We moved into the back of the car, and I bent over on the back seat. He unbuttoned my jeans and pulled them down with my boxers. I was scared as hell by this point.“Please be gentle” I pleaded.“Don't worry”. He pulled a tube of something from under his seat and squirted it on my asshole, and he started rubbing it around. He plunged his well lubricated finger into my asshole and gyrated it. It was so sexy. In goes another finger, and another one. He had 4 fingers into me. It was hurting a little but it felt good at the same time. He rubbed my chest a little, through my shirt.I was so aroused and just wanted him to get on with it. He rubbed up and down his cock with the lube and then massaged it over the head. He grabbed my hips with his strong hands and pulled me onto his cock. It hurt like hell.His four fingers had done nothing to prepare me in comparison to his huge cock. He slowly went in and out. I groaned.“Don't worry. It gets better” he pleaded. I started to ease up my ass hole. It quickly became apparent that Jack and Sheila had covered a lot of the problems and still believed that the situation could be managed safely. Very simply, Jack was turned on by the thought of another man making love to Sheila while he watched. Sheila felt that she loved Jack enough to allow this to happen. They both, foolishly or otherwise, believed that this was a situation that they could control as they wished. I was not so sure.Somewhat to my horror the first candidate Jack considered for Sheila's lover had been a co-worker who had tried to hit on her more than once in the past.Patiently, I explained that he was probably the worst of all choices--if it all went pear-shaped they would be unable to avoid each other. They quickly decided that the tryst would be with a carefully picked stranger.About this time Sheila started chatting by e-mail in her own right. She wrote that she was curious as to how, as a writer, I would set up a similar assignation in one of my stories. I had.
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