I was hard working, poor, smart, athletic, popular, and sexually active. Jill was filthy rich, spoiled, envied, and promiscuous. At the end of my juni...r year, I made Jill exclusively mine and began training her as I wanted her.Her parents approved of our relationship and treated me like a son. Jill was a year behind me in school. Her father paid for me to go to Yale, withdrew her from our local high school, and sent her to a private school in New Haven. He paid for a large townhouse where Jill. If this was going to work, I was going to need all the lubrication I could get. I begged Freddy to push in some more as I bore down as if I was going to shit. All I wanted was his hand to enter my rectum, with nothing going out. There was a moment of extreme pushing by Freddy my asshole felt like it was going to split open; then my ass was working, trying to engulf his hand. Then … it was in. I could feel my anus close around his wrist, and I could feel the bulk of his hand inside me. I was. More

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