I finally arrived into the motel in Chicago. I was there for the annual restaurant show representing the place I worked for. Chicago and Illinois were new to me, and I was excited about checking out the bars for the first time. The only thing I hated about these shows was that the company made us share rooms and unfortunately I was stuck with the oldest guy at the job, Phil. He was married and I was concerned that I probably could not cruise the bars like I wanted too. Though I was never attracted to older men, Phil was very masculine and well built. I knew he was packing a big gun because of the size of his bulge. I quickly lost the thought knowing he was married and always chasing the young women at the job. When we checked in we quickly realized that the room only had one bed, and offered no privacy for either one of us.

We attempted to get another room but because of the restaurant show there were no other rooms available, we looked at each other and to my surprise began to laugh. Phil said his wife wouldn't mind and just smiled. We both showered and decided to go out for a drink or two. We stopped at the first bar we found and started to drink, after a few too many we began flirting with each other. Just the thought of this older guy lusting after me kind of turned me on. I realized that his cock was bulging so much that he was turned on. I asked him if he had ever been with a guy before and he slightly laughed, Phil commented that we should leave.

We returned to the room and everything got really quite fast. We both stared at the small bed in the middle of the room and Phil asked which side I wanted. I told him I prefer the left side of the bed and he said ok. Phil stripped his clothes off and said he was tired and got into the bed. To my amazement he lay on the left side of the bed. I asked him what he was doing and he simply laughed. His cock was standing straight up and his balls were swollen. I felt my cock fill with fluid and it pushed out my pants. Phil leaned over and unzipped my pants and began stroking my cock slowly. I began moaning and Phil responded by pulling me onto the bed. Phil placed his hands around my cock and balls and slowly massaged them. I reached over and gripped Phil's dick with my left hand, I took my right hand and slid it between his ass.

Phil asked if I wanted to kiss his cock, I of course wrapped my lips around his hard stick and stroked it with my mouth. Phil stretched out on the bed and turned his body so his head was at my feet. He grabbed my cock and pulled it into his mouth. Now we were both sucking and massaging each other gently. The 69 lasted for about 20 minutes as we both came into each others mouths. We fell asleep and in the morning woke up to more erections. We both laughed and looked forward to the next three days.