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It's odd, but it seems money makes you much more attractive, and suddenly women who would have thought you too old, too gray, too thick in the waist think you're pretty hot. I had plenty of money to take a willing date to a high class hotel, or on a weekend escape. I had Karen around, and my chauffeur was always pleased to drive me anywhere, around the block or around the corner, or on an "overnight trip" with no other passengers. I went to parties, concerts and premiers with the entertainment crowd, and managed to be well traveled in conferences and festivals for my school music publications, which had caught on as well.Women were everywhere, and I enjoyed sampling every size, shape and flavor. I had undergone a great deal of pain, frustration and humiliation in recent months, but was making up for it rapidly. So many friends and colleagues didn't understand why I chose to live like I had, but I couldn't let Jeffy's world blow up so suddenly. I could endure insults and snide. I sat, and pulled them up my long legs carefully. God, this felt weird. My ass was a mile wide, and I watched the silky stockings caress my thighs through my own deep cleavage. Reluctantly, I stepped into the dress, pulling it up over my hips and breasts, just as I had watched Jane do a hundred times. I closed the side zipper. The skimpy rag fit firmly at my waist, with some fullness in the skirt, but it just barely confined my big tits. Looking back at the mirror, my reflection looked almost indecent. You could see the sides of my rounded globes where the dress was open in the front. It felt like any sudden movement would cause my silicone implanted orbs to pop out. Jane said, "Now you know how I felt in that dress...like I was naked! The men at the club will love it. the wives may not appreciate your free show however!" She laughed. Jane handed me a pair of shoes. "Here, slide your dainty feet into these, and lets go." I looked down, and noticed the dress was even shorter than I.
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