After she became comfortable with everyone, Amanda began acting like the big sister, almost motherly. She gladly helped teach Julie many things that s...he previously didnt know about being sexual. She was always eager to play with and show off her little sister too. But this morning, Amanda came into my bedroom and got Amy out of bed and told her to shower. She took off her bra and panties and then climbed into bed with me, I was completely naked under the covers already. She snuggled up close. She wriggled, clenched her sphincter and grunted with exertion as my cock head fought against her resisting ring. I could feel the ring was starting to give, ever so slightly. She could sense it too, and she started crying out through the gag from exertion and fear as the ring slowly started to lose the battle. I pushed a bit harder and suddenly the her anus lost the battle and parted as my cockhead forced it’s way in. Her whole body arched, her head going straight back as she emitted an. I dumped the contents onto the bed and looked at her questioningly, she told me I was to do as she asked, I was to serve her without question. In the bag was a black lace and silk teddie, a pair of thigh high stalkings and a pair of stiletto heels. She told me to hurry as she was getting impatient. I did as I was told. When I was dressed she asked me to lay on the bed and she began to tie me to the bed, she had me lift my head and put a blindfold on me. She then bent and kissed me. I experimented with anal sex by myself, kind of exciting sometimes, but not that pleasurable for me. It wasn’t until many years later that I started to discover where my deepest desires could find expression. Ladyboy Paula was taller than me, especially on her heels, and hot looking with her long black hair and makeup. I had thought about having sex with a transsexual and sucking my first cock for years till I finally came across her ad and showed up at her place, ready to take the plunge. We.