A lazy Sunday afternoon of boredom and a constant burning horniness had finally caused me to seek an outlet. After a day full of emailing older men who I had found on the internet, I'd finally found one that didn't sound incredibly creepy and was into the kinds of things I wanted. I wanted an older man who liked young, boyish guys with smallish dicks, as I was only 23 and fit that description. He had to be dominant but not abusive. He had to be bigger than me, which isn't difficult considering I was only 5'6" and 135 pounds.
He was about six feet tall, 180 pounds of masculine, toned physique. His hair was dark and neat and showed signs of his age with a little gray mixing in. He had a deep tan, not one from a salon but from a beach somewhere. From the photo he sent me I could tell he was very into hygiene as he was not very hairy and had a beautiful looking seven and a half inch cock with a large soft mushroom head. His balls hung low off the base of his dick, filling the bottom of his sack like two large eggs. He wanted to play dad-son and lived alone in a posh apartment. By my standards, he was hot.
The instructions in the last email I'd received from the older man made my cock stiffen inside my jeans. "Put on your favorite pair of thong panties under loose fitting pants and come to my place at 265 East 66th Street. Have the doorman call me when you are downstairs and I will let you up. Find my apartment, open the door and come inside. When you come in, take off your pants and say nothing. I will be in control. If you should need to address me, you shall call me Daddy."
I quickly selected my favorite pair of sheer panties and dressed as instructed. I had a hard time keeping my hardon underneath the panties which were not designed to capture even such a small, 6 inch erection. The tight fabric pulling against my rager just intensified the sensation building in my loin. The entire cab ride uptown I kept adjusting to keep it under control. I started a conversation with the cabbie about the Mets, a subject that could take the fun out of any room, and finally my boner started to go down.
As I arrived at the massive apartment building I began to wonder what this guy did for a living. This was certainly an exclusive address and the building itself was impressive. Once inside I spoke a man behind a desk and gave him the apartment number. I was directed to an elevator and took a smooth, quick ride up to what must have been the 20th floor. The door opened to a hallway with only a few doors and I made my way to the one which matched his apartment number.
Inside, the apartment was large and open, with modern furniture, light carpet, and large floor to ceiling windows which looked out over lower Manhattan. I admired the apartment for a moment and the remembered that I was to undress. As I did I heard him coming. He was fully dressed in dark colored slacks and dress shirt, complete with wingtip shoes. He looked like a business man, and I assume that's how he afforded such a stylish address.
I folded my clothing and he took it from me, looking over my nearly naked body. My dick began to fill again, but only enough to cause a nice bulge under the pink lace panties without rising to full erection. He walked around me without saying a word or touching me.
Then he said, "come with me."
He led me down a hallway to a large master bathroom. Inside it was a huge vanity with two sinks, a Jacuzzi style tub and a glass enclosed shower. There were mirrors everywhere. Under the vanity were several large drawers from where he retrieved three oversized towels.
He set the towels on the vanity to form a cushion and instructed me to take off the panties and lay face down on the vanity. I did as he asked, springing my half erect cock free, and wondered what he was going to do. He next took from the drawer a can of barbasol and several fresh razors.
He soaked a smaller hand towel with hot water and began to rub the skin around my ass with it. Its warmth felt good and I could tell that this man was strong by the way his hands worked my ass.
Finally he lathered me with the shaving cream and began the task of shaving me completely and totally hairless. His attention to detail was impeccable. When he finished with my ass he took out some lube and a medium sized plug and began to work it into my hole. He said that he wanted me to be ready for him when the time was right.
The plug filled and stretched my rosy opening, causing my cock to jump to full attention. This made it easier for him to shave the area around my cock and tightened balls. He then slipped a red rubber cockring around the shaft of my dick and the base of my balls. The color contrasted sharply with the skin of my bare, pale white member and pink, hairless balls.
When he was finished shaving me he instructed me to get into the shower. I followed his order as he pulled a chair to in front of the shower door and sat down. I did as he asked. He instructed me to turn it on and turn around so that my back was to him. The warm water felt good on my newly smooth body. "Bend over and touch your toes," he said. As I bent I could feel the plug inside me, fully exposed to the man along with my tender ball sack. My raging cock jabbed me in my abs as I reached for my toes.
When he was done examining me, Daddy instructed me to spread my legs and bend down and touch the ground. Again, I did as he said, giving him a perfect view of my boyish asshole filled with the rubber plug. He made me keep the stretch for several minutes until I was almost in a full split, with water streaming off my balls down toward the drain.
Finally, he told me to stand and turn around. He looked at my small erection and told me to take it in my hand and masturbate for him. The precum was flowing freely out of the head of my cock at each jerk, mixing with the water streaming off my prick. Before I could finish he told me stop, turn the shower off and dry myself. He left the bathroom while I did this and called for me in the bedroom. By this point he had stripped down to his tight briefs and dress shirt.
He had me lie down across the bed face down. I felt him behind me as he tied each of my ankles to opposing bed posts. He walked around the bed and I watched his erection move in front of me as he did the same with my wrists.
His hand grabbed the hair on the back of my head and lifted my face up. The ends of his unbuttoned shirt caressed each side of my face. My eyes instantly focused on his hard prick, which was staring right at me. He forced my face into his crotch, still covered with the briefs. I could feel the outline of his hard cock rub against my nose and cheeks as he drove be deeper into his area. His musk was sweet. Finally he whipped his dick out and landed it on my cheek, its girth and weight surprising me. "Suck Daddy's cock," he said.