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Scott and I were constantly bickering over our financial issues. We hit rock bottom and neither of us knew what we could do to correct this situation. My friends knew things were tough, but they had no idea just how serious it had become. Trying to help, my girl friends planned a night out that included dinner in the city and then maybe hit a few clubs after dinner. They knew I needed this, and although I knew we couldn’t afford it, I just couldn’t bring myself to say no. Because they were all still financially secure, the plans were to dine at Pastels, an upscale restaurant. I chose a short dark maroon dress, with matching black strappy heels. The dress was styled as halter with the front plunged below my navel, barely covered my breasts wearing it sans bra and showing off my tight abs. I wore a barely there black lacy thong. Strange, but that night I wanted to feel especially sexy, sensuous, and hell, even erotic. I also slipped my sexy, toned legs into a pair of sheer black thigh. Ever so gently she began pushing into me, I relaxed as much as I could, feeling my outer ring being stretched further than it ever had been before. She paused for a few moments then continued. The pressure was constant and I was beginning to wonder if I would be able to take it in, then at once I felt a pop, a sharp pain and a feeling of fullness like I’d never experienced. Mistress Kasey paused, obviously seeing my face contorted in discomfort. After maybe 30 seconds the pain subsided and a wave of pleasure took over; I gave mistress another nod of approval and she gradually buried the entire thing into my ass. The feeling was almost indescribable, I’d never had a cock in my ass, I had just lost my anal virginity to a beautiful, muscular goddess, once I felt that it was all the way in a sea of emotion ran over me. I looked into mistress’s eyes; I loved her, i wanted to marry her, I wanted to serve her, I would do absolutely anything on earth to please her in exchange for her.
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