I let him know I was about to cum and he decided to torture me. He stooped suddenly and smacked me around. He would thrust into me 10 times hard and f...st, I would squirt hard and he would stop suddenly. I squirted so many times I get exhausted. "Do you ever cum!?" I asked. "Not until your begging for it." He said slyly. Couldn't wait for my first cumshot. I wanted to taste it, feel its warmth, and know I made this older man orgasm. I remembered how much older he was than me, and how he was. I was perplexed for a moment, but quickly said yes. So there she was standing in front of me on all fours. Her pussy was so wet, her asshole looked so beautiful! So I put my cock in her pussy and she moaned again. I sucked my finger off and stuck it carefully and slowly into her ass. She moaned again and screamed that it felt so good. So I pushed with my penis and she bit into her pillow because she liked it so much. After a few bumps I asked her if we should try it completely, i.e. inserting. He had been the first person to invade her anus. For as much as she had thought about it and fantasized about it, she never allowed any boyfriend anywhere close. The moment she heard them ask permission, the moment she heard them get tentative at her first shrill negation, she knew her anus was safe for the time being. With him it had been different. He didn’t ask for permission. He didn’t stop when she struggled. He took it when he decided he wanted to. Of course he didn’t sodomize her at. She had on a shimmering satin top. Tight around her breasts, but covered well with a business sport coat. Her heels were well shined without being stripper height. She left for work. She received her next text, ‘this needs to be inside the backside’. In her work bag I had placed a new jeweled glass anal plug. Just to be an ass I bought the widest one they had. I didn’t give her a time frame. She didn’t know if this would be a lunch time rendezvous, after work, or what to expect. The day went.
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