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. 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. I thought that he wanted to play -- and I wanted him to! When he had opened the curtain, I just stood there with a raging hard-on since I had been slowly stroking my cock hoping he would do just what he was doing. He smiled and I smiled too as I started to stroke my hard young cock again. Slowly allowing my hand to slide back and forth on the slick soapy skin, I was enjoying the anticipation of him joining me. I also enjoyed just letting him watch me -- I am an exhibitionist at heart! As I watched him watching me, I realized that he was still fully dressed which surprised me considering what I assumed was his intent. He closed the shower curtain saying he would let me finish my shower. My frustration was even more pronounced as I finished soaping and rinsing and stepped out of the shower. Since the door was still open there was no steam in the room which left me fully visible to him as I dried off. I made sure he saw my naked body and semi-firm cock as I slowly dried off. When I had to bend over to dry my legs, I turned my back to him so he got a nice view of my ass too. All this exhibitionism was turning me on even more. I came into the bedroom proper and noticed my buddy still sacked out on the couch. I had left the towel in the bathroom so my naked body was fully exposed to the guy who was now lying on the bed. He had removed his shirt and pants, but still had a t-shirt and boxers on. He must not have been interested in me after all -- "fuck him" I thought. I looked around the room to find my own boxers and other clothes and saw them neatly folded on the bed next to him. Actually, they were on the side of the bed opposite me with him between them and me. Seeing me standing there still fully naked and somewhat erect, he turned his head and with slight smile suggested I get my clothes on. Since the bed was almost against the far wall, there was almost no room on the other side for me to walk around the bed to get my things. Since he had only shown limited interest in me other than watching my naked body, I had to wonder what this was about since he had obviously put me in the position of having to join him on the bed to get my clothes. Well, I had two choices since it was clear he was not going to get up; I could go around to the end of the bed and retrieve my clothes; or, I could reach across him to get them. Hard choice -- I kneeled on the side of the bed next to him and bending across his body, I reached toward my clothes. I chose to do this near the head of the bed so my body would be very close to his face -- a very blatant invitation from me to him! That was the invitation I guess he needed to verify my willingness to play as he reached up and rubbed my bare ass as I reached across him. I stayed in that general position while he fondled my ass, rubbing a finger along the crack and gently pulled me closer until my cock was almost touching his face. Soon, his tongue was caressing my hard young cock while it jumped at his touch. He raised his head and sucked it fully into his hungry mouth while I stayed in that erotic but somewhat uncomfortable position. He moved me and had me sit astraddle him so my cock was in his mouth as I sat on his chest. He leaned me forward so I could comfortably fuck his mouth while he sucked and fondled my ass. It felt so good to be naked like that -- and the "danger" of my buddy possibly waking up and seeing me in that position
made the situation that much more erotic. I continued sliding back and forth, bent over like that so he could fully suck my cock into his wet mouth. He continued fondling my ass and fingering my crack. Suddenly a new and very pleasant sensation came along as his finger found my virgin asshole and he started slowly teasing and pressing his finger against my tight hole. Mmmmm it felt so hot having him fingering my asshole like that while he was sucking my cock. Sometimes he stroked my dick with his other hand and other times he was rubbing it across my body, caressing my hips, my belly and on up to my chest where he also gently pinched my nipples. The rapidly approaching climax to all these sensations would not be denied and my cock exploded in his mouth and he sucked and slurped, swallowing the jets of cum as it shot out of my throbbing young cock. I continued fucking his mouth as long as I could until I was drained of cum and energy. I slumped over and fell to the bed while he licked his lips of my tasty cum. He leaned over and licked my softening cock and balls while I moaned softly. He even lifted my legs and licked my asshole, making sure I was fully cleaned up and he had gotten every last drop of the gooey stuff. I heard my buddy stir and start to sit up so I jumped off the bed and was standing there fully naked at the foot of the bed when he came awake. He blinked and looked at me with my almost soft cock and the guy lying on the bed still in shorts and t-shirt. My buddy exclaimed "What the fuck!" apparently not fully sure of what he was seeing. Realizing in that instant that he definitely would not be even remotely interested in joining in on what I had just enjoyed, I calmly told him that I had just finished taking a shower. I suggested he do the same so we could get at least an hour's sleep before heading back to the base. There was no way that I was going to even hint at him " getting some" from this guy since I was sure he would not even consider any type of homosexual contact which was definitely taboo in the military. While he was in the bathroom -- door closed AND LOCKED -- I let the guy enjoy watching me as I dressed. I stood right next to the bed as I slowly put on my shirt first and he reached over and licked my cock and balls while I stood spread-eagle buttoning my shirt and giving him time to enjoy the snack. Then, taking a chance that he would like a different treat, I decided to turn around and bend over while I put on my socks. I was right! He stuck his tongue fully into my exposed asshole and as I pushed back against him, he pulled my ass onto his face and thoroughly licked and tongued my asshole. Damn it felt good! I finished dressing and my buddy came out of the bathroom also fully dressed -- no exhibitionist him! Our friend kept his word and took us to the base. I never knew the guy's name or where he was from. I only hope his final night at the convention was as fun for him as mine was for me. I hope you enjoyed reading about my trip to the convention in Chicago.