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" I do" he grinned, and his cock bobbed up and down several times at the thought. He swirled a finger around his cock hole he hole and rubbed the head till it was very wet then continued."So I asked the doctor how often he thought a man my age and shape should ejaculate. He likes to see such men, healthy men, ejaculating anywhere between a few times a week to a few times a day. Gay and bi men like himself are on the upper end he said. He examined my cock and balls, had me get erect so he could. I suppose that some background information is necessary before getting to the fun part of the story.Most people just call me Jack. The adjectives accompanying Jack are not always nice. I am an overweight man in my late 40's who is afflicted with pattern baldness. I regret losing my hair, but refuse to wear one of those ridiculous toupees. I also hate to admit it, but my belly is bigger around than my chest. That looks especially bad on a man as short as I am. Someone once described me as a. "Are you sure?"I was. "I trust you, baby... I need you. I need your cum in me. Shooting up inside me. Do it, baby. do it, Todd..."He pounded a few more strokes, then abruptly pulled himself out of me. The sudden absence of his penis was startling... I felt empty... I needed him back. He was quick to oblige, tearing the condom off and dropping it on the grass.Our eyes met. I thrust my dilated anus higher into the air and he drove his bare cock straight and hard into my gaping hole. A drop of. Whenever I was able to have some private time by myself (like on business trips), I would dress up and enjoy the look and feel of the sexy lingerie. I rounded out my assortment with high heels and wigs. With a slim build, I actually considered myself rather attractive when dressed as a woman. I even adopted a female persona by the name of Mona. Not surprisingly, it was difficult to reconcile my interests in such things with my normal life. Those who knew me would have regarded me as an upright.
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