True Military Man's Gay Experiences In Chicago 1

This is a true story about a young military man and his adventure in Chicago. TDY -- temporary duty was always good to have. Having been in the army for a couple of years and being an NCO, I enjoyed those occasional opportunities that came along to go places away from my home fort. This one was going to be more of an adventure than I had thought.

We had orders to go to Chicago to provide additional security and support to local authorities in anticipation of possible problems during the Democratic National Convention being held there during the turbulent summer of 1968. I was part of a group of about 20 and we would be stationed at a military inst allation in a Chicago suburb. Due to our specialty, we had a bit more freedom than the other 100 or so soldiers who were there from other forts. Being special is ALWAYS cool! We were there primarily for logistical support and never came into contact with the many protesters and others who made life difficult for the police, so our temporary duty passed pretty much without much of a problem.

During the last few days before our scheduled departure for home, we were rewarded with some time off to go see the sights of Chicago. To a 21 year old GI, the only sights that were worth seeing involved booze and babes! Add to the fact that there were thousands of conventioneers in town and the term "party" could be envisioned to mean lots of things! Unfortunately, while booze was plentifully available, the babes were not. We were only young soldiers with little money to spend and competing with the conventioneers was just not realistic. Alas, it seemed that there would be no sex this trip. As the night wore on, guys got tired or drunk and headed back so a buddy and I were left alone on our adventure in downtown Chicago.

We found ourselves sharing bar space with a guy in his 40's who was also alone and he struck up a conversation with us. We lamented about our lack of companionship and wondered if he knew of any "women" who would take pity on a couple of underpaid soldiers. He didn't! He did offer for us to join him in his suite where he had some beer and we could at least cut our drinking costs to nothing. Hmmm, stay at the bar and continue paying $4.00 in 1968 dollars for a 6 ounce glass of beer, or join him in his room and drink free beer! Let us think about that... His room was nice and sure enough, his small refrigerator had the promised beer which was soon being consumed by us and our new friend.

My buddy was already pretty high when we hooked up with this guy and he soon fell asleep! I had been going more slowly and wasn't drunk at all; just feeling a buzz which tends to diminish all inhibitions. This fact soon became a major factor on the rest of the evening's events for me. Our talk soon moved onto the topic of sex and he began to nudge the conversation to more than just traditional sexual fun with females. He talked about the possibility of having sex with more than one woman at one time which certainly sounded hot to me! During this topic, he broached the subject of same sex play -- the two women together as well as with the guy. That was more than acceptable to me and I told him how I would love to be in that situation. He brought up the subject of two couples together at the same time including the two women enjoying each other while the guys watched and maybe even jacked off while watching the women. That sounded pretty good to me too and I told him so.

He then asked if it would bother me to see another guy jacking off, or if being watched by another guy would be okay. I said that would be fine with me since the guys would be watching the women too. He then brought up the possibility of two guys and one woman and I figured what the hell; that could be great too. I would love to fuck a woman and watch her sucking a cock or having her sucking my cock while the other guy fucked her. He asked about the thought of one guy eating her pussy and having his cock sucked by the other guy! Hmm, interesting thought. I said I didn't know if it would bother me or not to have a guy sucking my cock while I ate a pussy. Obviously he was trying to get a feel for my attitudes about sex outside the normal boundaries. It was clear to him and to me that my desire was to have met some hot women and have some great sex with them, but it was equally obvious that that did not happen.

However, the talk about sex and the images he was creating for me was making my sexually unfulfilled state all the worse! .Now, what was to be done for this horny GI; and then there was the issue of the other one sleeping on the couch. I was getting warm from the beer and the closeness of the room and I was soon getting sleepy in spite of the frustrations I was feeling. It was also getting late and I was making noises about having to get back so we wouldn't be in trouble for getting back late.

He suggested that we stay there for the rest of the night. After all, there was no sense in waking my buddy who was still asleep on the couch. In the morning, he would take us back. I said I also needed to shower before reporting back and he offered to let me use his shower. Nice guy! I was feeling the beer and also my horny situation had not been relieved either. And, all the talk about sex in general and his uninhibited attitude about the various options for having sex were making me all the more frustrated sexually. Besides, he was making sure that he included the thought that sex with someone else is much better than just jacking off alone! I had to admit that I agreed with that thought process.

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I began to reflect on how he talked and how he looked at me and I realized that he might be a queer. (Gay was not in vogue then and the idea of "bi" was a totally foreign concept to me.) Even my memories of previous situations involving male sex never caused me to question my preference for women. Various thoughts raced through my head and even though I knew that I liked women and had never wanted a man sexually, I realized that the sexual situations he had described earlier were turning me on. I was also beginning to consider the options that the present situation presented with just him and me. (I was pretty sure that my buddy would have no interest is these options.) I had to admit that I was HORNY and some sexual contact would feel great. I asked if the offer for his shower was still open and he told me where the towels, soap and even the guest toothbrush were located.

I decided to play a hunch and agreed to take a shower and went to the bed and undressed to my boxers. I made little effort to hide the fact that I was watching to see if he was paying any attention to me -- he was! I dropped my boxers and walked past him to the bathroom -- my cock was beginning to firm up as I walked and it was beginning to rise as I passed him. He seemed to appreciate the sight.

The bathroom mirror faced the door and I could see in it that he was continuing to watch me as I entered the bathroom. It was clear that he liked the looks of my naked body -- my cock and my ass too. The fact that my buddy was still sleeping on the couch didn't bother me. If he woke up, I would just tell him that he should shower too before going back and that our friend had offered to take us back.

If he suspected anything, I would just say how we had been drinking and I wanted to clean up. I would not make any big deal of my being naked -- hell, should I shower with my clothes on! I left the bathroom door wide open as I stepped into the shower -- again an open invitation to the guy if my thoughts were correct, but still easily explained away if he weren't so inclined. Soon, he came into the bathroom -- surprise -- as he supposedly had to pee. Innocent enough, but the shower curtain starting to slide open was clearly crossing the line.

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