Chat Room Rendezvous

I had been chatting online with people for a while before I finally got up the nerve to meet up with someone. Most of my time was spent in gay or bisexual chat rooms looking for others with the same goal of having their first sexual experience with another guy. I was in high school at the time, a senior, and I was worried that I'd only be able to find older guys who were preying on the inexperienced online. I had met username "Bored135" in a gay chatroom late one night when my parents were out of town and we had both established that we were basically looking for the same thing.

He was eighteen years old, same as I was, and lived two towns over, attending a different high school where I didn't know anybody at all. Perfect. Like me, he was attracted to girls, but had this nagging curiosity about guys. Neither of us knew how to go about satisfying that curiosity in our own circles without incurring the judgement of our peers, so we turned on our respective computers in search of answers.

My curiosities rested mostly with cock. Maybe I played with my own too much, but I became obsessed with what it would feel like to be that familiar with one besides mine. I had discreetly bought a dildo before then, making sure to get one that was molded as realistically as possible in the shape of an erect penis, and tried sucking it off and putting it in my own ass a few times, but I knew it wasn't the same as the real thing. I ached to feel the warmth of it pulsating in my mouth, reacting and quivering to the motions of my tongue. I desperately wanted to experience the sensation of a dick pumping in and out of my ass, with someone grabbing onto my hips from behind and pulling back on them, each thrust harder than the one before.

To be honest though, the idea of kissing another male actually grossed me out. I'm not really sure why, but it did. Maybe I would be more open to it in the "throes of passion". Regardless, Bored135 felt the same way. In fact it was the first ground rule we set for our meet-up. It was late, well after midnight, by the time we agreed that I would drive over to his house about fifteen minutes away. Before I left, I went to the bathroom to make sure that everything was in order. I didn't have much pubic hair to trim, but I did it anyway, since Bored135 promised he was clean shaven.

Next, I gave everything a good wash in the shower so it would be nice and clean upon inspection. He was going to be more intimate with my body than anybody ever had up to that point, besides myself of course, and I wanted to make a good impression. I pulled on my favorite pair of slate gray boxer-briefs that created a sizable bulge and rode low enough to show off a bit of my pelvic bones just above the waistband. I put on my tightest fitting jeans and a snug plain black tee shirt and headed out the door.

I stepped out into the night air and walked to my car. I was already so nervous that I could barely get the keys into the door. I sat down, took a deep breath, started the ignition, and made my way to the rendezvous. The drive was nerve wracking. My mouth dried out quickly and my lips became chalky. I stopped at a twenty four hour convenience store to get directions to the street I was looking for and picked up some Chap-Stick to alleviate the dryness. My hand shaking, I applied it as soon as I got back into the car. The clerk inside had told me that I was only a few blocks away from my destination. The moment of truth was getting closer and closer.

I pulled up to an average sized one family home and confirmed the house number. Bored135 was waiting at the side kitchen entrance, as promised, and when he recognized the car that matched the description I gave in our last chat he waved me over to the house. I shut off the engine and got out, closing the car door as quietly as I could. My heart pounded as I crossed the front yard and stopped a few feet from Bored135. "Wow, you are really tall." he said.

"Yeah," I replied, "you get used to it." What the fuck was I talking about? I fumbled for words and came up with "Well, it's nice to meet you in person I guess." I stuck out my hand. That's what you should do, right? He shook it briefly with a firm grip.

"Wanna go inside?" he said.

"Yeah, definitely!" Definitely? Did I really just say that? Unbelievable.

We walked through the doorway. "Do you want something to drink?" he whispered.

"Sure, uh, water I guess?" I answered quietly. He opened the fridge and poured a glass from a filtered pitcher while I stood awkwardly on the other side of the door. He closed it and handed me the glass, careful not to make hand or eye contact. At this point I could tell that he was just as nervous as I was. So I pointed it out. It seemed the logical thing to do, and I thought it might diffuse the tension. "Wow, I am really nervous," I said with a hushed tone.

He put his finger to his lips "Downstairs," he said even more quietly than before as he pointed to the floor. We reached the bottom of the stairs and I surveyed the finished basement. An L-shaped sofa sat in front of a big screen television with a small bar set up behind it. There was a low square coffee table in the center of the room and a door in the far corner that was half open, revealing a full bathroom. "Sorry, I just don't want to wake anyone up."

I was feeling more at ease at this point. Bored135 seemed like a very normal guy with a very normal life. The room was comfortable and there were other people in the house. "Oh, of course, I understand completely."

There was a period of silence that seemed like an eternity as we stood there, finally able to confirm each other's online description under suitable lighting. He was shorter than I was, but still slightly above average height. Muscular, probably an athlete, with good posture; he was wearing blue basketball shorts, Adidas sandals and a heathered grey sleeveless shirt bearing the mascot of his high school. Definitely an athlete. "So…", he broke the silence, "do you want me to go first?" I was more than a little surprised by the question, but still grateful that he had the balls to get things rolling. I don't know how much more silence I could have taken.

"Sure-I mean… yeah", I stammered. I walked over to the sofa and sat down. He was on his knees in front of me quickly, turning his hat backwards and reaching for the button of my jeans. He popped it open and pulled the zipper down, and when he gave my jeans a tug I slouched down into the cushions from the force. Bored135 dragged his fingertips down along the crest of the bulge in my briefs. It was swelling noticeably at this point. He rubbed it more firmly with his full palm, sliding his hand upward this time, the reached into the opening of the cotton and pulled out my swollen cock.

He took a deep breath, and I did the same as he took a firm grip with his right hand. My member arched over his hand, the head resting just above his wrist at the base of his thumb. He massaged it's neck gently, careful not to apply too much pressure. As he was trying to get the feel for a stranger's cock in his hands for the first time, I caught him licking his lips. I bit mine.

He moved his hand to uncover the underside of my stiffening shaft and planted the tip of his tongue at its base. He slowly traced a line upward, savoring every contour, and widened his tongue as he neared the pink knob at the tip. I froze in anticipation. He tilted his head forward and wrapped his lips around the head of my dick. The warmth of his mouth and the movement of its parts quickly brought me to a full erection. Bored135 began to bob up and down on it, allowing his saliva to keep his lips wet on my stick. He couldn't take the whole thing in his mouth, although he tried, gagging a little at the attempt. Instead, he worked the lower half with his right hand and massaged my balls with his left.

He continued sucking me off, at one point dragging his teeth lightly along the top of my cock. The sensation I was feeling was beyond the usual manual stimulation I was used to. This was ecstasy. Euphoria. I didn't ever want it to end, but I knew that it had to, and that when it did it would feel even better. Without looking up from his task, Bored135 reached up and began clawing at my chest. He was hungry, and fortunately, I was ready to feed him. I took my shirt off and threw it to the side. I'm not sure why I did it, felt like the right thing to do at the time I guess. At any rate, I began to feel that familiar tingle. My pelvis thrusted forward and began undulating, swabbing the inside of his cheeks and the roof of his mouth with my cock. He rightly took this as a signal that I was about to come, and withdrew his cheeks to create an intense pressure on my member. I exploded.

I bucked and rocked, but Bored135 held on firmly. I could only imagine what was happening inside his mouth and what he was experiencing. He moaned and swirled his tongue around my cock, then swallowed. A sample of my load spilled out down his chin and a few drips leaked down my dick as he sat up. His bottom lip was connected to it by a string of saliva, maybe semen, probably both. He saw it and lunged forward to collect it on his tongue and swallowed that too, along with what he wiped off of his chin.

We sat like that for a moment, absorbing the experience we had just shared. Bored135 rose from the floor and sat next to me. "Wow," he said, "that was amazing."

"Yeah, I'll say. So, uh, my turn then?"

"Sure, yeah, I mean-if you still want..."

"Of course I do!" I smiled at him and eagerly reached over to rub the bulge in his shorts. I couldn't wait to get that thing in my mouth. Reaching my hand down under the elastic waist of the nylon, I found his cock swollen, warm, and slick with pre-cum. My fingers slid effortlessly around its shape. The natural lubrication just made my mouth water more and more, until I couldn't take it anymore. I grabbed his legs and swung them towards me up onto the couch; I yanked the shorts off completely. There it bobbed, glossy and tempting like a candied apple waiting for my bite.

I tasted the pre-cum that was on my fingers and instantly wanted more. Fortunately there was an ample supply just inches away. I took it in my mouth. The slickness was mesmerizing. At certain points, I found myself just tracing lines around it with my tongue. The way it slid back and forth past my lips encouraged me to suck it harder and faster. The amount of suction I was applying had Bored135 writhing in pleasure.

My hands were all over his hairless chest, feeling the firm pecs that topped his flat stomach. His cock pulsed in my mouth, each time sending a tingle of pleasure to my groin. It was like his dick had a mind of its own. He was an average size, but laying on my tongue he felt monstrous. The taste was salty and a bit musky, but not unpleasant, and I told him so. "You taste so good," I said with a gasp, catching my breath.

"Let me taste," he answered. Without a thought, I slid up his body and kissed him, swabbing my tongue against his, and spreading his own juices from my lips to his "Mmmm, that is yummy". Our dicks were now touching shaft to shaft. His was still completely lubricated from his pre-cum and my spit, and the look in his eyes told me that he wanted to take advantage of that. I gathered a substantial sample of the wetness with my fingers and leaned back against the arm rest of the sofa. I spread my legs and dabbed it gently on my asshole, as if he didn't know what I wanted him to do next. His cock still stiff, he shifted his seat closer to me and pulled my ass up to align with the tip of his dick. He moved the tip in a circle around the pucker and then pressed it against the hole, applying more and more pressure until finally my tight virgin asshole let him inside.

The pleasure was excruciating. It was unlike anything I had ever felt. My eyes opened wide when the head was completely in. Bored135 grabbed my cock and stroked it up and down while he slowly pushed his own cock inside me. I could feel every inch of it as it slid in. Once it had been inserted to its base, his balls pressing against my rump, he withdrew until just the head remained hidden. He pumped back in again and kept fucking me in this way, gripping my cock firmly and jerking it off. I was brought to orgasm again, this time more quickly than the first, and a diminished helping of cum squirted up out of my cock and landed on my belly. He wiped it up with his finger sucking it clean and continuing to fuck me. Soon, he began to pump me harder and faster, slamming his pelvis into my ass hard enough that I thought I might bruise.

I looked up at his face and saw his eyes roll back. He grabbed his cock and held it as he pulled it from my ass and fired his load up my body, all the way to my face. I had barely enough time to react and open my mouth. Some of it made it to the target, but most of it ended up on my chin, neck, chest and stomach. He sat back on his feet and kept stroking his dick to get every last bit of pleasure out of his orgasm. I could feel my ass reluctantly retracting. He leaned down and took my aching cock in his mouth again, almost reviving my waning erection. The few drops of cum that were resting at its tip were gone when he finished licking it. I gathered what was decorating my torso and sucked it off my fingers, showing it to him on my tongue before I swallowed it.

Again we kissed, this time lying on our sides facing each other, our legs intertwined, and our softening members nestled together. I caressed his face in my left hand and ran my right hand down his body, massaging his ass when I reached it. We laid in a few different positions for the next hour or so, exploring each other's bodies and talking about our different fantasies and fetishes. I left shortly after that, but not before we agreed that we would certainly be meeting again soon.