This chapter of the story is true. It was a bit of a clumsy first meeting on a weekday night. I had a choice before the second chapter. What happens in subsequent chapters is what I wished had happened. I haven't worked out the whole storyline, but it will probably delve into my many fetishes and what I wished had happened had I made only 1 different decision in my life.
To most of the world I am a vanilla straight male. If you met me, you would expect me to be a member of a church, working out at a local gym, maybe a part of a local sports team. I wear suits to work and even when dressed casually, it will be with a belt and my shirt tucked in and looking neat. No ring on my finger might give away the fact that I am not married but you would assume there was a girlfriend or girlfriends somewhere. This perception is almost entirely false but carefully maintained. I do date women, but I have always had the kinkiest deviant desires. At this point in my life, I had acted on a lot of these kinks with different women. I had only had oral sex with men a few times and in very discrete encounters, but sex with men was something I was craving.
I was traveling and in town for a week of work. Monday night after work I ordered room service and logged on to a chat room service. I wasn't looking for love or a dating relationship. I was looking for a dominant kinky man to use me and tie me up. I was wandering through the site looking at the different gay chatrooms and I ended up creating one called "submissive 32 y/o male". I quickly got a lot of attention. Most of it did not interest me and after about 2 hours, it was getting late and I was getting discouraged. I was contemplating just cumming to porn and calling it a night when John came into the room and started chatting. After about an hour trying to talk to him and multitasking between multiple other horny uninteresting men, I moved into a private chat to talk to John.
He was interesting. His profile said he was 41 and single. He was articulate, educated, and seemed very interested in a younger submissive guy and we were getting along chatting. He lived in Ithaca which was about 50 minutes away. We talked for a long time and it was getting me extremely excited. I made it clear that I wanted to be completely submissive and to please a dominant man. I did not need any reciprocation. I wanted to be used for his pleasure and I would do almost anything he wanted as long as it was safe. This was a fantasy that I had been thinking about for several weeks. I essentially wanted to be a sex slave to a man and be used. I admitted to him that I had never had anal sex with a man, but I did not rule it out. He said we could take it easy and see how it goes. All in all, he was very nice and put me at ease.
We agreed to meet the following evening. I could get off work at a reasonable time and I would drive to Ithaca and meet. We agreed to meet at 5pm at a CVS parking lot that he gave me directions to. I left work at 4pm and made the drive. I arrived a few minutes early and pulled up beside a convertible. I had not seen a picture, but I assumed this was John.
When I opened my door and stepped out, he smiled and said, "aren't you beautiful!"
I was flattered and stammered a reply. The chit chat didn't last long. He had wanted to meet here. I assume he wanted a safe public place to meet a stranger from the internet, but I also think he knew what he wanted and quickly decided that I was harmless. He told me to follow him to his house, so I got back in the car and we drove a short distance. A slight left turn led us up a driveway. The driveway stopped right in front of the front door of his house about halfway up the hillside in the woods. The driveway was between the hillside and his house. The other side of the house looked out through the woods with a beautiful view through the trees. It was a very private setting with no neighbors in view.
He got out of his little sportscar and I followed him into his front door. I could hear a road somewhere below the house but could not see anything but the trees. He noticed the camwalker on my leg for the first time. A camwalker is a boot that is used in place of a cast or after a cast. I explained that it was from a broken ankle.
Once inside he poured me a glass of wine and we sat on the couch to talk. He was friendly, excited, and much more comfortable being in this situation than I was. I was very nervous but also aroused. We talked for a while. I had been expecting to just come in and have sex, but that was not his agenda. I could tell he found me attractive, but he did not seem to be in a hurry. We were discussing a little of everything. He told me that he was divorced and had two daughters. He was 51 and not 41 as his profile had said. He did look older than 41. He was very interested in me and let me talk way too much. He would probe gently, and it was obvious that I had not had much experience with men. I did not know if I was gay or bi and could not decide. He was quick to reassure me that I did not have to decide. I should just go with it.
We discussed our kinks further. We had discussed some of these online, but I admitted that I cross-dressed a lot and I loved inescapable bondage, pain, spanking and submitting to dominants.
I must have been there at least an hour before he said, "so, you want to be submissive."
"Yes, I do."
"What do you want to do," he asked, staring at me as I sat beside him.
"Please you!"
He smiled at this and said, "OK then, get to it," and he unzipped his pants. I leaned over and took his cock in my hand and started stroking it. He unbuttoned his pants fully and his cock was almost instantly hard.
"Go ahead. Suck my cock!
I could hardly wait. This is what I wanted. I pulled out a condom and quickly put it on him. I started licking the head of his cock and then sucking on just the head as I gently moved my mouth up and down. It was awkward sitting beside him, so I moved onto the floor kneeling. This was difficult with the camwalker, but I managed. The whole time John kept encouraging me, talking dirty to me, and telling me how good it felt. I was taking it farther and farther into my mouth and throat.
After about 15 minutes he stopped me and said, "let's get in the hot tub." He then remembered the camwalker and disappointedly said, "oh you can't with your leg, can you?"
I quickly reassured him I could. I could take it off and get in, I just could not walk on it. He smiled broadly and led me out the den door to his back porch. There was a big hot tub off to the right. He removed the top and started getting undressed. I followed and sat down and removed the camwalker and then my pants and shirt. He was already naked, and he bent over and kissed me and then stepped up two stairs and down into the hot tub. I hobbled up and eased myself into the tub.
I wanted him now, a lot, and moved over to his side of the hot tub and kissed him. My hands were busy under the water. He had never lost his erection. He sat up on the side of the hot tub and I took his cock in my mouth. I really wanted to suck his cock and I wanted him to cum. I was so horny just to please him. I went to work zealously using my mouth and my hands. He was talking dirty to me and telling me what to do. I would alternate between sucking his cock as deep as I could into my mouth while stroking him, then switch to sucking his balls into my mouth while I stroked his cock. Try as I might, I could not make him cum. My inexperience was showing and even though I was trying to do everything he instructed me to do he was not getting close to an orgasm.
