Thanks for all the great feedback, and I hope this story was worth the wait.
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Jeremy Grayson was a pillar of the community. Having become the CEO of a major multi-million dollar company at the age of 42, with the help of his old-money, ex-socialite wife's connections as well as his own, he was the focus of attentions in business and, occasionally, political circles; although, as yet, he showed no sign of entering the political arena. He was still married to his first wife, despite her being the same age as himself -- showing him to be honorable, and beyond such things as trophy wives. His only son was valedictorian for his high-school graduation and had already been accepted into several ivy-league collages, although the boy claimed he wanted to try "Living in the real world" by getting a job before deciding on a school.
Grayson was also a longtime member at the Club. One of its first members, in fact, he was on record as having brought in the most new members -- all of whom were members of high society like himself and were eager patrons of the Club's many amenities.
Every Thursday Grayson treated himself to a night at his club, coming in directly from work and staying till the early morning hours. His passion was for boy-flesh, young enough to be barely legal (or, at least, seeming to be so) with eager cunts just waiting to be filled, and filled and filled. One of the reasons Grayson only indulged once a week was so his stamina would be at full strength, as both he and his wife gladly gave up the physical side of their relationship after their son, Kevin, had been conceived. Another reason for the rarity of his visits was to give his each one the feeling of a special occasion, a treat at the end of the week.
Grayson arrived at the Club's anonymous doorway at 19:30, knocking on the door he raised his membership card with his other hand towards the camera by the door so the greeter/host inside could see it. As he heard the soft click of the locking mechanism opening, he pushed the door open and hurried inside.
Pushing on the door from the inside to make sure it was firmly closed, he nodded at the man behind the counter and began undressing; taking off his long coat, business suit, tie, shirt, shoes and socks. He never wore underwear on Thursdays, preferring the tantalizing friction of cloth on his cock getting him primed throughout the day. He handed over his clothes to the host, unashamedly standing naked before the other man and already showing signs of arousal. Soon the host returned from the nearby room, having stored Grayson's clothing in his locker, and carrying Grayson's mask. Venician in inspiration, the mask covered the top half of Grayson's face and was patterned in green and black on a white background. Having been made from a latex mold of his face, the thing fit perfectly, the elastic strap going behind his head holding it in place even during his most vigorous movements.
Having donned his mask, Grayson then allowed the host to lead him into the main room, asking to only see the "talent menu" as he sat his naked backside on the cushioned seat.
One of the reasons Grayson was unselfconscious about his nude body was his pride in it -- he worked out with a personal trainer three times a week, and his body was toned and tight. One muscle in particular was getting tighter and buffer by the minute as he sat looking at the floor show where the house magician had just caused a 2 foot dildo to completely disappear up his assistant.
In a moment, Grayson was greeted with the sight of a large man in a business suit approaching. Grayson knew Mr. Colbert very well, and often received personal attention from the manager as a sign of his favored-member status. It was usually a sign that something special was available, and he smiled in anticipation.
"Good evening, sir. I trust we find you well this evening," Colbert said, standing to one side and nodding his head deferentially.
"Quite well, thank you, Colbert. Would you care to sit down," Grayson responded, gesturing towards the seat which had been brought to the table while the manager had approached.
With a second nod of thanks, Colbert lowered his bulk, graceful despite his size, into the seat. "We have a fresh new talent upstairs, sir," he said. "His very first shift started two minutes ago." Colbert knew that Grayson was always looking for fresh ass to fuck and knew latest addition to the working staff would not disappoint the man. "I took the liberty of having him prepared and waiting in his room -- number 11, sir," he added, handing over a room key, which Grayson took with affected casualness. Standing up, Colbert then gestured towards the side of the room where the elevators were located and began walking towards them as Grayson rose and followed.
The two men rode the elevator in silence, as no words were needed to heighten the customer's excitement, and proceeded down the hallway to the door of the room. "If there is anything else you require, don't hesitate to use the intercom, sir," Colbert said as he gestured to the door and then departed.
Opening the door with his key, Grayson walked into a well lit bedroom. Its furnishings consisted of a plush chair; a cabinet, which he knew contained a variety of sex toys; mirrors all along one wall; a small bedside table and a large four-poster canopied bed. The bed was covered in dark red sheets and covers, contrasting nicely with the pale, lean blond lying face down in the middle of it, his hips wriggling seductively at the sound of Grayson's entry. The sight of those pale, high mounds made Grayson's throat tighten and his mouth go dry as he approached and ran an appreciative hand over a lean, muscular leg and up to that perfect ass. Dipping his fingers into the cleft, he pushed the tip of his middle finger into the pulsing hole, feeling the lubricant which had been liberally applied to it.
The sphincter stretched for two fingers easily, and when they were buried to the second knuckle the hole suddenly clamped down on them, hard. "Oh yeah, your little cunt's hungry for Daddy, isn't it?" he asked, his voice coming out deep and rough with his arousal.