An unusual one time encounter
About two years ago, I had some extra vacation days to take, so while my wife was at work, I logged on to an adult chat room. I was in my early fifties and had a few interludes with other guys I had met on chat rooms and arranged to meet at my apartment for mutual masturbation. I have always felt that I was bisexual and the last few years have proven that to be true. On that day I indicated in a post in the chat room that I was home alone and wouldn't mind some mutual with another guy or two.
A reply quickly arrived. There was a fellow in town in business, 35 years old and staying at a nearby hotel. It sounded promising. He said he had a fantasy about calling up for a massage, and asked if I would be interested in some role playing. I had never done that, but thought it might be fun. He said he wanted to keep in the role as long as possible. I was really interested and getting excited just thinking about it. He gave me his room number and told me a 'do not disturb' sign would be on the door. I grabbed a bottle of lotion and hopped in a cab for the ten minute ride to his hotel. I went up the elevator, nervous for sure.
I knocked on the door. He opened it wearing only a towel, as he had just showered. 'Massage,' I uttered, and he let me in. He asked what he needed to do. I told him to just remove the towel and to lie on the bed, on his stomach. He was about 5'8' and fairly well built. He was a handsome guy. I put a small amount of lotion on my hands and proceeded to massage his shoulders, down his back and over his quite tight butt cheeks. I slowly and lightly rubbed the backs of his thighs and moved my fingertips lightly on the inside of his upper this. I did this several times. All it took was for me to say 'please turn over' to see that he was as aroused as I was. He had a gorgeous seven inch erection that I wanted to grab right now. I mentioned that he seemed to like the massage even more than one might expect, and asked him if he would prefer a more 'personal' massage. He replied with an excited, 'yes, please.'
A few drops of lotion on my hands is all it took. I locked my fingers together and proceeded to give him a gentle two handed cock stroke. He moaned softly as I worked my locked hands over the shaft and head of his unit. I dropped my pants as I stood aside his bed. He reached for my already wet dick, six inches full and throbbing and began stroking it quickly. His body soon began to jerk and he let out a yell as long streams of hot jizz shot onto his belly and chest. Seeing that, I couldn't hold back any longer, and my body heaved as I too, leaning forward, came onto his stomach, our cum mixing together into a large pool near his navel. Afterwards, we both just sat there quietly for a moment. I picked up a towel he had alongside the bed and wiped us both off. We thanked each other and I quietly left. We never even knew each other's names.
That episode today is still one of the memories I often use when jacking off. I hope he does as well.