It took a bit of coaxing, but the crowd cheered as the head popped in. I slowly started to lower myself down. I had only gotten about 4 inches in when I hit a brick wall. My pussy wouldn't take anymore. I had to work it in like Big Daddy did to me last night.I wanted to win, so I started to ride. I put my hands on the chair to brace myself. Up two inches, back down, up, back sown. After a couple minutes of riding the four inches I had a breakthrough and my pussy accepted more of the massive black dildo. Soon I was working my way up and down 5 inches, then 6, then 7, then 8."We have a winner!!" Marcus yelled.I was so happy! I shrieked and raised my hands into the air in excitement, forgetting that I was using them to steady myself on the massive black dildo. Because of this, my body weight was completely resting on the dildo and I dropped down 6 more inches.It was so intense, I felt fireworks and blacked out for a second. A couple seconds later I came to. I was completely bottomed out.. Elaine had Emma kneel and kiss her feet whilst she thanked her for the caning, and then the tearful sissy was taken to the wash-room by the smiling and contented maid. Washed and fed, her pills taken, Emma was led into a large room where Elaine awaited her. The room was ringed with seats which were occupied by many males, some business suited, others casually dressed, all wore masks, some simple, some distinctly sinister. The centre of the room was furnished with large futons on which maids lay casually. Emma was naked except for the chiffon negligee and a hubbub of approval reverberated from the watching males as the increasingly dainty sissy was walked to her beckoning mistress. Elaine showed the sissy a mean but pretty corset which was wrapped around Emma’s white hairless body as she knelt before her mistress and a maid. The laces were threaded through and Elaine took great pleasure in putting her foot in Emma’s back as she pulled the corset tighter and tighter. Emma fought.
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