My First Real Gay Experience
By billy69boy
I was pretty tired as I drove home from dropping my wife off in New York City so late at night. It was just after midnight on a Sunday as I left her at her hotel in Manhattan, so there was hardly any traffic on the turnpike that late at night. I settled in for the two hour ride, listening to the radio and day dreaming about nothing and everything. I was retired, and I wondered what I might do for kicks while my wife spent the week in the city at her business convention.
When I finally got off at my exit, I remembered an old haunt that I used to frequent years ago in my single days. It had been so long ago that I wondered if the sleazy little joint was still in business. I turned off and drove the few miles to Ye Olde Adult Books and Novelties Shoppe. I smiled to myself when I turned the corner and saw the old familiar store lights still illuminated. I pulled into the near-deserted parking lot and turned off my car. A look at my watch told me it was close to two AM. No wonder the lot was almost empty. Still, I didn’t hesitate. With thoughts of my past visits clearly on my mind, I entered the store, thinking of the times I had frequented the old glory holes. Many times I had stuck my young hard-on through the dark hole in the wall, and gotten a first class blow job from an anonymous stranger that I would neither see nor meet.
There was something incredibly exciting about the whole process. Without exception, every person that offered to take my cock into their mouth sucked me to complete orgasm and beyond. It was obvious that they wanted to swallow my cum, leaving not a drop to speculation. I don’t care who is doing the sucking, someone who is eager to do that is popular where ever one may find them. But because I was never asked to reciprocate, I didn’t consider my glory hole experiences to be gay sex, because all I did was provide my dick for the pleasure of some anonymous guy’s mouth, I reasoned.
I opened the door and entered the front of the store. There I found the usual magazines and videos for sale, along with the same old sex toys and novelties. I smiled to myself, thinking how utterly familiar everything looked. It was like a time capsule, I thought. As I looked around, I was vaguely aware of someone leaving the store. The old set of bells still attached to the door brought back memories. I gave a furtive look around, and I noticed just one patron in the store besides me.
For some reason, I chose to bend over in front of him as I pretended to be interested in one of the gay videos at the bottom of the rack. I knew my shorts undoubtedly rode up at the moment I bent over, but I really wasn’t seriously expecting the last store patron to express any interest. I was just idly flirting with no set agenda. I glanced over for a millisecond to see a rather nondescript looking man about in his early 30’s or so. He wore shorts too, but they were longer than mine, and were held up by a black leather belt. With that, I turned toward the back curtained entrance to the video booths, and the old glory holes of my youth. I exchanged a ten for ten ones with the store clerk and headed inside.
It was pitch dark in the back, and I had trouble finding my way around at first. There were the usual booths that I remembered after my eyes got somewhat adjusted. I managed to find a door handle to one of the booths, and I entered. At first, I felt around the sides of the booth, looking for the familiar holes, but I found none. Finally, I put a dollar into the lighted receptacle, and the screen lit up. I double checked my path, and I could find no glory holes, just solid walls. I vaguely remembered hearing about the glory holes being i*****l after the AIDS epidemic began. I guess it was true. No matter, I thought, as I pulled my semi-erect cock out from underneath my shorts, and pushed the select button several times, looking for a video that would take me where I wanted to go. Feeling pretty secure, I put in another dollar, and kept pushing the button to change the video. My other hand manipulated my cock as I tried to find just the right video to get me aroused. I found myself inserting another dollar, as I realized my cock remained unimpressed. I did notice that the overall quality of the videos was lacking, just as they had been so many years ago. I found myself yearning for my home computer.
At that point, I heard a knock at my door. I panicked mildly, as I never suspected such a possibility. I ignored the knock, but I pumped my unresponsive cock feverishly nonetheless, hoping to get some kind of positive response. Nothing. I was truly embarrassed and disappointed. This had never happened to me before, never mind that I hadn’t been to a sex store in forty years or more. Still, I felt that my dignity as a man was at stake.
When the second knock on my door arrived, it was with a bit more urgency and deliberateness. I felt defeated, but I knew it was only proper etiquette to unlock the door and see who was doing the knocking. No surprise, it was the only other guy in the store, save the clerk. He quickly stormed into the booth with me and closed and locked the door. I still had one hand on my limp dick, as we faced each other.
"Why didn’t you let me in before?" he asked, sounding annoyed.
"I…I couldn’t get it up," I explained lamely. He smirked, and looked at me with contempt.
"That’s bullshit, old man!" he declared derisively. "We can start with this!" he stated, as he put his hands on my shoulders, and slowly sat me down onto the bench.
"Gimme another dollar," he ordered, and he pushed it through the machine. "I want to be able to see this!" I too could see what was going on, as he unzipped his shorts and pulled out his thick throbbing cock.
"Here, put this in your mouth," he exclaimed excitedly, as he edged forward. Instinctively, I opened my mouth. I was in my 60’s, and I had never sucked someone’s cock in all my born days, but here I was accepting his offering without protest.
"Ah, yeah, suck it good, old man."
I did my best to please him, despite a lot of choking and sputtering on my part. I could tell that he was getting impatient with my lack of professionalism and expertise, but I dare not let him know that this was my first time at sucking a cock. Sure, I had let other people suck my own cock when I was in my twenties, but no one had ever presented their own cock to me back in the day.
Finally, he took my head in both of his hands and started to fuck my mouth. The deeper he pushed his cock into the back of my throat, the more I gagged and pushed my hands against the front of his thighs, trying to get some relief. Finally, he stopped in disgust and pulled his cock out of my mouth. I felt embarrassed.
"Take your shorts off, old man!" He commanded, as he unbuckled his belt and whipped it off with an angry flourish. He let his own shorts drop to the floor without further consideration. I saw him fold his wide black belt in half as he told me to lean over the bench. As I did what he ordered, immediately I felt the sting of his wrath:
WHACK, WHACK, WHACK, AND WHACK!
Christ, I thought, he’s actually beating my ass with his fucking belt! I had to go way back in my memory to think about the last time anyone had given me the belt treatment. This stung like hell, I’ll admit it, but for some reason, I didn’t move, nor did I raise a protest.
SNAP, SNAP, SNAP!
His belt found its mark again and again, and my ass began to feel like it was on fire. Still, I took the abuse without a word. I winced with each new angry stroke, but truth be told, I was beginning to get off on the pain. I was surprised, of course, but not as surprised as his next move:
"Put another dollar in!" he insisted, and I did as he asked.
With the light in the booth shining brightly again, he dropped his belt, knelt down on the floor, and took hold of my hips. Next thing I know, I could feel his hands rubbing my hot ass cheeks. And without warning or announcement, I felt his hot breath so close to my nether region. I froze. I wasn’t certain what was to come next, but I had some idea.
Sure enough, his tongue was upon me, as it seductively brushed against my dark entrance, ever so gently. I inhaled in a rush of oxygen to my lungs as his tongue became bolder, and I felt it licking my innermost private spot with bold strokes. He took my cheeks in each hand and spread them as wide as they would go. I was his tongue was getting ready to plunge deeply into my ass, and I was right. Oh god, it felt like nothing I had ever felt before or since. He tongue fucked my old virgin ass like something I had seen in pornos, but never thought about happening in real life. I reached down and grabbed my shy cock, to no avail. It was no more ready for action than it was before. But my ass reacted beautifully, as it responded to his tongue entering my anus time and again. I could feel his breath getting hotter as he exhaled through his nose while he continued his assault. I will admit that I loved every stroke and penetration of his stiff tongue.
But my entertainment was short lived. As he stood up, he took one of the dollar bills stacked near the money machine and put it to use. I was still standing in front of the bench, bent over with my legs still spread.
"Kneel on the bench," he growled, "and put your legs together." I knew where this was going. I did what he told me to do, and then I waited, but not for long. I heard him grunt and fumble around a bit before I felt the stiff head of his cock searching for the entrance he desired. In my enthusiasm, I moved around some hoping to help him find his mark.
"Hold still, old man!" he groused at me, hissing between his teeth. I knelt stock still after that, and let him do the driving. And drive he did: I knew he got my rectum soaking wet with his tongue, and I wasn’t much worried about feeling any pain. But then I remembered how thick his shaft was in my mouth, and I wondered if he was going to split me in two when he entered my anal canal. He quickly found his mark and pushed forward, as he spread my cheeks wide open.
He started off slowly, but when his cock head popped past my sphincter, I gasped and so did he. As he increased his tempo, I was surprised that he displayed such a gentle motion, as he delved deeper and deeper into my secret region. Just as I was getting used to his slow and steady movements, he pushed deeper still, until I could feel his balls slapping the back of my legs. Still, I was beginning to enjoy this new sensation right up until he gripped my hips and started pounding my ass relentlessly and at a furious pace. He pounded away, showing no mercy of any kind.
The more he pounded, the stiffer I got, finally. I was thrilled to realize that I was going to achieve that elusive hard-on after all. Lost in my new found reverie, I was shocked again when he pulled his still potent cock out of my ass, and told me to turn around and sit down. As I spun around on demand, he quickly put another dollar in the machine, and aimed his cock at my face.
"Open!" he demanded, almost shouting, as he pumped his cock vigorously. I did as he told me, and he shoved his considerable girth deep into my mouth. He held my head tightly and proceeded to fill my mouth with his hot creamy offering.
"Swallow! All of it!" he commanded, as he gasped and I gurgled, struggling to swallow all his cum without choking or otherwise disappointing him. I gulped and swallowed until there was nothing left to do but wait for him to pull his spent cock out of my mouth.
Finally, he did just that, and he rubbed his semi-flaccid member all over my face, in a gesture of triumph. He bent over and picked up his shorts and belt. He took another one of my dollars and put it into the machine once again. In the dull light of the video, he got dressed as he watched me absentmindedly playing with my erection.
"Oh, I see it finally woke up!" he laughed and sneered at my ineptness. "Well, now you can jerk off if you want," he snorted scornfully, as he unlocked the door and left abruptly. So that’s what I decided to do. After all, I reasoned, I deserved to get my rocks off, considering all I had just gone through.
I decided to use one more dollar, and proceeded to give myself a well-deserved wank.
And then I heard the soft yet unmistakable tap tapping on my door. Annoyed, I figured my rude fuck buddy had forgotten his wallet or his keys or something, so I opened the door abruptly. To my surprise, it was the night clerk.
"We’re closed," he announced sheepishly, as he stared at my hard-on. "It’s four o’clock, and we’re closed from four to six on Sunday mornings, so we can clean the place up," he explained.
Holy crap, I thought: it’s already four A.M.? I hurried to stuff my erection inside my shorts, as the clerk stood waiting politely.
"I’ve been standing outside your door for a while now," he explained slowly. "I couldn’t help hearing what was going on. It was pretty hot, I have to say."
With that, the lights slowly started coming on, and my eyes were having a hard time adjusting. The clerk went on:
"Are you interested in coming into my office in the back?" he offered.
Considering my cock had finally gotten hard, and then I was rudely interrupted, I figured it was my best chance to get some satisfaction, so I nodded my assent. I followed him down a now well-lit hallway to an unmarked door. The clerk took out a huge set of keys and unlocked the door. He entered, and I followed close behind. The room was dark. As I stood waiting for him to turn on the lights, I felt several strong hands grasping my arms, while other hands stripped off my shorts. I panicked a little, and struggled against the dark unknown, to no avail. All of a sudden, the lights went on, and I looked around desperately as I was held tightly and led over to a sex swing mounted in the middle of the room. In no time, I was lying on my back, bound to the swing, my legs tied back, and my arms bound tightly and tied underneath my body. My head dangled, unsupported. I looked around, puzzled how it was possible to have been placed in such a compromising position almost effortlessly by…by who? Or rather by whom?
"This is my cleaning crew," the clerk volunteered, grinning. "I try to provide them with some entertainment before they start work." He walked out and closed the door behind him. Holy crap, I thought to myself, as I took stock of my situation. There were four men: young, strong, smelly, and apparently none of them spoke any English.
All of a sudden, I felt more vulnerable than at any other time in my life. I watched them as they removed their pants and stroked their sizable members in anticipation of using my body for their sordid pleasure. I didn’t know what to do…not that I had very many choices. I thought of screaming as loud as I could, but who would hear me in a back office room at four o’clock on a Sunday morning? Plus, that would only piss them off and I might get it worse. I was in a definite quandary, and I could feel my bladder release its contents all over my stomach and down onto the floor. I heard some of my soon to be fuck buddies laugh at my unfortunate predicament. And then, mercifully I suppose, it happened:
One of the thugs stood quietly behind my head and held a wet rag tightly on my face that smelled strongly of some kind of chemical. I jerked around, resisting with all my might, but soon enough, I was no longer conscious.
When I awoke, I was lying in the driver’s seat of my car. My clothes were piled on the passenger seat. The bright sun seared my pupils, and I could barely open my eyes fully. As I slowly gained consciousness, my mouth felt sore, like it had been stretched out, and I could hardly swallow. I groaned as I stretched out to retrieve my shorts and shirt. Oh man, my ass was so sore; I couldn’t even begin to put my shorts on.
Fuck it. I managed to start my car, and I drove away, squinting into the late morning sun. As I settled in for the drive home, a smile slowly took form on my face. I shook my head and I had to laugh: damn, I thought, I kind of wished I would have been awake for the party.
When I finally pulled into my driveway and pushed the button to open my garage door, I pulled into my garage slowly and carefully. I waited for the door to close behind my car before trying to get out. I grabbed my pile of clothes and made my way to the inside door to my house. I was stiff and sore in places I had never experienced before. It was all I could do to get a cold bottle of water out of the fridge and plop down on the couch. I took a long drink of water, and it felt like I had just come in from a week in the desert. So refreshing and wonderful it was, although I was aware that my throat felt like so many razor blades.
I remember putting the half empty bottle down on the table and passing out on the couch.
When I awoke, it was already dark out. It took me a while to regain my senses. I sat up and tried to recollect what had happened. As it all began to come back to me, I was surprised and delighted to discover that my poorly performing member from the night before was standing up and saluting. I smiled as I wrapped my hand around it and gave it a good wanking. I noticed that I was a little uncomfortable sitting there pulling on my shaft, and it finally dawned on me that my ass felt like it was on fire.
Once relief came, I cleaned up and headed to the shower. The cool water was soothing against my sweaty body and violated areas. The smell of soap permeated my lungs, and I felt invigorated like I hadn’t felt in a long, long time. As I toweled off, I became aware that I was extremely hungry. I calculated that I hadn’t eaten anything since dinner the night before with my wife, before I drove her up North to her hotel. So it had been well over 24 hours ago. As I dabbed on some deodorant and a spray of cologne, a thought popped into my head:
Hey, I thought: wasn’t there an open-all-night burger joint right close to the Olde Adult Book Shoppe and Ass Fucking Joint? I hurried to put on a fresh t-shirt and a new pair of shorts before I hopped into my car for the short ride there. A couple of burgers would really hit the spot, and then, who knows?