She was a bit older than me and married to a much older man. When we had been drinking we often ended up in each other’s bed but we both knew it was no-strings attached sex. She had big, beautiful breasts and a full sized bottom which I liked although she was always trying to lose weight.On one trip to the Caribbean we were visiting an island were we had been asked to buy some property in the ‘up and coming’ part of the island – which meant it was currently run-down. We hired a local guide to make sure we only went to the safe places and he drove us around. He was black, in his early twenties and athletic and clearly very appealing to my secretary. We spent a few days driving around looking at properties and eventually found a run-down house on a fantastic empty beach.We took some photos and then the 3 of us went for a walk along the beach. It was very hot so I suggested a swim. As we had not bathing costumes I suggested that we ‘skinny-dip’ and winked at my secretary. Our. The bartender drifted back. “My two stockings for two more drinks?” Rachel asked. The bartender shook her head. “Pair of stockings for one, I need something else for the other.” “Your dress, Rache.” I told her. I had to unclip her wrists to get ther dress off, but eventually she was dressed in nothing but leather straps, bra, panties and high heels. I reclipped her hands behind her, wrist to opposite arm, so they nestled together in the small of her back, well above her panties. “I feel so vulnerable and sexy,” she whispered to me as I held her drink to her mouth. She sipped. “Come around the room with me,” I said. “I want everyone to see you like this. Then I’m going to take you through the back door to the fucking rooms.” She shivered and flushed at the words “fucking rooms.” I hooked a finger in the front wasitband of her panties and led her slowly around the edge of the dance floor. She teetered around on her heels, hands firmly fixed behind her back. Half way around I stopped.
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