I think I'm a typical guy. I found myself feeling lost in my 50s adrift in a sexless marriage. I was still attracted to my wife and we still had sex a few times per year, but I my thoughts wandered. I refused to get myself trapped in an affair with another woman. I started having thoughts about having sex with another married man on the "down low." I was watching more she-male and crossdresser porn and my curiosity kept building. I secretly signed up on a few gay hook up sites and chatted with a few guys, but when it came right down to it, I'd always chicken out. Eventually I gave up and deleted all the accounts and tried to put it out of my mind. Once or twice a year I went to conferences for my company. I would build up scenarios in my mind of a hotel hook up. That always ended the same way. Alone in my hotel room I'd watch some porn on my phone and jerk off.
I was at another one of these conferences that was a two-day event with a one-night stay in a run-of-the-mill hotel about two hours away from my house. The hotel stay was mandated by the company because in addition to the key note speakers and breakout sessions, they scheduled a motivational speaker as part of the evening schedule.
When the evening meeting broke up, I followed the crowd through the hallways into the small bar. As more members of the group spilled into the room, they started form groups at the tables and a group six teamed up around the pool table. I hopped into a seat at the bar and and scanned the bank of TVs as I waited for the bartender to come over. I saw one of the sports talking heads talking about the football game that was about to start. I forgot it was Thursday night and that there was a game. The sound wasn't turned up but I could tell the sportscaster was trying to hype up the quarterback competition.
The bartender stepped over and took my order with silent indifference. I settled in to watch the game and made quick work of the beer. I knew trying to ease the social awkwardness with alcohol was a bad idea. As I started on my second beer, the noise behind me kept rising and the pool game was getting hotly contested and raucous.
"Any score yet?" the guy named Ray asked as he hopped up on the stool to my left and raising his hand, index finger extended to call the bartender over.
"No, both offenses three and outs so far," I said. I knew his name was Ray because we were in the same afternoon breakout group and he made a few comments that I thought were pretty smart and on point.
"You're Jeff, right? he said. He stuck out his hand offering a handshake. " I told him my name was Ray and shook his hand. "Yes, Ray, right. I remember from the group this afternoon," he said. As he reached out to take his beer I noticed his watch and mentally completed the trifecta. When I guy has an expensive haircut, an expensive watch and expensive shoes, I figure he's the real deal, actually making more money than most. These company trainings try to homogenize everyone with the standard uniform of business casual- jeans, a button down shirt and a fleece vest, but this this guy Ray stood out. He was at least five years younger than me maybe more. Just under six feet tall he had an athletic build and his movements were fluid and easy.
We spent the rest of the first quarter of the game watching together and making small talk about work trying to make connections with different people we knew. Eventually, he steered the conversation to how much he hates these company retreats and being cooped up in a hotel with people from work for two days. As we talked, the group behind us got louder and we watched the one poor waitress scrambling from the service bar trying to keep up with their over consumption. This also meant that the one bartender spent most of his time down the end of the bar dealing with her orders and Ray was getting frustrated trying to order another beer.
"This sucks," he blurted out. He slipped down the the stool and flipped a twenty dollar bill on the bar. He started to say goodnight and walk away but then he leaned in closer to be heard over the din of the crowd. "Listen, I figured that this would be the usual shit-show here tonight. I set up a bucket of beers on ice in my room to relax and enjoy the game. You're more than welcome to swing by my room and watch the game up there. You know, actually hear the game without all of this." he waived his hand at the group by the pool table just as one of them knocked a beer off a table with the butt of the pool cue. "Anyway, up to you. I'm in 327. Drop by after you finish your beer."
I watched him go. He almost seemed to glide out to the main lobby and over to the elevators. I spent about 10 minutes finishing the beer and mulling his invitation over in my head. As I pushed the stool back and pushed my empty glass forward I completely convinced myself that I was just going to go up to my own room and go to bed. Facing the panel of round numbered buttons in the elevator, I reached for number four but then I hit three by mistake. I started to jab my finger at the four button, but then stopped myself. My stomach felt nervous as the elevator doors opened on three and I started following the pattern of room numbers. The voice in my head convincing me that it would be fine to watch the game a have a few beers with a new friend. As I reached up to knock, I almost turned and walked away. I exhaled and then I heard myself knocking on this door before I realized I was doing it.
After a brief pause, Ray opened the door while staying mostly hidden behind it. I caught a glimpse of his bare legs, feet and arms. "Jeff, I'm so glad you decided to come up. I hate watching the game alone. That's kind of sad isn't it?." He waved me into the room which was similar to mine. The bathroom to the left as you first enter, then a closet. Then the room opens up with a bed, a desk and chair one one side and a small sofa, chair, and coffee table off to the other side. I saw he had the game on and the TV was swiveled on it's base to face the sofa area. As I walked deeper into the room I could see he was wrapped in a towel and there was a cloud of steam roiling along the ceiling by the bathroom door. "Come on in. I was just catching a quick shower. Go have a seat and help yourself to a beer I'll be right out." With that he slipped inside the bathroom and closed the door. My stomach really started to do figure eights as I settled into the sofa and grabbed one of the long-neck beers from the ice bucket. I caught myself chugging it and forced myself to slow down. I reoriented to the game and actually got caught up in it as the home team strung together three spectacular plays in a row to score a touchdown.
Ray, still with the towel wrapped around his waist, rushed in just in time to watch the replay of the touchdown. "Wow, that's crazy," he said. He continued walking across the space to the ice bucket still facing the TV crossing in front of me. He grabbed a beer, opened it and dropped the cap back into the bucket, taking a long pull from the bottle. He turned away from the TV and toward me as he crossed back over to chair. "Looks like it's going to be a close game. Glad I didn't miss too much." he paused as he took another long drink from the bottle, raising it high and leaning back a little as he gulped it down. With his next step the towel let loose and fell to his feet. He had to stop in his tracks to keep from tripping over it. He was standing right in front of me and his cock was at my eye level. I froze. he was right there. Directly in front of me was his cock, circumcised with a perfect helmet shaped head.I knew I should look away and I forced myself to tilt my head, but I still kept his cock in view. It looked amazing. He didn't have an erection, but he wasn't completely flaccid either. The unsettled feeling in my stomach returned with a vengeance.
