I needed to look clean and handsome for my older beauty, the woman that was going to get me back in the game. I stood there in front of the mirror inspecting myself looking over every inch of my body. Examining the lines of my figure down my stomach, hips, legs, ass, and decided I could do with a little less scotch in my diet, but still a good showing if I must say so myself. It didn’t matter, I was in a rush, I had a date with an older woman, a cougar.I was in the car driving to meet Patricia and my stomach was in knots, I was unbearably nervous. I was going to meet up with a complete stranger and defile her. I had just stopped off at the liquor store for some courage and was minutes from her house. I drove slow as I needed time to collect myself and summon the suave bachelor inside. I parked the car, walked to the door, and was met by Patricia waiting for me at the door in a stunning night gown. I first thought she must be cold and upon greeting her, as we embraced with a hug, all. I began to moan and cry on my ball gag, unsure of whether I was feeling pleasure or pain. It was an intense sort of pleasure, one I had never experienced before. Very slowly, he pushed the toy deeper and deeper into my asshole. It felt like it was getting larger as he pushed it further and further in. I felt immense feelings of pain as he pushed it deeper in, but it was the type of pain that kept you wanting more. As he pushed further, there was some resistance, and he was a little rougher in getting it all in.I yelped as he roughly pushed the last bit in and he whispered in my ear, in a firm but seductive tone, “Take it all in, my little slut”.Feeling the whole toy in my ass fill me up felt beyond any type of pleasure I’d ever felt, but he was not even close to done. He placed a rope over my tight asshole as to hold the toy in and wrapped it up around my body a couple of times. Then he tied my ankles to my thighs so that my legs remained folded and made it hard for me to move in any.
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