I was in my early thirties at the time of this story. It was a warm summer evening, and I had gotten off work with a profound sense of boredom. I hadn't much to do at home; at least much that I wanted to do, and all I could think about was sex. I wanted to get fucked in the worst way, and turned on my computer to look at some porn.
While I often look at porn online, I rarely had ever met anyone there, at least not at that point in my life, and so it was with a hearty dose of skepticism that I logged into my favorite gay site and entered the chat room. At first there wasn't a lot of people in there, but after about half an hour a few guys came in.
There was the usual assortment of fake profiles in there, those inexplicable come-ons with pictures far, far too good to be true, or even believable. Among the others was one that caught my eye, from an older guy, 45, who was into dildos and had quite a collection. He was looking for someone younger to use them on, and as I read his profile my heart started to thump.
I privated him and in a few minutes we were talking away twenty to the dozen. He was a pretty quick-witted person, and I could tell he was legitimate from the way he was talking. I had a pretty good feeling about him, and as the hour was advancing and the numbers within the room dwindling with no fresh entries I took a chance and suggested that we get together.
We arranged to meet in an industrial area not far from my apartment. He lived in a bedroom community just outside of town, and if things went well we could go there. I got myself ready for him and walked along to the meeting. There was no one else around, not even street people, and I waited at the place we had agreed on looking up at the stars through the abandoned skyline of jagged post industrial structures, dead bones in a once thriving area.
At length he arrived, and I could see that he was at least physically what he had represented himself to be. I got into his truck, and we sat talking for a while. He got the conversation into sex pretty quickly, and he asked me if he could see my naked ass. Before I could really answer he was reaching over and undoing my pants.
I lifted my hips and leaned over facing away from him, and he leaned down to put his face quite close to my ass. I could hear his breath quicken as he did so. I had been often told I had a nice ass, and this seemed to be a measure of confirmation. His hand reached out and touched my ass, which made me start at first. His tongue came pretty quickly after that, and it felt so good, licking my ass cheeks and then probing softly into the crack of my ass.
He sat up, and asked me if I wanted to see one of his dildos. I said yes, and he reached into a cloth bag on the floor of the truck where he had put a few before coming out tonight. He took out one that was pretty moderate in size, I guess he didn't want to scare me since I had told him that I was pretty new to playing with toys.
He turned me to the side again, and rubbed it up against my ass. My cock, which was pretty hard already, throbbed, and my breath became short with desire. He asked me if I wanted to try taking it up my ass. I wasn't sure that was what I wanted to do right here, and said so. He suggested that we go back to his place, but first that he would put a butt plug up my ass to 'get me ready'.
He had one in his hand in a second, and expertly lubed it up and spread my ass with his other hand. I felt it probe up against me, and then slide inside. I looked back at him, and was so turned on by the intensity of his expression. I knew this was what we both wanted, and this became mutual knowledge when he looked up at my own lustful expression.
It felt so hot to pull up my pants with that butt plug inside my ass. He asked me if I liked it, and I said yes. He then felt my cock, whose throbbing hardness made my enjoyment of this scene all that much more apparent to him. He leaned over and whispered in my ear,
'I know what you want.'
We drove back to his place in silence, and when we got there walked inside. I still had a raging hard on from the butt plug, and when he opened the door to his place he stood aside and let me go first so that he could reach out and touch my ass. It was pretty strange walking with the butt plug inside me, but it stayed in place and kept my cock raging hard.
He led me straight to the bedroom, where I took off all my clothes for him, and then lay down on my stomach on the small single bed. It was a tiny bedroom, not much bigger than what you might find at a bathhouse, with dark wood paneling and a single light bulb on the wall, dimmed down low.
He took another cloth bag out and dumped the contents on the bed beside me. He hadn't exaggerated when he had told me that he had a good sized collection of toys, since here were dildos of all kinds, from those of moderate shape and size to multi textured ones that were bigger than I had ever seen. He had at least a dozen there.
He asked me which one I wanted first, and I picked on that seemed reasonable to me. It was a fair size, but instead of looking like a cock it was molded into a series of larger round parts, almost like rubber balls on a post. He lubed it up, and then pushed my face towards the pillow. He spent a fair amount of time lubricating my ass, and in playing with it.
I writhed in pleasure as he stuck his fingers inside me to loosen me up for the dildo to come, and I loved this. He then inserted the rubber toy up my ass, and it took my breath away at first as to how it felt. He knew just how to handle it though, and made sure that I was never uncomfortable.
He was still dressed, and I could feel his rock hard penis in his pants as he brushed against me. He probed me long and hard with the dildo, asking me sometimes in a leering tone if I liked it, to which I answered yes each time. At first it was strange, but then as I started to relax I could feel the toy making itself more a part of me, and I began to spread my legs on my own to take it up my ass. It now felt warm when it went back inside me with each thrust.
This was getting extremely hot. He took the first dildo out, and I felt my ass shudder as he did so. I wanted more, and I didn't have long to wait. Without asking this time which one I wanted, he started to fuck me with another one, which was penis shaped, and rather larger than the first. It was long and had a big head on it. At first it was a struggle to put it inside me, but he knelt there with his face beside my ass and coaxed me along, telling me to relax and take it. This was turning me on all that much more, and so I tried to follow his advice.
We started after a fairly short time to get to understand what turned the other on. For me it was getting fucked very slowly with a dildo, feeling the depth and humiliation of it at each moment. For him it was getting me over the threshold of reserve, and watching how I took his toys, and the body language I used to ask for more.
He never took his cock out of his pants the entire time, but instead just stood or knelt there beside me, fucking me with several more of his toys. He rolled me over on his side, and licked the cheeks of my ass as he fucked me. I moaned and stroked my own cock. It was hard not to come, but I knew that I wanted this to continue, and so held back from anything that might bring it to an end.
It went on for a couple of hours, and by the end he had me on my back, looking into my face as he pushed another large penis shaped toy up my ass. There was a stream of precum drooling from my penis, and finally I could take it no longer, and stroked it a couple of times. He knew I was going to come, and so pushed my legs farther open and put the dildo as far up inside me as he could. I was almost yelling, and the intensity of this moment was of melting hotness.
I shot my load of come all over my chest, as well as hitting him, and the orgasm lasted for a long time as I lay there convulsed in pleasure. He slowly withdrew the dildo from my ass that now clenched around it tightly, which I couldn't help. He smiled and asked if I wanted him to leave it there. I shook my head, and he took it the rest of the way out.
Without saying anything else, he put the butt plug back inside me. I opened my mouth to say something to stop him, but there was a tiny spark inside me that I knew would erupt into a jet of desire in a few moments. At that moment, he said the words that foretold the continued hotness of the evening
'Would you like to take a break for a few minutes?' I smiled back at him,
'Sure, for a few minutes.' My heart was still pounding as we left the room, and my cock was starting once again to get hard. It was going to be a hot summer night.