I kept my spent dick in my sissy's mouth until it started to go limp. Sissy Gwendolyn expertly and eagerly cleaned every drop of cum off of it with his well trained tongue.
"Take off your top," I directed. "I want to see your titties." My new sissy obediently did as his master instructed.
"Now I 'm going to fuck your pretty little sissy ass-pussy. How do you feel about that?" I asked.
"Oh, please, please, please ram your enormous cock up my sissy-pussy," my new sissy pleaded desperately. My dick sprang to attention once again. I was going to fuck the shit out on this sexy sissy plaything.
As my new Sissy wiggled out of his sheer black lacy top, I was able to admire just how perfect and feminine his little sissy body was. I took a moment to drink in his long skinny legs, his pale, soft skin and those incredible titties. The room had mirrors everywhere -- even on the floor -- so I could enjoy the sight of my new plaything from several angles at once. This was the best moment of my life.
And then it was time to take my sissy home. While Sissy Gwendolyn and I were getting acquainted, Ms. Trainer's staff had move Gwendolyn's few possessions into my car.
"Would you like us to dress him before you take him to your car?" one of Ms. Trainer's assistants helpfully offered.
I thought for a moment. I knew there was a heavy snow falling outside and a bitter cold wind. "No thank you," I replied. "He can walk out to my car dressed exactly as he is."