I had my first boyfriend at 19, but shortly before my 20th birthday, he dumped me. We had taken things slowly and apparently that wasn’t enough for him and he called me “too prudish for his best years”. He did have a point, but we still could have talked about that beforehand, it’s all water under a bridge at this point.
The real story here is what happened the day after I got dumped by him. I was absolutely shattered and full of self-doubt, how could I of all people be so boring in the bedroom that no guy would ever want me? To take my mind off things, I decided to go out with my best friend of many years, Andrew. He promised to get me drunk and bring me back home so I could forget about my ex.
We went bar hopping starting in the early evening and by 11 pm I was definitely tipsy. We left the third bar after another cocktail and walked around the nightlife district until we found a place that looked super cool and interesting. It was a late-night bar/club kind of establishment that seemed to be queer-friendly and very lively and open, judging by the people that were there and their outfits. Fishnets, guys with crop tops, women with extremely cheeky hotpants, and everybody in a great mood. Some of them even wore leather and fetish-style outfits.
“I wish I could be as confident and openly sexual and cool as these people”, I mumbled to Andrew as we walked through to find a place to sit. As we passed a couple just making out right there in the open, I continued “Maybe Mike wouldn’t have left me if I had done stuff like that …”. Andrew kind of smiled at me with a little sadness mixed in there, consoled me and joked “don’t worry, maybe you’ll find your inner slut soon.” As tipsy as we were, that idea made us both laugh because we both knew I was the furthest away from it. Just being in this bar almost made me uncomfortable, I probably would have panicked without the drinks.
We sat down at the far end of the bar and I looked around a little. There were a few doorways with drapes instead of doors towards the back of the bar, with people – mainly couples – walking in and out. It took me a minute before I realized that it was apparently some type of backroom or even darkroom situation going on. We were in a much more sex-positive bar than we had initially thought. “WOOOOOW” I exclaimed. “I wish I could have been just like these women and men back there…”
Andrew looked at me like I was an alien as he heard that, and sarcastically said “Yeah right. It’s right up your alley, why don’t you just try it out? When in Rome …” and laughed at me. The fact that he didn’t believe in me, doubted that I could ever even think of being as open as them, hurt me for a moment, but that pain turned into courage. I looked at him sternly, with defiance shooting out of my eyes – “You know what? I’ll do just that. I’ll be right back, I’m going to check it out.” And so I stood up and walked towards the entrance of the backrooms, hoping that nobody would notice my racing heartbeat.
There were a few different rooms, one larger hangout-dancefloor area where people were making out and grinding. The backrooms were only covered by said curtains, so it was able to look inside or just walk in, which many people did. I saw one where a dude walked in and another one just a few moments after. I took a deep breath, took all my courage, and followed them. I almost bumped into the guy back who walked in there last. He and the other dude stood there in line, while a third guy was in front of them, his face turned towards the wall. It took me a moment of confusion to realize what was going on. He had his lower body pressed right to the wall, which looked weird – but then I saw his pants lowered slightly and his general demeanor.
This was a glory hole. Fuck, I was staring right at somebody getting his cock sucked or stroked or whatever through that small hole in the wall, which actually turned out to be a stall. And I was just a few feet away from it happening. My face was probably deep red immediately and I turned away and left the small hallway.
I didn’t really know where to go from here so I aimlessly looked around, thousands of thoughts going through my head. Then my eyes caught a little light above the area I just left – a sign that said: “open for business”. The identical entrance with a curtain above had that light as well, but it was turned off. So there was a second Gloryhole booth there and a vacant one at that.
I just smirked at the idea that shot through my head but was already walking back towards the bar, when I stopped in my tracks. My self-doubts came back up. This was THE chance for me to change. How was I so pathetically weak to just let it slip and not even try? What’s the big deal? The person right in front of me just did it like it was nothing …
There is no explanation for the next few seconds, but with just a few steps I turned around, walked in there, entered the stall with the hole in the door, closed it behind me, and looked for the light switch to turn the sign on. \Click\. That was it. No turning back now.
I was almost hyperventilating and my pulse was going faster than after a marathon when I finally heard footsteps. Before panic could set in, I heard a belt buckle and a shuffle on the other side of the door, and then it appeared. My first cock of somebody who’s not my first boyfriend. He was pretty nice looking and uncut, which was also new for me. I didn’t know what to do, but there was no way out of this situation except to pass the stranger out there, so that was not an option. Breathing heavily, I slowly reached forward and touched the hard cock in front of me. “Hello there” I heard the deep voice of an older guy say, as I steadied my shaking hand and grabbed his shaft.
Slowly moving, I started to jerk him off. It was like an out-of-body experience. I was unable to believe that I was actually giving a handjob to a stranger, and yet I couldn’t stop. I stroked him faster and faster, quickly getting the hang of how to move it with the friction of his foreskin. Tightening my grip, I heard him moan and breathe heavily, as I was feeling hot and started to feel wet in between my legs. This felt more like exploring a new person’s cock by touch and I forgot the world around me when he suddenly tensed up and shot a huge load of cum all over my hand, arm, and left leg. Only then did I realize that there would be cum involved, something I had somehow been unprepared for. But when looking around I noticed the paper towels in the corner and quickly cleaned it all off of me. I heard the guy catch his breath, he said “thanks dude”, and left. He thought I was a man? Are girls not usually inside glory hole stalls? It was all too much for me to process so I didn’t even notice how wet my pussy had gotten. I wanted to wait for my hornyness to calm down before leaving, but in this mentally overloaded state forgot to turn off the light…
So suddenly, another guy walked in and immediately shoved his cock into the hole. This time, he was soft. A big, thick circumcised penis, but well groomed. My brain wanted nothing but to get out of here to process it all first, but my loins were in control now. More confidently this time, I reached out and wrapped my fingers around his floppy dick and started massaging it. He immediately grunted every time I applied more pressure around his tip. As he slowly grew in my hand, looking like he was at least 7 inches hard, my other hand slowly creps downwards between my legs. I didn’t even notice until I looked down and saw that I was gently rubbing myself down there as I was stroking him. Because he was cut and I had no lube, it didn’t feel as good as the guy before, and I guess he felt that too. “Suck it” he commanded me from the other side of the barrier.
At that moment, I realized I had no idea what usually goes on in glory holes. Would anything these people ask me to do be fair game? I was so unsure and nervous, but when I snapped out of it I noticed that I was already on my knees. I had almost zero experience with blowjobs, I only let my ex-boyfriend put it in my mouth one single time. And this guy’s cock was much thicker. Could I even do it? I grabbed him right at the base of the glory hole guided his tip toward my lip and licked it. He immediately moaned, and that was all the motivation I needed. I sucked him as well as I could, trying to open my mouth wider and taking as much of his length as possible. My left hand was now inside my panties, tracing circles around my clit in the same rhythm of my head bobbing back and forth. “God … you’re such a good sissy” I heard him compliment me, every time causing my pussy to get wetter and wetter. It was a ravenous feeling I had never experienced before, I wanted nothing more than to make this man cum and feel his huge cock throb in my mouth.
And soon, he did. His cock started to grow and pulse, and he exploded in my throat, filling me up with his hot cum. When he finally pulled back I spit it out into a tissue paper, as silently as possible so he thought I had swallowed. I desperately wanted to do a good job, doing whatever I could to make him enjoy using my mouth – a feeling I never had before. He zipped up and quickly left. I stood up and realized that my panties were getting soaked through, so in a swift movement, I slid them off, leaving my bum and pussy bare under my skirt. Before I could catch my breath, another set of steps announced the arrival of a new customer. I quickly flicked the light switch off – this had to be the last guy. I was incredibly proud of what I had just managed to do and wanted to get one final cock in front of me to hone my newfound slutty skills.
That’s just what I got. A great-looking, but average-sized cock peeked through the hole. This time almost completely erect already, and again uncut like the first guy. I also noticed that it was clearly from a younger guy than the two older men before him. With the resolution of giving him an incredible orgasm, I immediately started to slowly stroke him, giving it my all. But he did not react or moan at all, so I even felt like it was a challenge. I quickly got on my knees, and gently pulled his foreskin back to reveal his tip, before giving it a gentle kiss. Wrapping around it with my tongue, I moved my mouth over it and started to suck him off. I could almost take his full length and tried my best to give him a fast blowjob like I had sometimes seen in movies.
Once again, my left hand found its way under my skirt, this time more vigorously rubbing my dripping pussy. Sucking his cock and his orgasm was my mission, but I definitely got insanely horny myself now, and my fingers were doing their best to get me off at the same time. His dick was extremely hard and felt great in my mouth, it was the perfect size. I wanted to take him deep throat all the way, and slowly worked my way down, removing my hand from the hole. With every half inch I went down, my fingers got closer to the opening of my pussy – and as soon as I had taken him balls deep, they were deep inside me too. It felt so good to finger myself as I felt his hard cock that I got drunk on that feeling. Too good, obviously – because what happened next I don’t remember having any control over.
With his cock still in my mouth, I scooted back on my feet and finally pulled it out as I stood up. Holding his wet cock with one hand, I turned around, lifted my skirt, and backed up as far as I could. FINALLY, I could hear a gasp on the other side of the door, as he realized that his cock was now resting in between my ass cheeks. Not wasting any time, I bent my upper body forward and steered his tip downwards to my opening. My pussy was so wet that he seemed to almost go in by himself. I whimpered as his cock entered me, backing my hips up to the door to take him deeper. I was out of control now. Rubbing my clit furiously, I started to thrust my hips back and forth to fuck his cock as hard as it was possible in this position. This guy I had never seen before was now deep inside me, without a condom, and I knew that there was no way I’d be able to stop him cum inside me unless he pulled back.
Now I was moaning louder than any of the guys I had serviced and fucked him with quick movements, getting myself closer to orgasm very, very quickly. As I felt myself going past the point of no return, I sped up even more, making the door shake as I bumped into it with every thrust. The second I felt his cock tense up inside me and, throbbing heavily, he filled me up, I also reached an orgasm and clenched my legs together, squeezing him inside of me. I was incredibly vocal and loud, but I did not care that everyone in the dance area probably just heard me orgasm. With my butt pressed onto the door so his cock was still caught inside my pussy, I had to rest for a few seconds to catch my breath. As soon as I opened up my grip, he pulled out and backed away, quickly leaving. I needed a while longer to regain my composure. My pussy and thighs were absolutely soaked and I could feel his hot cum inside me make its way out. I could not believe what I had just done. This probably exceeded anything I could have imagined I would be doing, even during a sexual awakening.
After a while, I cleaned myself and everything off as well as I could with the paper towels, threw them down the chute on the side, and got my panties back on before I left the stall. I hoped nobody would see me, but I realized that it would be impossible to go unnoticed. There was no other path, so I just pressed on, hoping nobody would really see my face as I my way through the crowd, looking down at my feet. When I arrived back at our seats, Andrew was not there. How long was I gone? Did he leave because I kept him waiting? But his drink and coaster was still right where it was when I left. I looked around and saw nobody, so I sat down to wait and sent him a message on my phone.
After a few moments, I finally saw him – coming from the back rooms, the same way I had just walked, with a glow on his face. My mind was racing, it was impossible, right? When I looked down, I saw his fly was not quite closed, as if it was done in a hurry. My heart was dropping and I’m sure I didn’t take a breath for a full minute. He walked up next to me, and sat down on his seat, staring only into his drink. Then he finally spoke, but I wished he hadn’t said it: “You won’t believe what just happened to me …”
