“...You’re gunna get your brains fucked out!” he laughed. He leant over and prodded at her exposed ass-hole. “Tell you what, that little bum freckle is doing things to me, I bet you’re a backdoor virgin huh? Yeah, I’d like to be the first to fuck that tight little hole!”“Nnnnngh…..nnngh…strrrrrr” Jane cried out into the gag as he got out his cock and stroked it hard. His deputies cheered him on as he got onto the bed and positioned himself at her ass. He spat on his hand and rubbed it onto his cock. The Sherrif took hold of his cock and pressed the fat cock head into the small anal opening. Jane screamed into the gag as he slowly forced the sphincter open and pushed his member down into the clenching hole.“Ahhh yeah! You are a tight assed bitch!” The Sheriff leant over her and pulled his cock back before thrusting it into her again. He looked into her teary eyes as he sodomised her with long hard strokes. Jane couldn’t believe how painful the ass-fucking was. The cock in her ass felt. That was over the same night it happened. I was yearning for another encounter when I saw an ad in the personals of the local paper. A woman in her late fifties would dress like a nurse and role play for a price. This got my attention. I called the number in the ad. She quoted a price and said, "Although we will play, there would be no intercourse involved." I was hot by then, I just wanted to meet her and see what this role play thing was, and she was twenty something years older. When I arrived at her apartment, she ushered me in. I was surprised to see an older man in a bath robe, smoking cigarettes and watching television. He paid no attention to us. She whispered to me, "That's my husband." She was a Jewish woman. She was short, with afro type grey hair and green eyes. She was old looking, but had a very pretty face. She wore a moo-moo type dress. She lead me to the bedroom. She told me to remove my clothes and lie on the bed. She then said, "I'll be right back." She left the.
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