor looked me up and down and raised an eyebrow.

"How does it feel?" she asked. "Do you like dressing like a woman?"

From the thong resting on my asshole to the bra cups squeezing my tits, silk and lace touched every erogenous zone of my body.

"Yes," I said.

"Good," the doctor said. "Have a seat. We're going to do your make-up."

I sat on the couch, as Dr. Dross pulled up her chair to within a foot of me. She sat down and pulled a tube of red lipstick out of the canvas bag. I stiffened my lips as she colored them. After capping the lipstick, the doctor pulled out a black eyeliner pencil.

"Look up," she said.

I did, allowing Dr. Dross to underline my eyes.

"Now close them," she said.

Dr. Dross did the lids.

"Keep them closed," she said.

She brushed on the eyeshadow in short, quick strokes. When she finished both eyes, I opened them. Dr. Dross pulled out a small bottle of perfume and sprayed me between the tits. My heart began to race as the scent drifted into my nostrils.

"This isn't Ann's perfume," I said. "She's going to know something is up when I return this outfit."

Dr. Dross smacked me on the cheek. This time it was more of a playful tap than a punishing slap.

"Don't worry about it," she said. "This is all part of the therapy. You'll see."