These two belong together despite their significant age difference. Both strikingly good looking and classy. She must have been at least twenty years younger than him but they looked like they belonged together. I had an instant of jealously for the man that had, sort of, rejected me but it quickly passed and my feelings turned to admiration. This young woman had the smarts to see what I had seen in Gregory and Gregory had the balls to go after something that most men his age would shy away from because of the attention she would obviously garner from men her own age. I was impressed!George and I finished our dinner and ordered a desert to share and another round of drinks. We didn’t talk much. George knew that I was intently studying Gregory and his girlfriend out of the corner of my eye. He let me enjoy my voyeurism.Gregory was still working on his pint of beer. His date had ordered a martini and was making short work of it. They were chatting and laughing like any couple would do. Her bare pussy was stroked by him and was just about to push a finger into her when he was stopped.“Not to fast now we want this to last. So what do you want to do to this beautiful woman now? What is your wildest desire? “I want to fuck her in the ass” was the first response.“Okay and how do you want her positioned?” “Just bend her over and I will take care of the rest.” I took the strap down and led her to a padded bench and bent her over. The fellow had taken off his clothes and was behind her with a massive cock. Her ass was tight and the cock was big so getting it into her required some force. He moaned pushed hard and it slipped into her ass. His hands were on her belly playing at her clit and the other on a tit playing with her nipples.She winched as the cock pushed its way into her and then as she gave up the pain subsided. Then she felt his cock go deep into her, deeper than she had ever known and he was pumping with a rhythm. The strokes became faster and faster until she.
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