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Traveling for business has its ups and downs. On the positive side, you get a break from your routine and a chance to try new things. On the down list, would definitely be a fair measure of loneliness and boredom.
Suffice it to say, the latter can make you do things you never thought you'd ever do. Like for me, as a closeted bi man, heading out one lonely Wednesday night to a gay bar in a medium sized Midwest city.
I had cruised a few spots near home and had a few encounters, but nothing meaningful or lasting. A few blowjobs given and received, and a couple of handies. That was about it. My gay "experience" was just that limited.
But as the evening wore on, I convinced myself that it'd be okay to give a gay bar a try. This one's web site said it had "lots of private nooks and crannies" and a "diverse crowd." It was near a university, so I was hoping I might meet up with a college boy and get lucky. Who knows? We might end up back here fucking?
Several cruising sites gave "The Backyard" good reviews. On a weeknight, the crowd gathered as early as 10, one site suggested. I headed out about 9:45, hoping for the best. I parked, followed the sound of music down a long, dimly lit alley to the main entrance. Inside, I paid a modest cover charge and got a wrist band.
"Have you been here before?" the doorman asked.
"No, I am not from around here," I offered.
He was about my age, very large, with curly brown hair and a neatly trimmed beard. He told me we were standing outside the dance club, which would have a drag show starting back up in a few minutes. The doorman also told me the lounge was upstairs and suggested I might like it better because you can "really talk and meet people."
I stopped by the club and peeked in. It was already starting to fill up and the music was pounding. It was dark, with lots of flashing lights that reminded me a little too much of the disco era. It's not that I wouldn't have fun there, it was more that it wasn't the kind of place I really wanted to go to all alone.
So, I headed up stairs to the lounge. This was more my speed. Still rather dark, with a large square bar in the middle. The bar tender caught my eye immediately. Muscled, with a shaved head and a nice full beard, he smiled and made me feel right at home. I ordered one of the drink specials and checked the place out. There were several couples sitting at tables and in booths, but mostly, it looked like a lot of guys came alone and were clustered in threes and fours and a few alone all around the place. Off in the corners were doorways lit with Christmas lights, presumably the promised "nooks and crannies."
"Hey, I'm Steve," a handsome blonde boy said to me, grabbing my upper arm to get my attention. I turned and shook his hand.
"Jeremy, nice to meet you, Steve."
"New here?"
"Yeah," I'm from outta town. Here for work."
"Cool."
"Wanna blowjob?"
"Uh, well, I...."
"Just kidding! Trying to get you to relax a little," Steve said, laughing at his own joke. I gave him a polite laugh and took my drink from Tyler, the muscled bartender. I took a big gulp to calm my nerves.
"Uh, so what brings you here?"
"Oh, just looking for fun. None of my friends could go out tonight, so I'm here on my own."
"Cool, glad you stopped by because now I have someone to talk to," I said, looking him right in the eyes. He had a handsome, fresh face and pretty blue eyes that picked up the blacklights and neon here and there around the lounge. He was wearing a tight-fitting t-shirt and jeans. I liked the way he filled them out, that's for sure.
We chatted about his work at the university, and my job in sales. We talked about his town, and how active he has been in the local community. Then Steve managed to turn the conversation back to sex.
"So, uh...Traveling like you do, I'm sure you meet all kinds of guys."
"I do okay, but I am not really into random hook ups much," I said. "I like to get to know the person."
That, of course, was a patent lie, but Steve was already causing a bit of a stir in my pants. I was kind of hoping his blowjob comment was more than a joke. And, I wouldn't mind it all if we ended up back at my hotel. His hot little ass looked amazing in those jeans.
We moved to a nearby booth, and Steve sat right next to me instead of across from me. Tyler brought us both another round and I relaxed, putting my arm around Steve as we talked. He put his head on my shoulder, and started feeling my leg a little.
"You're a pretty manly guy," he said, stroking my cheek. We locked eyes, those lips drew me in and we kissed. Steve didn't know it, but that was my first full on, loving kiss with another man. All these years of jacking off to gay and bi-porn, all these years of occasional random blowjobs and sucking and jacking stranger's dicks, and I had never really kissed another guy. It felt great. My heart raced, my cock swelled. "I could so get into this," I thought.
We talked a little more, I told him how hot his ass was.
"I take it you're a top."
"I don't really know, but let's go with that." I said.
"You've never done anal?"
"No"
I decided Steve deserved a little honesty, so I told him my whole, closeted story. He listened and looked me right in the eyes again.
"That's so fucking hot, Daddy!" Then he kissed me deeply and squeezed my boner so hard I am pretty sure a little precum leaked out.
"Let's get the fuck out of here," I suggested.
"You got a place?"
"Yeah my hotel."
Steve Ubered to the club so he had no problem riding a mile or so to where I was staying. We made small talk to the car, but once we were in, proceeded to make out so intensely he practically sucked me off right there in the parking lot. I drove across town and into the hotel parking garage with my cock out and in his hands, and occasionally his sweet, hot mouth. He let me know that he wanted more than just oral tonight. His hot little asshole was "open for business" and that he wanted to "get bred." In a saner moment, we talked about status and I learned he was on PreP and had just been tested for everything else. I too, had just been to the clinic and even had papers to prove it.
It was awkward and almost painful to zip up and make our way to the elevator. Steve didn't care about security cameras. He groped and kissed me anyway, which somehow added to the thrill. We made our way to my room on the 6th floor and as soon as the door was open started tearing at our clothes. I was so glad this was not going to be another nameless, almost faceless encounter in the dark corner of the bar, as I had thought. This was going to be fully naked, man-on-man sex in an actual bed!
Steve's body was hotter than I had even dreamed. He was about 5'10 to my 6'2."and had a honey gold tan everywhere but his bikini line. There, he had a snow white band around his dark brown pubes and when I saw his white little ass, I felt my cock getting so hard it almost hurt. He had little tufts of brown hair under each arm and a nice line of fur in his butt crack, but was otherwise, smooth and dreamy.
We kissed passionately, he seemed to love my furry body, and licked me everywhere, which I loved. He started in licking and sucking my 7" cock, paying very good attention to my nuts. I smoothed his sweet, blonde hair and loved it when he looked up at me with contented, smiling eyes. He held my cock at the base and licked my cock up and down, listening to me moan with pleasure. Then he plunged down on my swollen dick, taking it all down his throat. It was like a sword swallowing trick, and I was both turned on and mesmerized by it at the same time.
I decided this was all good, but it needed to be more mutual. I pulled the hot boy off my cock and spun his cock toward my mouth. We started sucking each other in a 69. His uncut 6" fit neatly in my mouth. I loved the taste of his precum and how his fleshy foreskin felt against my tongue and lips. I reenacted every uncut blowjob scene I had ever seen, and Steve seemed to love everything I did. His hot, wet mouth continued to pleasure my cock and balls, teetering me right on the edge of an orgasm.
"Rim my ass!" he blurted out.
I barely knew what "rim" meant, but I was already eyeing his sweet, boyish hole from the moment we started sucking each other. His little demand was all the encouragement I need. I spread his pure white, hairless ass cheeks and admired the little trail of hair around his pink hole that lead straight up his crack, trailing off where it met his lower back. It was a beautiful ass, I decided, and definitely worthy of my tongue. Though I had never licked an asshole before, I had seen it plenty of times in porn and wanted to give it a try. I knew Steve had done his "homework" and it would be clean.
His ass wriggled between my palms as Steve felt my pointed, wet tongue enter his sacred opening. He signed and then gasped as I slowly lapped at the hole and ticked the rest of his crack with my tongue. Those tender white mounds of flesh in my hands needed more, so I licked and slightly bit both of them. Steve seemed to love that, so I did it again and again, then went back to eating his hole as best I could. For a first time, I have to say I must have done a pretty good job. The boy was writhing with pleasure and couldn't seem to catch his breath. His ridged cock was leaking precum as I slowly jacked him while giving his butt my full attention.
Steve rose up and before I knew it, was sitting on my face, letting me pleasure him. I loved knowing he was getting so much pleasure from my mouth. He rocked his hips back and forth and moaned loudly.
"Oh, Daddy, that feels so good! Eat my hole! Mmmmmmm"
I jacked his proud cock and made Steve cum. I didn't notice, but he collected all of his man juice in the palm of his hand and when he was done, he spread it on my rock-hard cock and some into his ass crack. Then he proceeded to sit on my dick and ride me.
I was literally bareback fucking Steve with his own cum. The very thought of it sent a jolt of electricity through my loins.
"Shoot that load in me, Daddy! I want it all!"
Steve rode me like a slutty porn star, clenching his ass muscles to milk my swollen cock. He looked down at me and smiled. His handsome face was red with passion. He was starting to sweat. Steve was in ecstasy with my cock buried inside him to the hilt.
Then he leaned forward and gave me a passionate kiss. I held his sweet ass tenderly and began thrusting my hips upward, fucking him from underneath. The sensation triggered my orgasm and I felt myself flooding Steve's hole with hot cum, just as he had asked me for.
I usually cum a normal amount, but once in a while if I am really relaxed and comfortable, I have been known to have some gushers. Such was the case tonight. Cum poured from my dick. I counted eight or night good pulses from my dick as I emptied my balls into him. Steve clinched his butt tight so as not to spill a drop, but some of my man goo eased out from around my cock anyway, forming a little trickle down my ball sack.
Steve laid on top of me motionless, his chin buried in my neck. I caressed his tender back and sweet buns. I had owned him completely. I had bred him. It was my first time and it was the time of my life.
It was quite late so we took a quick shower together. We had just both had amazing sex, but the shower refreshed us a little. My cock rose to attention and was reporting for duty by the time we got back into the bed.
"I want you to send me to sleep with a load of hot cum in my mouth, too," Steve said.
"How can I refuse a request like that?"
He got on his knees by the bed, positioning us in front of a nearby mirror. I loved the view of this sweet, boyish young man, fully submitted to me, servicing my cock. I was rock hard and pounding his willing throat in no time, and it only took a few strokes for me to flood his mouth with more of my cream, just as he asked for.
I cuddled Steve in my arms. Kissing him and jacking his cock with some of my cum and spit. He shot a huge load across his flat, smooth stomach. I dutifully licked it up and kissed him passionately, sharing some of it with him.
We talked a little and drifted off to sleep.
Early the next morning, Steve got up for the infamous "walk of shame." I let him know what a special evening it had been and how often I visited the area on business. Truth was, I could go back there anytime I really wanted. There were always customers to see.
"And now there's you."
He smiled, kissed me goodbye and left the room.
We stayed in touch and made plans for my next visit to the area. Steve and I fucked six or seven more times before my territory changed and I had to stop making trips to his town. But I will never forget him and my first time as top.