Business Trip

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.

As I was about to finally fall asleep, I once again heard the sound of someone masturbating. Sure enough, Juan was jacking himself while laying on his back, I was hoping he was thinking about me, but came to the realization that he had earlier talked to his wife and, thus far, gave no indication that he was interested in me. To let him know I was awake and aware of what he was doing, I turned to face away from him making sure he heard the rustling of the covers.

After a few minutes of silence, he continued jacking. I didn't want him to cum before getting a chance to show him I was available, so I made a bold move that would definitely get his attention, but hopefully not too obvious. I moved the covers so that my butt was exposed, making sure it was easily visible in the dim light. This caused Juan to stop, then I could hear him move about and get out of bed, then silence. I had the feeling that he was once again standing while looking at me but could not be certain.

A few minutes went by and there was no indication that anything sexual was going to happen so I took the situation to another level. I reached back and slid my underwear half way down my ass. There was enough light that he would be able to see what I was doing, and therefore read my intentions. Unlike the pulling of the covers to expose my behind, which could be interpreted as unintentional, this was a calculated, willful move on my part. A decision was now his to make and I wondered if he would make the next move on what I hope was going to be a journey of sexual indulgence.

The situation was electrifying, full of sexual tension but at the same time it was uneasy with the possibility that I misread Juan's intentions. When I felt his hand softly stroke my bare ass, I let out a sight of both relief and heightened passion. It was happening. I had successfully seduced a married man who turned me on a great deal. Next he lowered my underwear below my cheeks, then used his finger to explore my hole, causing me to let out a whimper. He pulled it out, then caressed my cheeks more.

"You have a really nice ass, James," I heard Juan utter. "I love how you make it so convenient for me," he said as he probed deeper. "Did you hear me James?" he asked.

"Yes," I said, my voice cracking. I waited for him to say something, do something, but the only the quiet of the room was present. "Do you want some?" I said, hoping he would understand what I was asking.

"You asking me to fuck you?" Juan asked, moving his finger inside of me, prompting a soft groan. Before I could respond, Juan pulled his finger out, then putting it at my lips. Assuming he wanted to know if my ass was clean, I opened my mouth and sucked his fat finger as he slid it in. "Do you suck cock?" he asked.

I nodded in the affirmative while sucking on his finger. "Well you better get to work then," Juan said, removing his finger. I eagerly accepted Juan's assertiveness, turning around and positioning myself so that I laid belly down, mouth at edge of bed. He had already pulled down his boxers and his cock was erect. It resembled a club, average length but very thick and hard with a slight curve, and uncut.

"Fuck your cock is beautiful," I said, reaching out and feeling it.

"So is your ass," said Juan, his hard cock sliding into my mouth as he leaned in to stroke and knead my butt cheeks.

His hard cock fit well into my mouth and had an avocado taste and a buttery feel. Knowing he was married to a woman, but unsure if he ever got head from her, I sucked his cock to the best of my ability, skinning it back then slowly sliding it until it popped into my throat.

"Damn that feels good," Juan muttered, taking his hands off my ass to place them on the back of my head, and pushing me even further onto his cock. By this time of my life I had learned how to deep throat without gagging, much to Juan's satisfaction. After a few minutes of getting face fucked, Juan decided it was time to do something else.

He pulled out, then sat next to me, stroking my hair. "So you know I'd like to fuck you right?" he said.

"I'd like that, and I'm ready," I said, recalling that I had already cleaned the pipes in anticipation of going out.

"Yeah?" said Juan, surprised. "So you knew we were going to do this? Even after I called you a faggot?"

I laughed at the awkwardness of the situation. I had no idea Juan would be into sex with me but was definitely glad he was. "Not at all, my plan was to go out to a gay bar and see if I could hook up. But we had drinks together, and now here we are."

"Yes, here we are," said Juan, rubbing my back, his hand trailing down to my ass.

"Do you mind if I ask you a question?" I asked.

"Go right ahead. Then I get to ask you one, then we get busy. Deal?"

"Deal. So have you had sex with a guy before?" I asked.

"Oh yes, not often. But when the situation allows, like right now, I'm down. I do consider myself bisexual but I only top," he said, moving his finger to my hole.

I let out a soft groan, then reached to stroke his now soft cock which was thick and meaty. "Does your wife know?"

"I think it's time we got busy," he said, leaning into me, placing his lips on mine. Juan's passion became instantly apparent as his tongue aggressively entered my mouth. I reached under his T-shirt to play with his nipples but he swatted my hand away, then pinned my arms behind me. "The only way we do this is if I do the driving, understand?" he asked.

I nodded my head in the affirmative, knowing that this was his character, and that also my desire. He continued kissing me, our tongues probing and feeling each other out. While I remembered he wanted to be in control, I could not help returning his robust kisses which he seemed to welcome.

He then stopped, pulled off his shirt, revealing a barrel, hairy chest that I so badly wanted to feel, but respected his boundaries. "Hang your head over the edge of the bed," he said, standing up.

I stopped wondering about how much experience he had with guys and decided I was going to enjoy this one. After being where he wanted me I watched as he stroked himself to a full erection. "Open up," commanded Juan, then proceeding to stick his cock in my open and hungry mouth. As he fucked my throat I grabbed his plump ass cheeks. This time he did did not slap my hands away, giving me the chance to massage and rub the hairy mounds of flesh.

"Fuck, fuuuck, fuuuck!" exclaimed Juan as he accelerated the pace of his thrusts. I was able to pleasure him with a combination of lips, tongue and throat that I had learned from frequent practice. "Oh shit, I'm coming," Juan moaned. He then pulled his cock out and squirted several ropes of watery cum onto my chest as he grunted with pleasure. He slid his cock back into my mouth allowing me to suck the remaining juices out while he panted heavily. His cum tasted bitter, but not overly so. It had obviously been awhile since he last ejaculated.

After draining him, he pulled his cock out of my mouth, then stood on the edge of the bed as I sat up. After regaining his breath, he put his underwear and T-shirt back on and went into the bathroom. After hearing him wash up and leave the bathroom, I got up to wash myself off. We passed each other at the foot of the bed in awkward silence. While I felt no shame in what we had just done I felt Juan was uncomfortable.

Upon emerging from the bathroom I saw the Juan had turned on the table lamp and was reading the conference program. As if nothing had happened, Juan talked about what the plans were for the next day before eventually turning out the light, rolling to his side and quickly falling asleep.

I jacked off thinking about the evening we had, and the evenings I hoped to experience over the next 5 days as Juan's roommate.