All the usual disclaimers apply here. If you don't want to read stories about sexual encounters between two men, don't read this. If you're underage, or if it's illegal to read stories about homosexual encounters in your locale, STOP! In the days before AIDS, sex without condoms was very common, but today, it's a death sentence. Just don't do it!
When I turned 16 and got my drivers license, my one burning desire was to have a car. My mom sympathised with me, but told me that if I wanted a car, I had to get a job and earn the money to pay for it. I found a job working evenings after school at the local bowling alley, and I was in business! The job didn't pay much of course, but little by little, week by week, I managed to save up enough dough after the first year to buy a 6 year old Pontiac Firebird, with quite a few dings and scratches, but relatively low miles on the clock. I had my car, and gladly would have given up my job, but then reality set in. I had to have insurance, and I had to pay for the tax and tags. Also, it ocurred to me that a car was useless without gas to power it, so I ended up keeping my job.
By the winter of my junior year in high school, I had performed my duties well enough that the manager of the bowling alley basically promoted me to night manager. It enabled the manager to leave early most nights, and gave me a little more money to put in my pockets, so the arrangement worked out well for both of us. Mostly my job consisted of pulling cups of beer or soda, making hamburgers and hotdogs on our small grill, and making sure all the bowling shoes and balls got returned to the proper places. After everyone left, I made sure the grill was turned off and clean, swept the floor behind the counter, locked up the cash, and turned off the lights and locked the doors when I left.
We had quite a few regulars at the bowling alley. There were several men from the local auto parts plant that bowled at least 2 nights a week, sometimes more. There were severl other folks that just came to hang out, it seems. Ours was a small town, and there just wasn't much to do at nights. The bowling alley provided a great place to sit around with friends drinking cheap beer and eating decent hotdogs.
One man that increasingly became more or less a fixture at the bowling alley, was Roland. Roland was a tall man, maybe 6'2", with a muscular frame and a head full of wavey dark brown, almost black hair. He always had a smile for me, and left me a tip when I pulled a beer for him, which was something almost no one else ever did. Although he appeared to be well over 10 years older than my 17 years, Roland and I became friends. Not only did he come in nearly every night, he oftened stayed late with me after everyone else left, lending a hand to the various cleaning chores I had to do before I left. Since the bowling alley closed at 11:00 pm on weeknights, I gladly appreciated his help, since it allowed me to get out of there sooner. Getting up for school the next morning was always easier when Roland helped me.
One evening after everyone else had left, Roland and I sat at the counter sipping on beer, just making small talk. Everything was done, and we were just finishing a beer before I locked up. I asked Roland if he wanted one more before we left. Not hearing a reply, I looked up at Roland, and he was gazing into my eyes, his big dark eyese were just captivating. I stared back for a few minutes, before I felt my cheeks flush, and looked away.
"Jay," he said softly. "Do you ever get lonely?"
"uh, well, sure I do sometimes." I said. "I'm here so much that I don't get to date too much."
Roland just continued to stare at me. "What about you, Roland?" I asked. "I'm surprised youre not married or at least got a girlfriend."
"Just not what I'm looking for." He said.
I felt my heart pound, and my palms got sweaty. I understood what Roland was talking about now, and instead of being disgusted, I found myself getting excited. I had never even thought about fooling around with another man before, but suddenly the thought of it excited me more than I'd ever been when I'd fooled around with the only 2 girls who had let me touch them. Roland reached out and put his hand on mine. And I felt as if I'd just been shocked with a jolt of electricity.
"Jay, you're trembling!" Roland said. He flashed me that smile again, and my heart just about melted on the spot. Without another word, Roland rose from his stool, walked around the end of the counter and took me in his arms.
Roland smelled so good, like nice clean soap and aftershave. I lay my head against his shoulder, and hugged him to me. I was suddenly aware of what felt like a stick of wood pressing against my belly, and felt my own dick strain against the front of my jeans. I was suddenly so horny that I would have done anything with this handsome man. Roland ran his hands down my back to my firm teenage butt, and squeezed. I giggled just like a girl!
"MMMM, I bet you've got a nice tight ass, don't you Jay?" he murmurred into my ear. I just sighed with exitement and anticipation. Roland slid one of hands past my loose wasteband on my jeans, and inside my underwear, running his fingers up and down my crack. I shuddered, having never had anyone, male or female touch me there before. Suddenly, Rolands fingers found my tight hole, and began massaging it. Without warning, I felt my dick spasm in my jeans and felt a wet spot growing in my underwear!
"Roland felt me shuddering and shaking. "Jay, did you just cum?" he asked. I could only nod mutely against his neck as I gasped for breath. "Wow, I hoped you'd get turned on, but I never would have believed you'd get turned on this much!" he chuckled into my ear. Without another word, he pulled his hand from my pants and stepped back from me. He looked down at the growing stain on the front of my jeans and said "Looks like we've got a mess to clean up."
Roland sat me back on my stool, and kneeling down, untied and removed my shoes. He then reached up and undid my belt, and undid my jeans and pulling me up slightly, slid them, with my underwear down my thighs. My dick, still hard, sprang up and slapped my belly. "Nice," Roland said with a smile. He pulled my jeans and underwear completely off, then stood and pulled my tee shirt up over my head. I was now completely naked, except for my white athletic socks, standing with a raging hardon in front of a man more than 10 years older than me.
I had always been pretty proud of my dick. It wasn't really huge or anything, maybe a little over 6 inches in length, but it was very thick when it was super hard, as it was now. The two girlfriends I'd had who had seen it were afraid of it. The both said I'd never get that thing inside them. They never let me try either. I had been jacking off for several years, and I was proud that I could shoot long streams of cum, up onto my chest and sometimes into my face and hair. And like most boys, curiosity got the best of me, and I did taste my own cum, and found it rather pleasant.
Roland stood up and began to unbutton his shirt. I watched in fascination as he exposed his chest, the hard muscles covered with a light down of dark brown, almost black hair. He removed his shirt, kicked off his cowboy boots, and then undid his tight jeans. I stared in rapt attention at the large bulge that filled out the front of his jeans. As he lowered the zipper, what appeared to be a snake sprang out. As he pushed down his jeans and stepped out of them, I got my first look at what Roland was packing.
It was simply huge. I was proud of mine, but he had way more to be proud of. It pointed up toward his navel, it's large circumsized head glistening with pre-cum. The shaft, which was at least as thick as mine, was covered with veins that pulsed as blood flowed through them. His cock pulsed with each slow, steady heart beat, and nearly every pulse brought another few drops of pre-cum flowing from his piss slit. It looked to be maybe 8 and a half inches long. I had never seen a hard dick other than my own, and without thinking or asking, I just reached out and took it in my hands. Roland sighed, and closed his eyes, and I rubbed my hands up and down his hard cock. It felt so warm, and so hard, yet flixible in my hands. I leaned over and kissed the head, tasting his pre-cum. His cock jumped a little, and I opened my lips wide and took the head into my mouth, swirling my tongue over and around the head, enjoying the taste of his cock and his pre-cum.
Suddenly Roland pulled my mouth off of his dick, and said "Much more of that, and I'm gonna shoot, kid. I want it to last longer than that."
Standing me up, he moved me to the food preparation table beside the grill and lifted me up a little in his strong arms and sat me down on the edge of it. He moved his mouth down to my cock, and to my amazement, swallowed the entire thick shaft all the way down to my balls! I never even imagined that anyone could do that, but Roland did with ease, and slid his mouth up and down my cock maybe half a dozen times before I started to jerk and shudder again. Roland anticipated my impending orgasm and lifed his mouth off my cock. I gasped, and a little cum leaked out of the head, but he had stopped just on the verge of me exploding. Roland did something that astonished me. He lifted my legs up over my head, pushing me back onto the table. He then parted my butt cheeks with his hands and I felt his tongue touch my hole! I had never even imagined someone doing that to another person, and I gasped in surprise. His tongue swirled around my tight hole a few times, and then gently, pushed its way inside.
The feeling was indescribable. I lay there, panting, trying to get my breath, and Roland began to push his tongue in and out of my little butthole, slowly at first, then fast and faster. I was in heaven. After a few minutes of his tongue action, I felt something harder probing my anal passage. I realized it was a finger, and coated with his saliva, slid right in. It felt wonderful, and I began to squirm, tightening and loosening my sphincter muscles around his finger. I was in absolute ecstacy, and never wanted him to stop. "Oh, Jay, you're going to love this so much" Roland breathed, his whisper sounding ragged. "You are a natural, my boy!"
Soon I felt another finger join the first up my tight hole, stretching my butthole, but not hurting. Roland was taking his time, easing my hole open, never making me feel any pain. After a few more minutes, I felt myself being stretched even farther, and realized that Roland now had three fingers sliding smoothly in and out. My cock was harder than ever, leaking pre-cum out onto my stomach, and I fought off the urge to grab it and jack off, but I didn't want this moment to end too soon. Roland was keeping me on the very jagged edge of bliss, and I never wanted it to stop. I felt Roland withdraw his fingers from my hole, and felt empty for a moment, but he soon replaced his fingers with his wonderful tongue, slobbering and pushing his saliva up my now loosened hole.
Roland then stood, and leaned over me. "Just relax Jay. When you feel it pushing in, push out like you're going to the bathroom" I closed my eyes, and nodded, and took a deep breath. I felt his head rubbing around the hole, his pre-cum leaving sticky trails along my ass crack. "Here it comes," he said softly.
I felt the huge mushroom head pushing against me, meeting the resistance of my virgin sphincter. I did as he told me, and strained as if I were sitting on the toilet. Suddenly I felt a flash of pain, and the huge head of his dick was inside me. The pain passed quickly, and was soon followed by the wonderful fullness I had felt with his fingers inside me, but it felt even better as he slowly, carefully, slid his meat into my hole.
My ass was being stretched to the limit, but after the first initial flash of pain, his cock felt wonderful. As he pushed it in, inch by inch, I felt my hole stretching and accomodating him. I felt a warmth pass through my lower regions, as his huge penis became one with my body. Finally I felt his large balls resting against my buttocks. "It's in, Jay. How do you feel?" he asked softly.
"Wonderful!" I whispered. "Fuck me, Roland! I want to feel your cock in me! I want you to cum inside me!"
Slowy, then with increasing speed, Roland began sliding his dick in and out of me. It felt just wonderful. I began to clench and loosen my musles around his hard cock, and it just sent waves of pleasure through me. My cock was freely drizzling fluids onto my belly, and I felt trails of it rolling off me. I rested my legs on Roland's shoulders, and put my arms around his back, pulling him into me.
By this time, Roland was really hammering my butt. I was taking an amazing pounding, but it felt so good, I never wanted it to stop. My cock began to swell, and I knew I was about to unload for the second time. "Oh, Roland! I'm gonna cum! I'm gonna shoot! You're fucking the cum out of me! Here it cums!"
Suddenly my dick exploded, and I felt wetness hit me in the face, under my chin, and my chest. I opened my eyes and saw Roland's face inches above mine, grinning his winning smile. I looked closer and saw that some of my cum was dripping from his chin, his moustache, and some clung to the hair on his chest. I opened my mouth and licked up some of my cum. Roland bent down and licked my chest, his tongue sliding up my neck to my chin. His mouth found mine, and he stuck his tongue into my mouth, and I tasted more of my cum on his tongue. We kissed passionately as he pistoned his cock in and out of my tight hole. I felt his wet moustache against my face, and then stuck out my tongue and licked it, tasting my juice in the neatly trimmed hairs. All the while, Roland kept increasing his pace, making the legs on the table squeak as he rammed himself up my tight channel.
As Roland and I kissed, I felt his breathing getting more ragged, and his body began to shudder. Roland pulled his mouth off of mine and whispered "I'm gonna cum, kid. I'm gonna give it to you. I'm gonna shoot you full of my cum!"
Seconds later, Roland gave out a mighty roar, which paralyzed me for a moment! He rammed his dick what seemed impossibly deep into my butt, and I felt his meat swell and suddenly a warm rushing feeling filled my already stretched butt. He was cumming in me, and I felt so content. His body stiffened over mine, and he held himself rigid for maybe about 15 seconds as he pumped his hot jism into me. Finally, after a last gasp for air, Roland collapsed onto my body, his face against mine, his dick still up my ass. We stayed that way for a few minutes, and then I felt his softening cock slither out of my butt. It was like a tide broke. I felt his juices run out of my hole, all over his crotch, and onto the table and floor below.
Finally, He lifted off of me, and pulled me up. He kissed me passionately, and helped me clean up the mess we'd made. Roland must have had about a gallon of cum, it seemed, because it was the next day before it quit seeping out of me. We finished mopping the floor and wiping the table clean, and as we finished dressing and were about to walk out the door, He pulled me to him and kissed me softly. "I hope you'll want to do this again" he said.
I smiled at him "You'll have a hard time keeping me away from you!" I answered.
After that night, Roland didn't come around to the bowling alley quite as much as he used to. Some nights he did, and we'd repeat the incredible experience again after hours. Mostly though, I finished up and hurried over to his house, and we made passionate love in his bed. On weekends, I'd make up some excuse for my mom, and would spend the weekend in Rolands arms, sometimes not getting out of bed all day. We'd make love, sleep a while, then start all over again.
Over time, Roland said he wanted to teach me how to fuck a man, and the first time my dick slid up his tight hole, I felt a different kind of heaven. His ass was so tight, so hot, and so slick after I'd opened him up with my tongue, that the first few times I never even got all the way in before I was squirting wad after wad of cum up his tight hole. With time, I learned to control it, and eventually we spent a lot of time taking turns, As much as I enjoyed fucking Roland's tight hole, I never could turn down the chance to take his hard cock inside me.
After high school, I started college at a small state university about 40 miles away. Roland and I continued to get together, and I spent almost every weekend for 4 years with him, and one wonderful summer. In my junior of college, Roland changed jobs, and moved about 10 miles away from where I lived on campus. We got together every night, for weeks at a time, and spent all our weekends together.
When I graduated from college, Roland and I said a tearful goodbye, as I moved to a large city about 200 miles distant. We continued to get together when we could, and it was always wonderful.
Eventually, Roland and I drifted apart. I had several relationships with men, and a few with women. I met a wonderful woman who later became my wife, and we now have 2 children and love each other deeply. I wonder about it sometimes, because my wife and I still are intimate, and we both love having sex with each other. It's great, but I'll still remember Roland as one of the greatest thrills of my life.
A few years ago, after not having had contact with Roland for a decade or more, I found his telephone number by accident while going through some old papers. Just for the hell of it, I decided to call him up.
I dialed his number and the voice that answered was not Roland. I hung up. He'd probably moved, or had his number changed I though. No big deal. Still I wondered about him.
One day, with nother better to do, and having the house to myself, I got on the internet and did a few searches for him. At first I turned up nothing, but then I saw something that made my blood run cold. I found an obituary on my hometown newspaper's website, which stated that Roland had died in 1995, killed by a drunk driver. Roland had been dead for over a decade, and I never had a clue. Roland would be in his late 50's if he were still alive today.
For the first time since the birth of my youngest daughter, about 13 years ago, I shed some very real tears as I stared at the computer screen. Roland had taught me about not just sex, but love.
As long as I live, I'll never forget Roland, and I'll never forgive myself for not at least talking to him one last time before he died. Roland was a very special person, and the best lover I'll ever meet in this lifetime.
Note: This is essentially a true story. I took a bit of license with my age, because to me it just sounded a little racier with me being not quite of legal age. In actuality, I was 18 when Roland and I first made love. Roland is not his real name, but this was the South in the 1970's, when any homosexual act that was made public would at the very least get you severely beaten, if not killed. We actually lived in a small, remote town in the South, and what Roland and I did was probably not so rare, but to talk about it, even after all these years still is. Times have changed all over, but I still live and work in the South, and I've taken pains to protect the locations and actual names of people involved. My wife knows that I once had at least one homosexual affair, and she's good enough to understand.