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An unexpected twist

"An online invitation to my hotel room leads to more than I bargained for."

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This is a story about an encounter I had that got a little out of hand.

I live a pretty simple life. Standard job, family, etc, and its all good. I'm not complaining, but I do get a little bored sometimes. What is it they say about idle minds?

A few years back, I was traveling for work and staying in a hotel in Austin, TX. After a long three days of work, I returned to the hotel on Friday night around 8:00 p.m. I was a little tipsy from the business dinner, and after three days on my own I was more than a little tired of sitting around at night. So I popped open my laptop, checked in at home, and started reading the news. Soon, however, I found myself browsing Craigslist's casual encounters section. I go there sometimes when I'm horny and bored, and I often fantasize about doing something outrageous. I also happen to have a discreet little bi side, and while I don't get into snuggling with guys, there is something mysteriously attractive about a guy's dick. As I was clicking on the posts, looking for someone who was not an obvious troll, I found one where there was a guy looking for a blowjob. His post was short and simple, he was about my age, and for some reason I responded to his post. I figured I wouldn't hear back, and it gave me a thrill just to pretend we would hook up. I mean, these guys get a million responses, right?

He responded five minutes later.

He was a tow-truck driver, done for the night and heading home. He offered to come to me, said he was safe and discreet, and that he had only done this once before. He was married, but his wife didn't like to give him head. He said he could be at the hotel in just a few minutes, and he would love a blowjob. He also said he might give me one too, but that he'd never done that before and he definitely wouldn't swallow. What he really wanted was for me to swallow.

My heart was beating a little faster now, that's for sure. As if on autopilot, I found myself responding. Yes, I said, I'm safe and discreet. Yes, I like to give head and I love to receive it. And swallowing? Maybe, but I don't know.

And with that, I gave him the room number, hit send, and then wondered what the hell I was doing.

I didn't hear anything back, and after a few minutes I decided he probably chickened out and was headed home. But about ten minutes after I hit send, I heard a quiet knock at the door.

I almost didn't let him in. This was crazy. I didn't know this guy. But the thought of giving a guy head ruled the moment, and I opened the door and let him in. His hands were in the front pocket of his hoodie, and he wore blue work pants and big black shoes. He was about 6'2", a little taller than me, and about my age. He seemed quiet and nervous, like me. We talked a little, asking each other if we did this much, are you sure you're safe, and that sort of thing. Then he said, "Well buddy, it is getting late. Its either now or never. Are we going to do this?"

I nodded my head, dropped to my knees. He approached me, and I unbuckled him and unzipped his pants. I reached into his pants and pulled out his cock, which was bigger than I expected. It was heavy, a little musty, and really thick at the top. It looked a little like a baseball bat. I could see how his wife might balk at the idea of blowing him, but at the same time it was a powerful looking tool. I grabbed it with my hands, and he moaned "That's right, suck it."

I took it into my mouth as he got hard. Salty, sweaty. I had no idea what I was doing, but at least I was enthusiastic. I took as much of it into my mouth as I could, and starting giving him the best blow job I could muster. It wasn't easy, as he was really thick at the top.

After a few minutes of me on my knees, he started to get more comfortable, and so did I. I slid my own pants down, and started jacking off. He moaned his approval. He asked if I liked sucking his dick, and I muffled a "mmn hnh" and kept going.

Suddenly, he pulled me away and said, "Fuck it!"

He pulled me up to standing, then he leaned over and he grabbed my cock (which was still in my hand) and started blowing me. I was so into blowing him, I didn't realize how horny I was. I felt the rush of an orgasm building almost immediately, and although I tried to fight it, I knew it was no use. I told him I was about to cum, hoping he would decide to swallow, but he didn't. He pulled my cock out of his mouth and jacked it as I spurted four times all over his hand.

Some of my cum fell on his shoes. I could tell he wasn't thrilled. He said, "Fuck, man, that was fast. And you came on my shoes." Then he gave me a slightly diabolical smile and said, "You'll have to make that up to me!"

He took off his shoes, and then his pants completely.

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Pulled his hoodie over his head to reveal a ratty cotton t-shirt. Then he laid down on the bed, on his back, and motioned me over to the bed. "Start sucking, bud. Let's see what you can do."

I did what I was told. I slid up between his legs, squatting on my knees with my ass in the air, and went at it. Since I had just cum, I was starting to feel more nervous about him being in the room, and I just wanted to get it over with. I did my best to blow him well, but like I said, I'm not very experienced at this kind of thing. After a while, my jaw was starting to hurt, so I switched to jacking him off.

Then he told me to lick his balls. I've never done that, but OK. Frankly, I was happy to have a little break for my jaw. I slid my tongue down his shaft and started licking his balls. "Yessss, suck them!" he said, so I did.

I was taking one and then the other into my mouth, running my tongue over each one while I jacked him off. He was moaning hard now.

"Lower" he said.

What? What was lower? Lower than balls is...his ball sack? So I licked the bottom of his nut sack. He liked that, so I licked all over his balls and jacked him off faster.

"Lower!" he said again.

This time he lifted his knees, bringing his feet up close to my shoulders. It only took a moment before I realized what he wanted me to do. He wanted me to lick his ass.

I had never rimmed anyone, let alone a guy whose name I did not know. I said "Um...You want me to lick down there? I've never done that!"

In response, he put his hand on my head, grabbed my hair, and said, "Either you lick my ass, or I'll fuck yours. You choose." He pushed my head downward, forcing my face into his ass as he pulled one knee open a little more with his other hand.

I had a split second decision to make. This was definitely an awkward situation, and I was way out of my comfort zone. How does one find himself in a situation like this? Less than an hour ago, I was just another businessman sitting in his hotel room, surfing the web. Now I'm buns up and kneeling, with my head jammed into some guy's backside!

The guy was too big for me to stop him, and I have never been fucked in the ass. His cock was way too big to fit in my ass without doing some damage. Plus, I had no condoms in the room, and more importantly, no lube. So I found myself opening my mouth, and timidly licking his perineum.

"Do it," he said, "and do it right!"

So I did. I licked his ass, bottom to top, up and down. He kept his hand on my head, a firm grip on my hair. And then I surprised myself by sliding my tongue into his asshole. For some reason I can't explain, I went all in. My nose pressed up against his perineum as my tongue delved deeper into his ass.

He let go of my head and started jacking off, moaning that it was amazing. I was hard again, and leaking pre-cum everywhere. Never in my wildest dreams did I imagine doing this, let alone enjoying it.

After about five minutes of this, he pulled my head up and stuffed his cock into my mouth. He put one hand on each side of my head, and fucked my mouth hard and fast. I was trying not to gag as he hit the back of my throat, but it wasn't easy. Then he tensed up, held my head down, and unloaded.

It was the nastiest, stinkiest, biggest load of cum I've ever tasted (before or since). But he didn't let go, so I swallowed every drop.

And then it was over. He got up, went to the bathroom, and washed up. Then he got dressed and said, "Thanks! That was amazing!"

And then he was gone. I sat there on the edge of my hotel bed. I could still smell him, and my face was covered in my own saliva and his cum. My cock was in my hand, hard as a rock. I was, in short, a mess. I stayed that way for a while, then leaned back on the bed and jacked off. I came quickly, and then meandered into the shower. I scrubbed everywhere and everything, trying to snap myself out of whatever world I had wandered into. Part of me, however, liked that world just fine.

He emailed me 30 minutes later to say that he wanted to come back and that he had condoms. I knew that if I let him in, he'd take my ass, so I never responded. I'm not sure it was him, but I could swear I heard him knocking later that night sometime after midnight, but I didn't get out of bed to go to the door. Whoever it was left after a while.

I suppose a turn of events like that should have scared me straight, so to speak, and it did give me pause. It was a long time before I found myself browsing Craigslist again. But like so many guys like me, eventually I did. But that is a story for another day.

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Written by Jack1Toffe
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