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Benjamin would do the six hours, take the caning andwear the dress.By the ninth stroke of the cane Benjamin was crying like a school girl.He was tryin... to kick his legs but they were bound to the horse, he wastrying to cover his butt with his hands but they were tied to the horselegs. Even though gagged the women could still her Benjamin plead withMavis to please stop and let him wear the dress. But he would receivethe full twenty. The women watched and smiled. They were past the shockand awe. Giggle. No way they could concentrate!He won a lot! In fact, He said it was enough to pay for my apartment for a year, plus! After leaving the table and cashing in, we went to the expensive fancy restaurant. It was really late at night but there were still some people eating. He chose a big round booth in the back and even though it was big, He sat in the middle and i sat close to him..my shoulder against His bicep. Of course He could now slide between my legs and finger me. His fingers were. The closer we were getting to the event the more feminine I was becoming. I thought about how I looked to him as he was about to take another virgin butthole. I walked slowly so he could take in the full picture of me from the back. Chubby brown gurl, smooth chocolate skin, black tight tube dress just covering my butt, shoulder length black hair with red highlights, black mules with pink heels, thigh-high nylons with little bows in back. I dressed slutty for him and by the look of his hard. “Oh momma ... you are so full of surprises” I commented when I discovered that her nipples were pierced by little gold bars. Maybe this momma had a wild side to her.“Come closer” I beckoned.When she was close enough I cupped her massive breasts and flicked her nipples with my fingers. She retreated a little, but after giving her a harsh stare she stepped forward again to allow me to continue playing with them.After a couple of minutes I stopped and asked her to step back whilst I stood up..
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