Saturday, December 17, 2016

Taking Delivery of My New Sissy -- Part 2

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.

Just look at my perfect Gwendolyn in the picture to the right.  I did fuck him right there.  As I fucked him he started crying, either from the pain of my giant cock up his tight little ass or from the humiliation of being another man's sex toy.  I smiled at the thought that both were true. I must have dumped a gallon of my hot sticky cum in his ass!

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."


  1. hot lovely story....................

  2. Enevitably the hot momma trained the pretty sissy boy into a new daughter and gave him the name"sissy" Soon, the hot momma had used the boy into a good fuck toy. She would use a strap on to get his ass nice and wide for others who love to fuck young sissy's. The pretty boy soon learned that hard cock felt good as MOM sucked the pretty boys Cock. Soon the pretty sissy was sucking cock fucking Mom and Dad and also sister.

  3. Soon, the pretty sissy was sucking family cunt and cock regularly. The Mom drugged him and soon there wasn't anything in the world that the sissy slut would not do for the Mom.

  4. The pretty sissy boy and the hot incestuous perverted family functions got kinky and sexy. The mom was adamant about the seductive nature of using the pretty sissy boy and utilising him to get the boy into the world of lust and enjoyment of the perverted sextrade. The pornography made the family wealthy and the family started a new line of transvestite incest driven films. Now the hot and sexy transvestite incest between mom and dad were obviously a lucrative money maker.

  5. Cumming attractions: "Momma" trained her sissy's to do her bidding. Now was just the beginning of the intensified coaxing of the family to be a part of this incest between mom and dad and all in the family.