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I took some convincing…
Date: 8/21/2015, Categories: First Time, Gay Male, Author: chris_108, Rating: 96, Source: xHamster
I had been thinking about having sex with a man for many years. I came close multiple times. I had always come to a point where I had to choose whether or not I was going to go through with it. I had always chickened out. This time was different. I was traveling for work. Being alone in a hotel room gives a married guy too much temptation. I jumped on Squirt and surfed around looking for some attention. That's when Jonathan instant messaged me. Jonathan was older than I was. He was in his mid 50s while I was 46. We chatted for nearly an hour. I was getting really horny as I asked him what his first experience with another guy was like. Finally, he told me that he would give me as much detail as I wanted in person if I only gave him my room number. This was a huge step for me. I wasn't sure I could actually go through with it. But I convinced myself that if he came over to my hotel room, we would only talk about his experiences. I knew it would likely lead to something more but I thought 'more' meant that we would simply jerk off in front of one another. I had jerked off in front of other guys a few times before and it never graduated to touching or anything else. So I thought I would be safe. I gave in and told him that I was staying at the Marriott in room 332. Jonathan didn't live very far away from the hotel. He showed up in 20 minutes. I was actually kind of shocked. I didn't think he would actually show up. After the knock at the door, my heart sank. I debated with ...