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Getting him to allow that to happen isn't easy and I don't think it will happen anytime soon. He loves me a lot and is very jealous whenever he sees me talking to other guys. I threw out the offer to let him have a threesome with another girl and I if he allowed me to bring another guy but he wasn't down with the idea. Fortunately for me, I convinced him to take it up the ass which in my opinion is the first step of transforming him into my ideal cuck boyfriend.It started with me throwing the idea out about how I wanted to fuck him so bad with a strap on and that it is one of my fantasies. He was very hesitant and called it gay but then I told him about how he could get whatever he wants in return. We made a deal where how many inches the strap on was he would let me use on him, that is the amount of wishes/favors he can get back so we settled with four inches. In return he wanted me to eat food with his cum on it, let him piss on my face, let him cum on my pants and have me walk out. "Joy's date sauntered over with a knowing smirk. The news that Rita Riley's daughter was dating – and had apparently settled on a public school student – had made the rounds from Clairborne Benedict Prep to several of the wealthiest families in the area. Robert Holmes' father and mother had made their fortune in real estate but the prices were getting higher and it was becoming tougher and tougher to add to their wealth. Robert thought plucking Rita Riley's daughter from the vine might be the perfect way to ensure his family was always wealthy – an assessment his parents shared."Hello again, Regan," Robert said in his best debonair voice."Have we met?" Regan asked, pointedly looking at the hand the man held in front of him."This is my escort, Robert Holmes," Joy said. Her face was neutral but her eyes danced with merriment."Oh, yes," Regan said blithely, still ignoring Robert's attempt to take her hand for a kiss. "I believe Joy mentioned that you were invited. It's a pleasure to make.
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