My Life as a Shemale Part8 - Sex Stories

My Life as a Shemale Part8

... sure you are still a virgin, how does that work?". She explained that she has to go to check ups every so often at the doctors and made sure that her hyman wasn't broke. So I said "Then why don't we break it?, does it hurt?". Even though I could not see her face, I could tell she was thinking. After awhile, I was about to speak because she might have fallen asl**p, she said "I guess we could, all you would have to do is stick your penis in me but its way too big, it would certainly hurt". I thought for a moment, "I got some buttplugs, you know toys for sex, maybe that would work?". She said "If they are like dildos, they might, we could try and see". I turned on the night stand light on that was very dim, got up and looked for the plastic bag Sam had given me. I found it quickly and opened it, it was actually a 3 pack of different sizes and they were pink. I loved them immediately. I also found another whole bag of the syringes she had shown me, she was certainly a great friend. I unpacked them and gave one to Sin who looked at it, "This could work, I guess, I don't know" She seemed a little skeptical and worried. She pulled up her nighty and I could see her slit, it was smaller than Sam's and the lips seemed more closed. I also knew it was untouched which seemed exciting to me too, but there was no way I would fit into her. I was beginning to think that this might be a bad idea when Sin took the buttplug and unexpectedly started to guide it into herself, she pushed the plug ...

... between her lips but it didn't seem to give and after a few moments she asked, "I need to be wet I think, can you get me wet?". I thought for a moment, then I leaned forward between her legs and stuck my tongue out and over her smooth lips. It tasted a little sour at first but I wanted to help, so I kept licking her small pussy. Eventually I pushed my tongue forward which spread her lips apart aiming for her hole at first but then working my way up to her clitories, thats when I started to get a real reaction out of her. She leaned back into the pillow and after awhile I could hear her moaning, she put a hand over her mouth as not to wake Tim and Sam. The success of what I was doing became clear soon after, she was getting wet, I mean really wet, the taste started to change as her body produced fluids to welcome the usual intruder. I was going to stop when she pushed my head back down, I figured she wanted me to keep going and I did, I licked her clitories and it seemed to swell out of the protective folds of her vagina, it was exciting. All of a sudden her body started to shudder under me and pushed her pelvis up and into my face but maintaining the fierce grip she had on the back of my head. I knew she was having an orgasm and it must have been incredible from the bucking and groaning I could feel and hear. She looked down at me and I was covered in her cream. I wiped it off quickly and I saw her pulling her gown over her head and then mine. She pulled me up to her until we ...