A year and a half after Kim and I let our new friend Andrea introduce us to the sultry, but profitable world of pay to play dating, we decided to walk away from our naughty capitalistic adventure after one last night of fun. Our curiosity had been satisfied many times, but our once or twice a month overnight absences were taking a toll on our families.
Thomas was an extremely handsome, athletically built, forty-eight year old man with grayish blonde hair, blue eyes, around six-foot tall, with a great smile, and this was my fifth date with him. From the first time we met there was a special chemistry between us which had led to very adventurous, exciting encounters.
My room at the Mills House in downtown Charleston was elegant, large, and tastefully furnished with a big claw foot tub, walk-in shower, and mini wet bar. I bathed, fixed my hair, make-up, and put on a sheer black bra, matching, thong, three inch heels, and a long red silk gown, had a few glasses of champagne, and watched the evening news waiting for him to arrive, thinking about my long conversation with Kim during our three hour drive, and the fact that Andrea wasn't with us for the first time ever allowing us to venture out on our own, telling us we'd be fine without her.
I fixed a glass of scotch for Thomas a few minutes before he was to arrive, and as usual he tapped on the door promptly at seven, wearing his custom fit two piece suit, white shirt, and charming smile when I invited him in. He gave me the dozen red roses he had in his hand, kissed me, and told me I looked very lovely tonight, took his scotch and gulped it down asking if he could have another and if we could talk for a while. He took off his coat, and tie, sat down in chair in the corner of the room, asking me to have a seat in a nearby chair and said he had been wondering about what caused Andrea, Kim, and I to stop dating, had something happened, had our involvement with him or anyone else been unpleasant, or hurt us. I explained that no one had hurt us, and that I had always enjoyed the time we spent together, but as he was well aware of we had lives outside of our dates and we needed to concentrate on them.
I told him he was an amazing man, that was very kind, charming, handsome, and extremely sexy. I got up, sat down in his lap, kissed him, and smiled telling him he was also a great bed partner. He grinned saying that our last night together was going to be our best yet.
Thomas had very strong, soft hands, which were caressing my shoulders, arms, and breasts, tugging the thin straps of my gown off my shoulders, kissing me softly, his thick tongue sliding into my open mouth intertwining with mine, as my gown fell to my waist, my erect nipples straining for release from the sheer fabric of my bra. his fingers teasing them as I leaned back unhooking it so his warm hands could feel my naked breasts. He scooped me up in his arms, stood up, carrying me to the bed in the center of the room and set me down gently on the floor pushing my gown over my hips, down my legs to the floor, then eased me back on the bed wearing only my thong which he slowly removed, massaging my legs as he stood up, staring at my nakedness as he removed his clothes, asking me to play with myself. I was pinching, pulling my nipples, using the other hand to rub my clit, and finger myself.