Having a job that requires travel sounds good at first, unless the place that you work for hasn't got a lot of money and subsequently assigns you roommates. For years I have had the same guy as my roomie, older, white and very nice but not someone I was attracted to. It was the same routine; we'd travel and check in together, then go for drinks before going to bed and waking up for all day meetings. But this trip was different, John wasn't going due to health issues which meant I would have the room to myself. For weeks I had planned on meeting several guys, even a group, so the anticipation upon arrival was tremendous.
After checking in at the hotel the clerk informed me that my roommate had already arrived. I was devastated. I knew the company I worked for was cheap, but I thought I would at least have a room to myself instead of being randomly assigned a roommate. Pondering all the plans I had to cancel I took the elevator up to the room and entered my room. Laying on the bed reading was a gorgeous, brown skinned Hispanic man, average height but thick posterior. I guessed around fifty years old based on the slight graying and overall appearance.
"Hey, how's it going?" he said in a slight accent, sitting up. His smile was radiant and an obvious pleasant personality.
After tossing my things on the double bed next to his I introduced myself. "Hey, James here," I said as we exchanged handshakes. His grip was firm and his hand meaty.
"Juan, nice to meet you James," he said, laying back down while reading a document. While unpacking we had a pleasant conversation about the business ahead of us. My previous disappointment in having a roommate was soon diminished. Not only was he hot, but also a good conversationalist with a great sense of humor.
I soon admittedly began strategizing about how I could seduce him without being creepy. While I was not getting any vibes that he played with men, I wasn't ruling it out. With no meetings planned that evening, it gave us the chance to go to the hotel bar and have a few drinks to get to know each other better. After he showered, allowing me a sneak peak at his strong, hairy upper body as he emerged from the bathroom wearing boxers, he said he would meet me downstairs in the hotel lobby, then to the bar for a few drinks. While I got myself together I admired his body, built like a bull but not overly muscular.
Before heading down to the bar to meet him for drinks I showered and cleaned myself out in anticipation for a night out that I had planned. But first I'd join Juan for a drink or two to get to know him better. During our first round of drinks I discovered that this was his first business meeting on a national level, so I clued him in on what to expect. After much work related talk, we got more into our personal lives.
Although I knew he was married based on the ring on his finger, Juan mentioned that he was married with 3 kids and 2 grandchildren, whom he talked about a lot. While he enjoyed his family, there was something that I felt he was leaving out, but I didn't press it. I figured over the course of a week he's talk more about it.
"Enough about me James," said Juan, ordering two more beers. "Tell me about your home life. Wife, kids?" he asked
"No, and no," I said, having heard this question enough times to know it's best to get to the truth quickly.
"Playing the field huh?" asked Juan, still not aware of my sexuality.
"I guess you could say that," I said, not ready to reveal the full truth.
Juan went on to talk about how much he loves his wife and kids he's been tempted to stray. I could tell he was getting drunk by the opening up of his personal life and slightly slurred speech. So how come no steady girlfriend, James?" he finally asked.
It felt like he was prying, like he was suspicious and attempting to get something out of me, so I figured it was time to be upfront. "I'm gay."
The surprised look on Juan's face led me to believe he had no idea. But it soon turned into more of an 'it's okay' look. He shrugged his shoulders, then looked at me, saying "I would never have guessed you're a faggot."
I wasn't sure if he meant to use that term in a derogatory manner, or was it just an acceptable term based on his his past experience. But either way I had to say something. "The word faggot is pretty offensive," I told him calmly.
Juan's look was arrogant, but conciliatory. "Sorry, didn't mean to offend. So what do you want me to call you?"
"James," I said laughing.
Jaun, being good natured, joined me in laughter. "Well James, as long as you don't try anything on me while I sleep, we're okay," he said, grabbing my shoulder, unintentionally sending me mixed signals.
"How about when you are awake?" I joked.
"Oh no!" Juan exclaimed, taking his hand off my shoulder, holding it out in front of him as if to deflect my advances. "You are funny James."
While the rest of our conversation avoided the topic of our personal lives, it was somewhat awkward nonetheless. I thought he wanted to talk more about it, but was hesitant to do so to avoid looking interested. After the last round of beers, we both headed back upstairs, inebriated but holding steady.
After getting settled in to our room Juan called his wife while I watched TV. He seemed a bit uninterested in talking on the phone and the conversation only lasted 5 - 10 minutes before he announced that he was going to sleep. I turned off the television, went to the bathroom and brushed my teeth and by the time I came back Juan was under the covers, wearing a white T-shirt. I stripped down to my white briefs, hoping he would catch a glimpse and possibly be turned on.
I laid quietly for a 30 - 45 minutes but heard Juan toss and turn the whole time, then getting up to use the bathroom. The room was dark but I could make out his large, shadowy figure as he got back into bed. After more unrest, I heard Juan get out of bed again, this time followed by a stillness. While it may have been my mind and wishful thinking I thought I heard the sound of someone jacking his dick. I slowly turned to face him, but he had sat down. Through the dim light I could tell that he wore boxers and that his hands were covering his groin.
"You okay Juan?" I asked, thinking that perhaps he drank too much and was getting sick.
"Yeah, I'm good. Sometimes alcohol keeps me awake."
"I have some sleeping pills if that would help," I said, hoping for a reason to get out of bed and have him see me in my skivvies.
"No, thank you, I'm good," he said as he got back under the covers. Before doing so I managed to get a peek of his crotch. There was an obvious bulge, meaning either he was hard or had a full size cock and balls when not aroused.
With the curtains not being completely closed and the lights from the parking lot being bright, I was able to look at Juan while he lie on his back. I pretended to be asleep but kept my eyes open just enough to see if he was making any moves that would indicate sexual interest. I wasn't sure if it was wishful thinking on my part, but there appeared to be a real sexual tension between us since we got back to the room.
