Gay Erotic Stories

This is the true story of how my first boyfriend and I encountered each other. Although these events all transpired over 4 years ago they all continue to inform my choice of men. My first experience with a man only confirmed that I wanted men substantially older than me. Further it substantiated that I wanted men substantially older than me in me.

I had just turned 18 and a couple of months away from graduating high school when I saw an ad in the city newspaper, The Sacramento Bee, under the wanted sections. Under the Men seeking Men headline I discovered a declaration that set my sexual imagination on overload. “50+ year old professional well-built Caucasian man seeks 18-20 year old young man for relationship. Those interested please call and leave a message.”

I waited until my parents had gone off for work and then stumbled along down the stairs toward the kitchen phone. My breathing was fast and my palms were sweaty. My hand practically lurched toward the phone of its own accord as soon as I saw it. In my hurry I misdialed the number twice although the on the third attempt I finally got through. An expected older recorded voice spoke out at me. “Hello, and thanks for your interest in my ad. I’m looking for a very young partner to share my bed with. Let me be extremely clear, I am looking for young guys. 18-20 is preferable. Please leave a message and how to contact you.”

The message was brief and when the tone ringed in my ears I stood dumb for a few seconds like a deer caught in headlights. Once I realized that I was supposed to talk, I stuttered a few sentences into the phone at breakneck speeds. “Hello…Hi…I’m very interested…I’d like to meet you…uh…I don’t have a cell phone…but…uh…I have an e- mail address… azumaotoko@hotmail.com… a…z…u…m…a…o…t…o…k…o…@hotmail.com. Please give me an e-mail.

…I think…you are what I’m looking for…yeah…. um… anyway…I hope I’m what you’re looking for as well…I’m 18 and run on track at my high school! Very skinny! Thanks! Bye!” I slammed the phone down as a sensation of glee ran through my body. Yes! I had finally done it. I had taken a first step toward reaching the realization of my fantasies.

That night I checked my e-mail a few times but nobody other than my usual bunch of friends who had no idea about who I was trying to hook up with had written me anything. Disappointment began to seep into my overly optimistic calculations of man on man love. With each passing hour I started to think that maybe I had spoken too quickly and my message hadn’t gotten through. However, I didn’t want to call twice because I didn’t want to seem desperate no matter how much I actually was.

A few days later I noticed an e-mail without a headline in of my junk mail bin and opened it. Damn junk-mail filters! I might have never noticed his reply at all if I hadn’t accidentally pressed the junk mail folder icon! Yet, luck intervened and with one click the e-mail I had been expecting for a few days opened before my eyes.

“Hi. This is the first time I’ve ever written an e-mail so forgive any lack of etiquette and the lack of a punctual response. I’m not even sure what your name is because the message you left for me was so fast and so brief. However, I wanted you to know that your message has definitely piqued my interest. Let me introduce myself. My name is Glen Tanner. I’m 51 as of 3 days ago. One of my “birthday resolutions” was to finally try to initiate one of the fantasies I’ve had for a long time. I’ve wanted to have a young man in bed for a long time now. But before you or anyone else dumps me in the category occupied by societal degenerates or sexual deviants, I want you to know that nothing is going to happen between us until I know that you are over 18 years old.

You seemed really exited in your message. Please give me a reply and hope that my utter deficiency of computer skills doesn’t impede me from conversing with you! Also, if you could, please tell me your name.”--Glen—

I immediately gave Glen an e-mail reply and trumpeted all of my virtues. I insisted that I was indeed 18. I scanned in a picture of my license and attached it to the reply. Further I described myself in the briefest, if slightly embellished, physical terms. 6’, 160 pounds, exceptionally horny. As an afterthought I added a detailed description of one of my sexual fantasies.

I have wanted to get fucked in the ass since I saw my first porno video during junior high school. The thought of getting myself filled with hot slippery man flesh always managed to arouse me. Anal sex and older men had been my fantasy aspiration for a long time so I succinctly told him that I hoped he could combine them both for me. Furthermore I sent him a couple of naked pictures of myself. The pictures had been a spur of the moment idea and I stripped down and began taking naked photos of myself with my digital camera’s time delay feature. When I finally pressed the send button the attachment laden reply disappeared and I breathed a happy sigh of relief.

Glen gave me quick replies to all of my e-mails. We exchanged e-mails for about a week before he offered to drive down from the mountains and meet me. He offered to buy me lunch at a Starbucks near my home in Folsom. I leapt at the chance and readily agreed. As if planning some clandestine encounter, I told him that I would have 3 thick books on the table I was waiting at to clearly distinguish me from the other caffeine infused Starbucks patrons. In my naiveté, I added a postscript to the e-mail requesting that Glen, “fuck my brains out.”

At Starbucks I sipped a café-latte and nervously waited with the 3 books on my table. I humorously mused to myself about my choice of books to bring to our first meeting. Nietzsche’s On the Use and Abuse of History, Mishima Yukio’s Confessions of a Mask and the Star Wars d20 RPG. Was interest in philosophy, homoeroticism and pretending to be what you are not indicative of a healthy mind? My meditations were interrupted by an, “Excuse me, are you George?” from a nearby and husky voice behind me. My head swiveled around toward Glen.

Glen was a stunning figure. I stared up at him as he towered over me and the table I was sitting at. 6’4 inches of man stared down right back at me. Glen had a slim but well toned muscular body and was clothed in loose light brown slacks and a buttoned up white polo shirt with short sleeves exposing his buff arms. Glen’s strong arms were thick and heavily veined. He obviously worked out his arms a lot. He was clean-shaven and his hair was golden brown with flecks of grey and white streaking through it at even intervals.

“Can I sit down?” Glen asked with a noticeable hit of trepidation in his voice. I could just nod my assent to him. Glen graceful pulled out a chair and sat down in front of me with his coffee cup in hand. The cup was decorated in a San Francisco 49ers motif. Glen took a long swig of whatever blend he was drinking before he really started to gaze at me with his prominent blue-green eyes. “Wow” was thundering through my head.

We chatted for about an hour. Glen was obviously a little nervous but not nearly as much as me. “Yes” and “No” were the only sounds to escape my lips during the first conversation with a potential man lover. I mentally derided myself for being so coy. Glen soon picked up on the fact that I was nervous and attempted to calm me down my making jokes. “What’s long and hard for a blonde guy?” he asked me with a smile. “Uh…I dunno…what?” was the lame response I mustered up for him and his efforts. Glen smiled and delivered the punch line. “The 4th grade.”

After the joke I loosen up considerably and we finally started chatting. After an hour of conversation that made a lasting impression on me, Glen took the last sip of his coffee and then leaned back into his chair. Smiling, he probed me in a quiet voice, “Would you like me to fuck you George?” I just stupidly stared at him for a few seconds and then bashfully broke eye contact. I nodded my assent to him while staring at the legs of the table. Glen spoke in light tones, “Let’s go then.”

We boarded Glen’s large Ford and began our trek back to his house. Glen lived out in Green Valley, two miles up the highway and into the lush pine covered mountains near the state border. The natural scenery was wonderful after the recent spell of rain. Miles of verdant trees and mountains enclosed both sides of the highway. Glen drove his truck off the highway and onto smaller and smaller mountain roads. Soon we arrived at his house.

His three-story house was palatial with rows of lofty pine trees encircling it. The driveway circled around to the front of a 3-car garage. With the simple click of a button Glen opened all the garage doors and exposed his other two cars to me. I didn’t know what Glen did for a living and I didn’t care at the time although it was obvious he was pulling in big bucks.

Within five minutes of arriving at his house we had some wine in glasses and were sitting on a long red leather couch in his living room. I didn’t like the taste of wine so much at the time and knew little about vineyard etiquette so I just gulped it down like a soft drink. Glen stared at me as the last drops disappeared down my throat. “Your mouth is going to make me very happy George”, Glen stated with a tone of voice that was very matter of fact. Glen refilled my glass as I scanned his living room.

The room was filled with all sorts of electronics. The TV was the largest I had ever seen. The electronic lights flashing all sorts of colors blinked off and on in seemingly random succession. Then, without warning, Glen first wrapped his arms around me and then lightly kissed me on the lips. I kissed back with unwarranted fervor and he withdrew. “Whoa buddy!” Glen stared down at me with a crooked smile and remonstrated me with his eyes. “Not so fast…we’ll take our time.”

We kissed again and slowly explored each other’s mouths. Glen wrapped his powerful arms around me again. I responded and wrapped my much less thick arms around his back. Glen began to lower his hands down my back and caressed my ass. I was instantly hard from less than 10 seconds of kissing and being felt by this man twice my age who so obviously wanted me.

Glen stared into my eyes again after breaking from our second kiss. Glen firmly held my hand and placed it on his crotch. I breathed heavily and was surprised buy the girth expanding outward from inside his pants. This guy was large even when being restrained by clothes! Glen then reached down and felt me too.

The first time I was touched by a man set me off into a low frenzy of pants and heavy breathing. Although it was good Glen soon stopped caressing me and stood up. I thought I might have angered him but it turns out he just wanted to “get down to business” as the cliché goes. Glen’s hungry hands reached out and snatched off my T-shirt before I really understood what he was doing.

I was so paralyzed with nervousness and excitement that all I could do was lay on my back on the couch as he undressed me with a possessed fervor. He took off my shoes and socks and then quickly tugged down my jeans. My underwear crotch was already drenched with pre-cum. Glen greedily and literally ripped my underwear off with a forceful and potent tug of one muscular arm. The sting dug into my thigh. My dick flopped out, hard and ready to go.

Glen then proceeded to strip off every last piece of covering adorning his sleek body with the same alacrity. Glen’s light furry chest hair perfectly adorned his muscled chest. His nipples were hard and stood out like small light red islands. My eyes slowly descended to his six-pack and were amazed by his figure. He was spending a considerable span of time in the gym each week.

Glen’s member was so massive that I was captivated by it as soon as I saw it. Glen wasn’t titanic, not by porno standards, but he was big. Really big; at least 7-8 inches and thick. Especially the girth of his meat made me worry. I was uncertain if I still wanted him to stuff that rod of flesh in my ass. Glen seemed to pick up on my sudden hesitation and tried to assuage me. “Don’t worry George. The first time will be awkward and might even hurt but soon you’ll get the hang of things. And then it will feel great. Don’t worry. I’ve fucked a lot of guys. I’ll make you feel great. I promise.”

I was still laid out on by back on Glen’s couch as he stood over me and then straddled my waist as he positioned his left knee beside me on the couch. Glen lightly grasped my hand and lifted it up before saying, “Ready?” The glimmer in his playful and sexy blue-green eyes told me everything. He wanted to play.

He led my hand to his shaft. I grasped it and gasped. Glen’s man rod was warm to the touch and throbbed in my hand. Glen let out a low moan of pleasure and then wrapped his hand over mine. Then he started slowly jerking himself off with my hand. The pre-cum drenched head of his uncut cock appeared as Glen used our hands to pull the skin back.

Glen’s cock mesmerized me. This huge and thickly veined snake of man was bobbing in front of my eyes and in my slowly pumping hand. I loved the warm feeling that greeted my hand as I stroked it back and forth. Soon Glen’s precum was smeared all over his shaft by my messaging hand, lubricating it up and down. Glen let go of my hand and let me play with his wonderful man root alone. Glen smiled down at me as he braced himself by supporting himself with his right hand on the backrest of the couch. Some of his precum dripped down from between my fingers and onto my navel.

After a few minutes of my hand wrapped around his throbbing cock and the incessant massaging I gave him brought Glen to the edge. Glen started to gasp and his hips began to jiggle. Glen wrapped his own hand over mine again and oscillated our hands furiously up and down his shaft. “AHHHHhhhhhhhhhhhhhhh…” was all the warning I got from Glen as he began to orgasm. Right before Glen’s release he stared down at me with a fixed stare and breathed heavily as he aimed directly toward my face.

The first spurt flew over my head and landed in my hair. The second volley landed squarely on my nose and chin. The force of the 3rd round landed Glen’s jizz all over my neck and chest. Spurts of love-juice jetted out of his cock in smaller and smaller rivulets. The whole time I just closed my eyes and turned my head sideways. Glen was still grunting above me and squeezing the last drops of cum out of his pleasure rod with his hand wrapped around mine. His chest rose and fell in long rhythmic breaths. After a minute or so of wringing out his own cock on me with my hand, Glen suddenly stared down at his still stiff cock.

He looked extremely surprised and his unexpected virility. Glen seemed to soliloquize to himself, “This hasn’t happened in a long time…” Glen followed up that revelation with the command, “George, next time, you’re swallowing it.” Glen ordered me with eyes that expected obedience. Still simply attempting to mentally catch up with what was happening around me and all the cum splattered all over my body, I did nothing other than stare right back into Glen’s marshal eyes. His cum began to drip off my neck, chest and stomach onto his couch. My lover started to beat off one handed on himself again but his furious pace picked up as he lowered his hips over my face and put his dickhead inches from my mouth.

The passion of the moment overwhelmed me and I lurched up and wrapped my lips around his dickhead. Glen pushed my whimpering lips off his dick forcefully and yelled at me, “Watch your teeth George!” Yet, Glen sensed that I was getting into it as well and smiled down at me again with his devilish grin. He positioned his hips over my mouth and held his dick over my lips.

My wet mouth enveloped his slick cockhead again. Glen began to lower and raise himself in and out of my mouth. I never thought anyone would fuck my mouth but Glen was intent on doing exactly that. His hips were glistening with a light sweat now and I wrapped my hands around his tight ass. My man’s thrusts into my mouth were slow but strong and purposeful, slamming himself into the back of my throat. All I could do was open up as wide as I could for him and cover my teeth with my lips as tightly as I could.

I gave Glen a few love pats on his butt and the sexual telepathy running through us informed him that I wanted to blow him off myself. My lover stopped gyrating his hips and his cock just lay still at the tip of my gapping mouth. I wrapped one hand around the base of his shaft and took the head of his cock into my mouth again and slathered it with my moist tongue. My mouth drenched the head of his tool and then I slowly began to lick my way down his shaft. I started at his low hanging furry balls and licked upwards toward the tip of his rod. The musky all man scent drove me to ever-stronger frenzies of licking. At the top I let him slip his cock into my mouth again and I just slowly swirled my tongue all over his dick. I held his shaft in both hands and jerked on him with vigor while I massaged his cockhead with my tongue. I played to my heart’s content with his wonderful man toy for a few minutes before Glen reached the breaking point again.

Glen swiped his dick out of my hands and began to beat off to a climax. I still had never left my position on my back since he had stripped off my jeans. I stared up at him surprised by the sudden outburst. I must have closed my mouth in my temporary confusion because Glen slapped me hard with his free hand and yelled at me. “OPEN YOUR MOUTH! AAAAAAAAHHHHHHhhhhhhhhhh!!!!!!!!!” Glen again came but this time he held his dick just before my mouth. His first stream spurted into my open mouth. The first batch of cum slammed into the back of my mouth and was soon followed by a second that landed directly on my tongue. The following less powerful bursts dripped down my chin and neck. I was plastered in Glen’s cum and my mouth was seeping in his love juice. As Glen continued to wring his cock of every last drop onto my face and neck I swallowed the hot and slippery cum he had ejected into my mouth. Glen wiped his dick on my face, seemingly as an afterthought.

Glen went off to a nearby bathroom to get me a towel. When he came back I was still just laid out on my back. Glen stepped over to the couch again but before I could take the towel out of his hand he swiped it back out of my reach. Not understanding, I looked up at Glen who seemed to have a new idea. For the next five minutes Glen used his hands to wipe his jizz off my body and his red leather couch and inserted his slippery wet fingers into my mouth. I licked his fingers clean and his warm juice slid down my throat.

An hour or so passed after I licked myself clean with Glen’s helpful fingers. We just cuddled together in a very sticky hug for a long time, not saying anything to each other. The whole time, Glen looked somewhere between inordinately pleased and completely blissed out. Suddenly he smiled down at me and stated flatly, “You ready for your fantasy?”

Glen chuckled through his smile. I gulped at the realization that Glen was soon going to be plugging my butt hole full of flesh sword that even my mouth had trouble taking in.

I bent over onto the couch in front of Glen, my arms out in front of me, bracing me against the couch backrest. His hard dick was already rubbing against my asshole, making me want him even more. After a few minutes of fingering my hole, Glen started to rub my crack with his cock. I could hear him spit into his palm and grease himself up in order to fuck me.

Without warning, Glen pushed the snout of his monster up against my hole. I was scared more than anything. Glen didn’t hesitate or give me any warning; he just grabbed his cock at the base and shoved the head of his monster up my ass. The pain hit instantly. My eyes welled up in tears and I screamed out in pain. Waves of pain began to tremor through my body. My grip on the couch backrest weakened. All I could see was bright flickering yellow in my field of vision as if there was a war going on before my very eyes.

“Boy, you should know that it hurts…just take it… because I not leaving…” Glen’s domineering voice reverberated through my skull like a drill sergeant and brought me back from my reverie of pain. Glen’s stiff pole was still in my ass but my asshole was clamped down on him hard. “Easy…easy…easy…try to relax…” Glen finally seemed to recognize that my ass wasn’t as into this as I had originally claimed. Glen tried to reassure me with soothing words but it didn’t help that me just tried to shove even more of his cock into my ass.

Glen continued to push his dick into my ass, breaking through one barrier of resistance after another with his pure will to dominate my ass. I couldn’t see him behind me because I just closed my eyes and took deep breaths, trying to relax myself and not think about the ripples of pain emanating from my ass. I just whimpered to myself as I tried my best to just take him. My whimpering seemed to encourage Glen even more and he laughed a few times after I whimpered. After a few moments the pain eased off to a much lower degree and turned into a slow burn in my bowels. It was as if my ass knew that resistance was futile.

It took me a while to realize but Glen was penetrating deeper into my ass with each passing few moments. Suddenly Glen violently latched onto my right shoulder with his left hand. Instantly my shoulder became his leverage and Glen strained to shove even more of his rod into my bowels. The pain lashed out at me again but not in nearly the same tremendous force as last time. Glen grunted once and yanked back on my right shoulder again, finally impaling my ass with his entire cock.

Buried up to his pubic hairs, Glen let slip a satisfied grunt. Glen just left himself lodged in me and smiled to his victorious self as if he had just conquered a foreign country. My lover pulled himself out of my ass but shoved himself right back in with a force that knocked me forward, nearly slamming me against the wall behind the couch. He soon filled my asshole up with his cock again. Without knowing it my ass suddenly opened up for Glen’s staff as if it had suddenly surrendered to his stubborn attack.

The painful sensation slowly subsided and Glen started to slowly pump his dick in and out of my ass. A guy old enough to be my dad was fucking me. “You like this George?” Glen used an arrogant intonation in his voice and clearly didn’t expect or want me to say anything. I couldn’t do anything other than enjoy the new sensations coming out of my butthole and continue to try to hold myself up on the backrest of the couch. Glen started to deep fuck me. I mean really deep fuck me, impaling me again and again with the entire length of his wet shaft.

The burn was a low echo in my head now, not even really hurting anymore, competing with the new feeling of pleasure. Glen’s massive rod plunging back and forth inside me felt great. While Glen plugged my ass back and forth we were slowing starting to move down the couch. Glen just kept trying to get better leverage on the couch and it forced me into a position near the edge of the couch. I was holding onto the armrests and my head and shoulders were off over the couch now.

“Oh man…oh man…George…you’ve got such a nice ass…I love it…I’m going to fuck you seven days till Sunday…oh yeah…you like that you little bitch?” Glen’s sweet talk hardly registered in my brain at all until the pain finally completely subsided and Glen gained unfettered access to my asshole. I felt his strong hands clamp down on my ass cheeks as he pushed his entire cock into my ass again and again. “Ah…that did it…I was afraid I wouldn’t fit! Ah yeah…Ah yeah…” Glen just rambled off to himself, fairly oblivious that he had come perilously close to fucking me all the way off the couch. One of my arms was now braced up against a hand rest and the other was quickly tiring out as I tried to hold up my own weight and also push back against the behemoth that was ramming into me from behind.

Glen slammed his dick into me up to his pubes. All I could feel was a massive foreign object lodged in my ass. It was at about that moment, between intermittent outbursts from Glen such as, “Oh yeah…you’re the tightest ass I’ve ever had…oh yeah…” and the persistent and rhythmical pounding sending aftershocks through my body that I finally started to love it.

Glen proceeded to fuck me in hard long strokes. He took his time about it. As he fucked me again and again he started to push me off the couch. My upper torso fell off but Glen continued to pump me with wild abandon. Then, between the thrusting and the panting, Glen told me, “I’m shooting in your mouth!” Glen began to fuck me in a rapid pace, his thrusts pounding me.

Suddenly Glen pulled his cock from my ass with one hand, making a loud popping sound, and used his free arm to whirl me around on my back again. Before I hand even landed back on my back, Glen strode over my chest and straddled my face. His furious pumping inches from my mouth were accompanied by his loud orgasm screams.

“AAAAAAAHHHHHhhhhhhhhhh!!!” Glen shoved his cock into my waiting mouth and spurted again with a strength that surpassed his last two volleys of juice. Glen’s body jiggled through his wild orgasm convulsions. My mouth quickly filled to the brim with his jizz and it overflowed out of my lips onto my chin and neck. After I swallowed his load I looked up at my man lover.

Glen’s body was covered with a light sweat and his breathing was heavy. His massive cock was still in front of me. Glen stared back down at me and stepped off the couch. His hand reached out for me and he pulled me up off the couch and onto my feet. We silently walked to the shower together and washed each other’s bodies off.

It’s been four years since our first encounter but I still manage to meet Glen at odd intervals throughout the year. It was a long time before I realized Glen was a selfish lover, but I still have fond memories of my first encounter with him. Even though we still fuck sometimes the distance between my college and his house effectively prevents us from becoming anything other than “occasional” lovers.

Comments? Questions?

azumaotoko@hotmail.com