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The sissy old man wanted to be fucked from behind. I put a condom on and gave it to him, yanking the condom off at the last second to cover his back in jizz.I can't forget Phil. He was a Realtor who supposedly had a hot wife for FMM, but wanted to put me through the paces first. To make our first encounter more wild, we did it in a furnished condo he rented out on one of the made beds. Phil had a nice body and was a handsome guy.All of this got me nervous. We went to the bedroom and got naked. I offered to start by sucking his cock. It was not huge or small and had a nice length to it. Before long, he was shoving his clean shaven asshole towards my tongue. I licked it good and I think he wanted me to fuck him but I was so nervous I couldn't get it hard! I managed to get my flaccid dick to drip out a load of cum pitifully while he watched, and then he held my head still while he sprayed a very large and thick set of cum rockets across my open lips into my mouth. I. We developed a good relationship and she often talked with me, asked for advice and prolly just wanted someone to talk to. How could I refuse? She always did good by me, did great with my son and she's fucking gorgeous. I gave her a key to my house, she had my schedule and would just come over in the morning. If I was still sleeping she would come in and wake me up. I often sleep naked. She showed up and went in my room to wake me up and for the first time in months apparently my covers were pulled to the side enough for her to notice. It wasn't until that evening after she left when she told me that she seen that I was naked. This led to quite the conversation. She told me how she was attracted to me and tip toed around, worried that I would be mad or reject her I guess. Eventually it came out that she wanted to play with me to wake me up but didn't want to cross a line. I was totally fine with the idea and told her that I was also attracted to her and welcomed her to come by.
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