In his car, we looked at each other. I leaned in and we kissed. It became a kiss full of lust and desire. His lips were strong but gentle. It made the temperature in the car dramatically increase.He invited me back to his house for a drink. He said we didn’t have to anything and that he wasn’t expecting anything. The only problem is that I wanted to do anything and everything. I’d never been with a man as old as him. I dated older guys, but Jason had his own home and it wasn’t just any home.I wouldn’t call it a mansion, but it was a lot of house for one person to live in, complete with a pool. We started in the kitchen with wine and I couldn’t stop imagining him bending me over the granite counters. He gave me a tour of the house that ended halfway through.I ended the tour when I took his hand and led him to the bedroom. Contrary to popular belief, I didn’t do it because of the concert tickets or his luxurious house. I did it because he had turned me on and when that happens it’s. 15 minutes later my ass felt completely fine and I knew it was time. I lubed up the big one and as soon as I took the smaller one out of my ass started to insert its big brother. The first few inches went in very easily, until the fat part (6 inches in diameter) started to push against my ring. Oh my God, the pain shot through me. I found it easier to lie on my side with one leg pulled up to my chest, gently pushing fat boy into my ass. My whole body was tingling and my little clit was beginning to dribble my sissy cum, with a final push, the butt plug entered my ass, and I smiled with the achievement. I knew then that I had proven I was worthy of being Daddy's little sissy bitch, he could have my boy pussy any time he wanted. My chest swelled with pride, this was my role in life. Again I lay on the bed this time for about an hour feeling how I was stretching to accommodate the intrusion in my anus. Only then could I risk starting to fuck myself with it. I felt shooting pain give way.
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