I felt sorry for him, and he soon ended up staying with me in my hotel suite. He was a tall thin boy with a nice round ass. His body was smooth and hairless mostly, except for a growth of hair in his arm pits, and pubic area. I got in the habit of calling him Jimmy. Frequently I had bad dreams or nightmares, stemming from my years of service in war torn countries. It was one of those nights that at the old age of 50 I was introduced to male sex. Prior to this my sexual relief came from visits to prostitutes, which were infrequent, or by my own hand which was frequent. It occurred one hot and steamy night. I had gone to bed early due to a severe migraine and in the early morning hours one of these terrifying nightmares struck.Hearing me cry out, Jimmy came into my room and shook me and called my name till I awakened. When fully awake and I was reassured all was well, I got up to the bathroom and roamed about the rooms rather restless and afraid to go back to bed and to sleep.. He said he was hoping I was going to do more than just look like a woman, and guided my hand to his inner thigh. My wife took that cue, got up and gently kissed me then him and said, I'll leave you with her. I watched her go down the hall and disappear into the bedroom. There I was, alone with my good friend and co-worker who'd I see Monday. But I had already given myself up. And yes, I really did want to try giving him a blowjob!As soon as she closed the bedroom door, he stood up and began to unbutton his jeans. I set my wine down and reached up to unzip him. His jeans slid down revealing his underwear which was bulging in all the right ways! I reached out, I had never felt another man's package before. Just as I touched it, he held my hand and lifted me up. I stood before him, me 5'7, him 6'2 and even with heels on I still had to look up. He slid his hand down to the small of my back and pulled me tight. I can't describe how good it felt to be pressed into him, for as my eyes closed.
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