About 12 years ago, I was on a business trip to Chicago. I was traveling by myself and attending an educational conference. I was in seminars each morning and afternoon for three days, but after that my time was my own. In my younger years I was a total horn dog and randomly fucked both men and women, but by this time I was happily married and dad to three and would still play, but dialed it back.
My wife was (and is) providing me with great sex. What I found I was missing was nudity and touch. I often would hire a masseur to come to my hotel to give me an erotic massage. I was looking through ads and found one that looked interesting. I set up an appointment with Even though I was not fucking the guy, his ad said 9" tool and I was in the mood to play with a huge cock.
The only appointment time he had available was at 5pm so I rushed back to my hotel and showered. I stayed nude and when he knocked on my door I opened it in my birthday suit. He smiled at what he saw and he put on smile on my face, too. He was a beautiful man with bright eyes and a winning smile and his skin looked like melted chocolate. Yum.
He quickly undressed and when he turned to me I saw a flaccid penis that was 3" long and average girth. I told him he must be one hell of a grower to get to 9". He laughed and said it wasn't really 9". I asked what it really was and he said "about 8"". I hate when people lie and was about to tell him to dress and leave, but I was fucking horny.
We got on the bed and he straddled me. His massage technique was untrained and in a word, pathetic. I was on my stomach and felt his now hard cock sliding along my ass crack. I reached back and touched it and could tell it was not 8". My hard length is 7.5" so I know what that size range is like in my hand.
Even with him straddling me I managed to turn over so I was facing him. I looked at his cock and at very most it was 6" long. I love cocks, both small and large so I could have had a great time with the guy, but the fact he obviously was not a masseur and he had lied about his cock size twice, I was done. I told him I did not like being lied to and wanted him to leave. He put up a fuss, but I told him he was the one who deceived me and I was done. I handed him his clothes and told him if he was quick he could get dressed in my room and if he wasn't he could do it in the hall.
After the "masseur" left I was even more horny. I had not eaten since breakfast so I got dressed and started walking to find something for dinner. I headed out and found a quiet neighborhood kind of place. I preferred that to the slick hotel restaurants. I stepped in and found a wait. It looked and smelled good so I decided to stay.
During the wait I started talking to a guy in line just in front of me. He was also in town for the conference and easy to talk to. By the time he was called, he asked me to join him. I gladly accepted. Our conversation continued and we had a lot in common. His name was Michael. He was just four years older than me, also married and had kids. He said his least favorite part of business travel was the loneliness. He said he was grateful I agreed to dine with him. I told him I agreed and had even scheduled a massage prior to dinner that day just to be with someone.
When I told him about the massage his eyes perked up and he said he loved massages but couldn't afford to get them now that he had a family. He asked if the masseuse had been pretty. I told him I preferred masseurs and I ended up sending him away because he lied to me. Michael,asked me what he lied about. I told him he was not a trained masseur and he didn't know how to do anything. I said I know how to give a great massage, but even I wouldn't try to pass myself off as a masseur. I was going to tell him about the guy's lies about his penis size, but didn't know if I should. He saw me hesitate and asked what I was thinking. I figured I would never see him again so if our conversation tanked because he was opposed to two guys together, it really didn't matter so I told him the whole story.
Michael said he had been a part of circle jerks when he was a kids, but otherwise had never been with a guy, but had thought about it. I put two and two together and decided since he loved massages, but couldn't afford one, he didn't seem the least bit bothered by me talking about the guy's cock size, and he had thought about being with a guy, I asked him if he would be interested in me giving him a massage. He sat quiet for a minute and then said it sounded really good, but he didn't want to disappoint me with his penis size. I told him it was the fact the guy lied about it, not what size it was. So we finished up and headed back to the hotel where he was staying, too.
Michael,said he wanted to shower first so he went to his room. I stopped and bought some lotion to use for the massage. When I got back to my room I stripped down but put on some gym shorts. I didn't want to go to fast with Michael on his very first M2M experience.
About 20 minutes later there was a knock on my door and when I opened it I was pleasantly surprised to see Micharl wearing snugly fitting gym shorts and t-shirt. At the restaurant he was dressed in somewhat baggy clothes so I had no idea how nice his body was. I invited him in and told him he looked great. He was a humble guy and appreciated my compliment. I asked him to get undressed and slid down my gym shorts as he was taking off his shirt. Then he quickly took off his shorts and we stood there taking each other in.
Michael was a couple inches shorter than my 5'11" and a few pounds heavier, but he looked perfectly proportioned. His upper half was hairless, but moderately furry below the belt. His flaccid penis was about 4.5" long and he had a large mushroom cap on it. His balls were like extra large eggs and hung at least an inch below his glans. All in all he was wet dream material.
I had Michael lay down on his stomach on the bed and started massaging him. He was moaning and said no shit you are good at this. He said he couldn't believe he was getting it for free. I told him to enjoy. He continued gentle moans to let me know he was enjoying it. After I had completed his limbs and back, I told him I didn't want to cross the line so it was up to him if he wanted me to massage his ass. He told me to go for it.
I massaged his ass cheeks and then slid the side of my hand along his crack. He let out the loudest moan yet so I decided to go deeper and ended up with a finger on his hole. Michael surprised me by pushing against it so I let my finger penetrate him and I went in deep.
When I had him flip over, he was fully erect. His hard size was about 7". I reached out to quickly touch it and cup his balls that were still hanging low. Then I got busy massaging his front side. At the end I asked if he wanted a happy ending. He smiled and laughed and said that would make him happy. I gave him the ultimate hand job and after only a few minutes his juice was erupting.
I laid down beside him and said I hoped he enjoyed it. He told me that was an understatement. He asked if I would mind if he jacked me. I told him I would love it and he reached out tentatively and touched a man's cock for the first time in his life. He rolled my flaccid shaft in his fingers and then my ballsac. It doesn't take much handling for my penis to expand so I was growing in his hands.
Michael said he had always wondered what it would be like to suck a cock and asked if he could suck me off. I said he could get me off however he wanted to. His sucking technique was that of a beginner, but pleasant. He got into a rhythm with his hand and mouth and I eventually felt my balls pull tight and knew I was ready to shoot. I warned Michael so he let my hard cock fall from his mouth and kept jacking me as I shot my load.
Afterwards we both laid there talking about the experience. We decided to meet in the gym the next morning and he left to go to his room. Turned out he was a gym rat and could out do me in every way. We ended up on the same shuttle to the conference center and decided to meet for dinner again.
That night Michael offered to give me a massage and it was very nice. We got each other off again, and this time at the same moment we leaned forward and started kissing. I love kissing my wife's tender lips, but there is something about kissing a guy that is super sexy. It is more rough and animalistic. We were both heading home the next morning so he thanked me for his first experience and told me he would remember it forever. At the door we had one last kiss and then he was gone. I jacked off thinking about my experience with the gym rat.
My wife was (and is) providing me with great sex. What I found I was missing was nudity and touch. I often would hire a masseur to come to my hotel to give me an erotic massage. I was looking through ads and found one that looked interesting. I set up an appointment with Even though I was not fucking the guy, his ad said 9" tool and I was in the mood to play with a huge cock.
The only appointment time he had available was at 5pm so I rushed back to my hotel and showered. I stayed nude and when he knocked on my door I opened it in my birthday suit. He smiled at what he saw and he put on smile on my face, too. He was a beautiful man with bright eyes and a winning smile and his skin looked like melted chocolate. Yum.
He quickly undressed and when he turned to me I saw a flaccid penis that was 3" long and average girth. I told him he must be one hell of a grower to get to 9". He laughed and said it wasn't really 9". I asked what it really was and he said "about 8"". I hate when people lie and was about to tell him to dress and leave, but I was fucking horny.
We got on the bed and he straddled me. His massage technique was untrained and in a word, pathetic. I was on my stomach and felt his now hard cock sliding along my ass crack. I reached back and touched it and could tell it was not 8". My hard length is 7.5" so I know what that size range is like in my hand.
Even with him straddling me I managed to turn over so I was facing him. I looked at his cock and at very most it was 6" long. I love cocks, both small and large so I could have had a great time with the guy, but the fact he obviously was not a masseur and he had lied about his cock size twice, I was done. I told him I did not like being lied to and wanted him to leave. He put up a fuss, but I told him he was the one who deceived me and I was done. I handed him his clothes and told him if he was quick he could get dressed in my room and if he wasn't he could do it in the hall.
After the "masseur" left I was even more horny. I had not eaten since breakfast so I got dressed and started walking to find something for dinner. I headed out and found a quiet neighborhood kind of place. I preferred that to the slick hotel restaurants. I stepped in and found a wait. It looked and smelled good so I decided to stay.
During the wait I started talking to a guy in line just in front of me. He was also in town for the conference and easy to talk to. By the time he was called, he asked me to join him. I gladly accepted. Our conversation continued and we had a lot in common. His name was Michael. He was just four years older than me, also married and had kids. He said his least favorite part of business travel was the loneliness. He said he was grateful I agreed to dine with him. I told him I agreed and had even scheduled a massage prior to dinner that day just to be with someone.
When I told him about the massage his eyes perked up and he said he loved massages but couldn't afford to get them now that he had a family. He asked if the masseuse had been pretty. I told him I preferred masseurs and I ended up sending him away because he lied to me. Michael,asked me what he lied about. I told him he was not a trained masseur and he didn't know how to do anything. I said I know how to give a great massage, but even I wouldn't try to pass myself off as a masseur. I was going to tell him about the guy's lies about his penis size, but didn't know if I should. He saw me hesitate and asked what I was thinking. I figured I would never see him again so if our conversation tanked because he was opposed to two guys together, it really didn't matter so I told him the whole story.
Michael said he had been a part of circle jerks when he was a kids, but otherwise had never been with a guy, but had thought about it. I put two and two together and decided since he loved massages, but couldn't afford one, he didn't seem the least bit bothered by me talking about the guy's cock size, and he had thought about being with a guy, I asked him if he would be interested in me giving him a massage. He sat quiet for a minute and then said it sounded really good, but he didn't want to disappoint me with his penis size. I told him it was the fact the guy lied about it, not what size it was. So we finished up and headed back to the hotel where he was staying, too.
Michael,said he wanted to shower first so he went to his room. I stopped and bought some lotion to use for the massage. When I got back to my room I stripped down but put on some gym shorts. I didn't want to go to fast with Michael on his very first M2M experience.
About 20 minutes later there was a knock on my door and when I opened it I was pleasantly surprised to see Micharl wearing snugly fitting gym shorts and t-shirt. At the restaurant he was dressed in somewhat baggy clothes so I had no idea how nice his body was. I invited him in and told him he looked great. He was a humble guy and appreciated my compliment. I asked him to get undressed and slid down my gym shorts as he was taking off his shirt. Then he quickly took off his shorts and we stood there taking each other in.
Michael was a couple inches shorter than my 5'11" and a few pounds heavier, but he looked perfectly proportioned. His upper half was hairless, but moderately furry below the belt. His flaccid penis was about 4.5" long and he had a large mushroom cap on it. His balls were like extra large eggs and hung at least an inch below his glans. All in all he was wet dream material.
I had Michael lay down on his stomach on the bed and started massaging him. He was moaning and said no shit you are good at this. He said he couldn't believe he was getting it for free. I told him to enjoy. He continued gentle moans to let me know he was enjoying it. After I had completed his limbs and back, I told him I didn't want to cross the line so it was up to him if he wanted me to massage his ass. He told me to go for it.
I massaged his ass cheeks and then slid the side of my hand along his crack. He let out the loudest moan yet so I decided to go deeper and ended up with a finger on his hole. Michael surprised me by pushing against it so I let my finger penetrate him and I went in deep.
When I had him flip over, he was fully erect. His hard size was about 7". I reached out to quickly touch it and cup his balls that were still hanging low. Then I got busy massaging his front side. At the end I asked if he wanted a happy ending. He smiled and laughed and said that would make him happy. I gave him the ultimate hand job and after only a few minutes his juice was erupting.
I laid down beside him and said I hoped he enjoyed it. He told me that was an understatement. He asked if I would mind if he jacked me. I told him I would love it and he reached out tentatively and touched a man's cock for the first time in his life. He rolled my flaccid shaft in his fingers and then my ballsac. It doesn't take much handling for my penis to expand so I was growing in his hands.
Michael said he had always wondered what it would be like to suck a cock and asked if he could suck me off. I said he could get me off however he wanted to. His sucking technique was that of a beginner, but pleasant. He got into a rhythm with his hand and mouth and I eventually felt my balls pull tight and knew I was ready to shoot. I warned Michael so he let my hard cock fall from his mouth and kept jacking me as I shot my load.
Afterwards we both laid there talking about the experience. We decided to meet in the gym the next morning and he left to go to his room. Turned out he was a gym rat and could out do me in every way. We ended up on the same shuttle to the conference center and decided to meet for dinner again.
That night Michael offered to give me a massage and it was very nice. We got each other off again, and this time at the same moment we leaned forward and started kissing. I love kissing my wife's tender lips, but there is something about kissing a guy that is super sexy. It is more rough and animalistic. We were both heading home the next morning so he thanked me for his first experience and told me he would remember it forever. At the door we had one last kiss and then he was gone. I jacked off thinking about my experience with the gym rat.