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Boldly crossing that line - my first time

I was traveling alone for work and stopped at this bar just down the street from my hotel. I didn't figure out until after I had ordered that this was a gay bar. I just stayed and enjoyed watching the men. It wasn't long before a guy came over and started a conversation. It was obvious that he was hitting on me. He wasn't that bad looking and I could see him being the type of guy my wife would find attractive. I tried to brush him off by telling him that I was married to a woman, but that didn't seem to dissuade him at all. He was quite persistent and I let him continue to pursue me. It was quite entertaining and I have to admit is was flattering. After twenty years of marriage, I enjoyed having someone want me, even if it was another man. Perhaps it was a few too many drinks on an otherwise empty stomach, but I let this go on. I had already told him that I was traveling alone and had a hotel room right next door. He eagerly followed me back to my hotel room and we stood by the door. I remember contemplating allowing him in my room and all that would entail. I was surprised at how nervous and excited I was. Like I was a teenager again. I had talked myself out of it and was trying to figure out how to let him down, when he passionately kissed me. Something inside me broke and I completely surrendered. I though how my wife and I had not kissed passionately like that in years and it felt good, strange but enticing. My next memory was that we were both naked on the bed and he was sucking my cock. I knew I didn't want to cum because I didn't know how I would react after I did. So we switched positions and I went down on him. The whole situation was so surreal. I knew that I was having sex with another man, but it also felt like I was standing next to the bed and watching myself eagerly sucking his cock. I could not comprehend that I was actually giving another man head. I remember feeling him getting close, and me wanting him to ejaculate in my mouth. He suddenly pulled away and removed a condom from his pants pocket. I knew what was about to happen and yet did nothing to stop him. He had me lean over the side of the bed with my feet on the floor. He put lube on my asshole and before I knew it he was thrusting inside me. There was a moment of discomfort as he first entered me. But I was surprised at the lack of pain. I guess I had always assumed that it would be painful. It wasn't. He really didn't last long and quickly came inside me. We held that position motionless for maybe a minute. I remember feeling his penis slowly recede. I don't know why of all the things we did, this sticks with me, but when he pulled out, the condom stayed inside me. We both stood up and faced each other. He leaned in to kiss me again but something had changed in me. The realization that he had just fucked me hit me hard as I looked at his face and I suddenly wanted our encounter to be over. He sensed my change in behavior, quickly dressed and left as I stood motionless in bewilderment at what I had just done. When the door slammed shut, I reached between my legs, pulled the used condom from my ass and gazed at it. His cum was pooled at the bottom. I clearly remember going to the bathroom mirror, used condom still in hand and looking at myself realizing that I had just boldly crossed a line that could never be undone. Not only had I cheated on my wife, but I had let a man fuck me. I slept naked on the bed with no covers on. In my head, I was mortified at what I had done. Yet my dick was hard as a rock. Emotionally I didn't want to jack off thinking about him fucking me, but it was the only way I could get some sleep.

May 14

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      • I travel without my wife quite often. I have no interest in meeting men, but I have met lots and lots of women to fuck. Some single, some married. I love the excitement of meeting a women and fucking for then first time.

      • I think about doing this all the time. I do a lot of solo hunting and think how easy it would be. But even the thought of cheating on my wife makes me feel like shit.

      • I remember the first and only time a took a dick. My buddy and I had been jerking off together for about year, we were 23. We were drinking one time and he asked me if we could fuck and practice for when we had girlfriends. I reluctantly agreed. After he fucked me he didn't want to let me fuck him. We never did it again.

      • Did you like getting fucked by your friend though?

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