This story is absolutely true, though some names and details have been changed. Please contact me at SeattleFreddy@yahoo.com with any feedback or questions. "Max" and I would both love to know what you think!
I've always enjoyed visiting new places, so when my company asked me to travel out-of-state to help open a new store, I didn't hesitate to say yes. Ever since I was a little kid, staying in a hotel has felt like a luxury; big beds, cable, a hot tub, a housekeeper to clean up, and, best of all, I didn't have to pay for it.
I had been dreaming up ways to have fun in a new city with a room all to myself. Hopefully I'd be close to a good gay bar or, if nothing else, I'll be able to find some hot guys online. These plans were cut short when I found out I'd be sharing my hotel room. The company was going to send a few employees out to make sure our big open was successful, and in order to save money, they decided to make us share accommodations. I was pissed at first, but I cheered up immediately when I found out who my roommate was going to be: Max.
Max has been with the company for several years, but he'd only transferred to my office a few months ago and I've lusted after him ever since. He's a former wrestler and still has the trim, muscled body he earned as an athlete. He keeps his hair buzzed short and he's always got a killer smile on his lips... an all-around sexy guy. Luckily for me, Max and I hit it off right away. We became fast friends and the jokey nature of our relationship allowed me to flirt shamelessly, and he always flirted right back, sometimes even getting a little bit touchy-feely. The flirtation was fun, even though I know he's totally straight, and I appreciate how comfortable he is around me.
I think a major factor in his flirtation was the fact he hadn't gotten laid since he moved out here. In almost 4 months he had been unable to find the right combination of time, money and pretty girls to get some ass, and as a result he was super horny all time. I offered to be his wing man, and I did my best, but Max wasn't looking for a hook-up. If he was going to sleep with a girl, she had to be girlfriend material, which meant that none of my efforts were successful.
Once, when Max was complaining about how horny he was that day, I asked if he wanted me to give him a hand. "The hand of friendship," I told him, with a smirk. I expected him to laugh it off, and was surprised when he paused to consider the offer. Whatever went through his mind in those few seconds, I'll never know, but he turned me down and I played the whole thing off like it was one of our usual jokes and over the next few months, it became one of our go-to lines. He'd complain about needing a hot girl and I'd offer to `extend the hand of friendship.'
Then, when I learned Max would be my roommate on this business trip, and that we'd be spending three weeks together in close quarters, I was ecstatic. Not only would I get to see this hot guy in various states of undress, I'd get to hang out with one of my best buddies.
Our first week was hectic, working 12 and 13 hour days getting things in order and training the new employees. By the weeks end we both needed to unwind a bit so we went out looking for dinner and drinks. By the time we got back to our room, we were both a bit drunk, and we both stripped down to our underwear. I was feeling good and decided to look at some porn on my computer before bed, but while I was doing this, Max and I continued to talk and joke. After 15 minutes or so, I asked, "Is it weird that I'm looking at porn right now?" Max laughed and said, "No. I figured you were... I looked at your hard on a few times." I glanced down and saw my 8 inch cock tenting out the front of my briefs and apologized.
"Sorry, dude."
"Nah, it's okay. I understand, I'm horny, too."
"I was thinking about jerking off... you wanna join me?"
Max paused and looked me in the eye. "Really?"
"Yeah, if you want." My heart was racing. I thought if I could get him to jerk off with me, it would be easy to escalate the situation and, if nothing else, give him a hand job.
Max was quiet for a few moments and I pretended to look at my computer. He finally spoke, saying that he was tempted, but tonight wasn't the night. I was disappointed, but had hope that perhaps he would say yes on another night. I told him the hand of friendship was still on the table, and excused myself to the bathroom and as was closing the door, Max called out that he was going to jerk off, too, so to give him a few minutes before coming out. If this were a race, I knew I would win. There was no way I could hold out for long know this stud was just a few feet away, jerking off with me. I came quickly and tried to listen for the sound of hand on cock, but the blood pumping in my ears was too loud. He soon knocked on the door to give the all clear. As usual we made a joke about what had just happened, left it at that, and went to bed.
I was thrilled by the whole experience, but figured this beautiful straight man would never agree to let me get him off. I was happy to flirt and maybe jerk off on opposite sides of a door, and I was resigned to the fact that there would be nothing more. But a couple days later, my hope was rekindled. We were silently getting ready for work together, each doing our own thing when, unprovoked, Max said, "So, I thought about it and..."
"Yeah?"
"I think the most I'd be willing to do is jerk each other off."
I was amazed. Not only had he been thinking about us fooling around, but he was telling me in no uncertain terms that he'd be in to it. I tried my best to play it cool, so I half-jokingly asked if he wanted to that tonight.
"No, I don't think so. I'm just saying, you know, if that happens."
Right. If. I decided to do everything I could to make it happen. I spent the next week being extra flirtatious, I would casually pause on the soft-core porn channels to try and get him worked up, and I bought some weed from one of the guys at the front desk of the hotel. My efforts were reward, somewhat. Max would come out of the bathroom after showering, drop his towel and then pull on underpants. I got to see his tight little ass a few times, and once I caught sight of his soft dick and low hanging balls between his legs as he bent over. In spite of all of this, nothing else was happening.
On our final night in the hotel, I was feeling down... even without the flirting and occasional nudity, I really enjoyed spending time with Max. I'd never had a close guy friend, and I was going to miss spending so much time with him. But, despite my disappointment, we were having a bit of a celebration. We had successfully opened the new store, and Max was excited because he had been asked to stay at this location permanently. It was a happy night.
We had dinner delivered to our room, and spent the evening eating, drinking and smoking. We talked about all the craziness of work in the past three weeks and gossiped about several of the new employees. Max started talking about how hot a few of the girls are, and how much it sucks that they're off limits since he's essentially their boss.
"God, I just want to get laid!" he cried out in frustration.
"I know dude... You want me to see if there's any of that terrible soft core porn on TV tonight?"
"Nah. It's so boring. I need something with more... action."
I laughed as I realized the solution to his problem. "Well, we do have two laptops and free wi-fi. We could probably find plenty of good porn online!"
"Yeah, maybe..."
"No, I'm serious. You can find something you like on yours, and I can find something I like on mine, and we can just do our own thing... together."
I grabbed my computer and loaded up some of my favorite sites, mostly pics and gifs. I half watched my screen and half watched Max as he opened his computer and started clicking through some videos. My dick got hard immediately.
I scrolled through pages of hot guys, glancing up to watch Max every few moments. He was watching a pretty hardcore video of women eating each other out, and he had one hand down the front of his pants. I was captivated. I completely gave up on pretending to look at my screen and instead stared at Max as he touched himself. He was shirtless, and I could see the top of his white underwear peeking out from his jeans. I wanted so badly to go over and touch him, but I was afraid I'd freak him out. I knew if anything was going to happen, it would have to be on his terms.
While I was watching Max watch those women, he looked over and caught me. I looked away and mumbled an apology, but he said it was okay.
"Yeah?"
"Yeah."
I turned back and we caught each other's gaze. We looked into each other's eyes for a long moment before he spoke again, "I was just thinking about how lucky they are."
"Who?
"The women in this video."
"Why's that?"
"They have somebody to do something nice for them."
"Well, you know, Max, I'm always willing to do something nice for you."
He looked back to his computer. "I know."
I held my breath as I aimlessly clicked through some more porn sites.
"And it is our last night together," he said.
"Yes it is."
Max sat up and leaned toward me. "The thing is, I don't think I would be able to repay the favor."
My heart started beating faster than ever and I tried to think of all the possible meaningss behind what he said, but they all came out the same: he was thinking about letting me blow him.
"I wouldn't ask you to repay the favor, dude."
"No?"
"Never."
Max stood up and unbuckled his pants. As they dropped to the floor I saw his 7.5 inch cock straining against his white boxer briefs. "Alright," he said, "let's see what you've got."
With that he pulled off his underwear and I saw his magnificent cock for the first time. He was uncut but his dick was so hard that the foreskin was pulled all the way back. He laid back on the bed, his legs over the edge and I was there between them before his head hit the mattress.
I reached out tentatively, sliding my hand along his thigh. I looked up to his face and he smiled. "Be gentle with me."
I wrapped one hand around his hard, velvety shaft and with the other I played with his balls. He closed his eyes and draped one arm across his face. Knowing he was in a good place, I focused back on his meaty cock.
It was thick, thicker than I expected from such a skinny guy. I stroked him a few times, letting the skin slide up and down, forcing a moan from his lips. Then I leaned in and licked the underside of the head, tasting a straight guy for the first time in my life. I ran my tongue from the base of his dick up and over his piss slit before wrapping my lips around him.
I'm no stranger to giving head, and I wanted to make sure to give Max an experience to remember. I went to work, bobbing my head on his meat, pumping the shaft with my fist. I also made sure to play with his balls, since I knew from a previous conversation that that was something he liked. I was really working him over, truly enjoying the taste and smells of his manhood when he started to tense up. I knew he was about to blow, and I wanted to swallow every drop of his cum. He started bucking and I heard him say, "Oh fuck, that's it... finish me off, baby."
I took as much of his big dick as I could manage and he started shooting his load. I swallowed a few times as he filled my mouth, and as he started to come down from his orgasm, I took a quick breath and continued to suck on his cock. I could have blown him for days if he could have lasted that long, so I was disappointed it ended before I got my fill.
Between gasps of breath he laughed and told me I need to stop so he could recover. I blushed lightly at being caught out as a greedy cocksucker, and I excused myself to the bathroom. I hadn't touched myself at all during the encounter and therefore was ready to blow with little work. I shot a huge load into one of the hotel hand towels and left it on the floor of the bathroom.
When I came out, Max was dressed and sitting in bed with his computer in his lap. "Better?" he asked.
I laughed. "Yes... What about you?"
"Absolutely!"
The rest of the night was fairly normal. We both made occasional references to what had happened, but mostly we were just a couple of guy friends hanging out. At one point Max went to use the restroom and when he came out, he was holding a hand towel. "Is this your cum rag?" he called out, laughing.
"Yeah. Why?"
"Just wondering," he said and flashed one of his gorgeous smiles.
The next day Max took me to catch my train. It was bittersweet saying goodbye to the man who, in the last month, had been a roommate, best friend, and in some ways, a brother. We said our goodbyes and just as I was about to leave, Max asked, "Is it cool if I stay at your place the next time I'm in town?"
"Of course," I replied, smiling. The front of my jeans was considerably tighter as I boarded the train. Perhaps Max will let me have another taste of his hot, straight cock... I can only hope.