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They got what was paid for, but it left a bad taste in my mouth, with her looking like she'd done something she didn't want to do. I'm in the comfort and joy business. I don't like leaving people that way. I chatted with a few of the other girls and boys in the trade and it sounded like I wasn't the only one getting that vibe, either.I check my private pay account. $20 over my normal role-play fee."Gee wow, Harry. You're a selfish fucking pig and cheap to boot. I do like your wife, though. She is sweet and pretty and deserves better than having to do this shit just so you can get your little stiffy off."As I sip my latte, I mull it over and a little plan floats up in my head. After a few minutes, I decide I like it. I check my schedule and text him an okay, then make a couple of calls.It's Tuesday night and I find her sitting in the corner of a big, deep couch in the den, watching some tv dribble. She is middle-aged, a bit doughy, and wearing a cheap black nightie that only a man. Now as we worked ourselves to a fevered pitch I wanted to make sure to hold off so she could cum again before I fucked her. This was going to be difficult since this woman who was now making sure to get as much kinky experiences in as possible before leaving, was now sliding a wet finger into which was once a virgin as and now has been penetrated several times with her strap on and her fingers. I followed her lead by entering her tiny puckered hole with a finger of my own as we both seemingly in competition tried to hit the finish line first. My balls ached so much from cumming so many times I didn't think when I came anything would even come out but I was so close to finding out when her ass nearly broke my finger as she screamed that she was cumming again. This was good for me as she was so into her orgasm that she stopped sucking my cock allowing me to hold off cumming just yet. I flipped her onto her back and in a missionary position I entered her and kissed her at the same time..
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