Dinner and a Show - Sex Stories

Dinner and a Show

... stood in front of her and asked, “What would you like to do for an encore?” He paused a moment and then asked, “Do I fuck your face or your ass?” He knew what she wanted. She didn’t really like oral, but anal drove her wild. He knew what she wanted, but he was going to make her say it! He was going to make her ask for it in front of all these people! Janet didn’t think it was possible for her to be more embarrassed– or more aroused, but her skin was now almost on fire and spunk and cunt juice flowed copiously out of her and dripped onto the platform as she answered softly, “My ass.” “Project, Janet.” Jerry said loudly. “Speak from the diaphragm so you can be heard.” His voice sounded just like it did on those occasions when he directed plays and had to correct or encourage the cast during rehearsals. “Take me in the ass!” Janet heard herself almost shouting. As she heard the force and volume of her own words, it caused her to shudder as a mini-orgasm rippled through her body. “Then let’s get you ready,” answered Jerry. He walked back around behind Janet and began sliding his fingers up and down her crack. Bent over as she was, she was sure that both her cunt and rosebud were clearly visible to the audience. Jerry thrust his fingers into her dripping pussy. They slid in easily and came out just as easily, with a large scooping of cum and spunk. He began rubbing that slimy mixture up and down her crack, pressing on her sphincter each time his fingers passed her nether opening. ...

... Finally, he pushed a single finger into her ass and began pumping in and out. Soon a second finger joined the first, and then a third. Janet could feel her anal ring relaxing to allow him better access. He withdrew his fingers and she could feel the tip of something pressing against her rosebud. As it slid in, Janet recognized it as a butt plug, but it seemed bigger than anything she had ever put up there before. She was stretched to maximum and still it hadn’t seated. It was spreading her wider and wider as Jerry continued to force it into her ass. When it finally slid all the way in and her sphincter snapped tightly around the slightly smaller shaft, another mini-orgasm caused her to quiver in the stocks. She could feel herself rising up on tiptoe for some reason, almost as if she were raising her ass to receive Jerry’s cock. But that was not going to happen as long as she was stuffed full by that huge plug. “That will keep you stretched while I give you the pain you need to really let yourself go.” Jerry said as he wiggled the huge plug lodged securely between her cheeks. Janet wasn’t sure what Jerry had in mind, but when she heard the swish of a belt swinging through the air, she knew what was coming. Jerry had used a belt on her only a few times, and only after she had either egged him on for hours or begged him to use it on her. It was after one particularly intense session with the belt that Jerry had told her, “If you want or need the pain, just ask for it. You don’t ...