This happened many years ago in Madrid.

I was delivering some material for some workmen and I was super broke. Not even money for a bus. So I had to get this delivered and get my money.

As it often happens with public transport, I ended up a couple of miles away and set out to walk. All this time I was thumbing, just in case someone stopped. I was in my twenties and good-looking enough, rock-and-roll type with tight jeans and a t-shirt, and I have always been endowed with a nice bum. This was before everyone had fake bums.

As things go, this guy stops. I get in the car, explain where I was heading, and we take off. This guy was friendly, but I could sense there was more to it, and I was a bit on edge because I was a straight, macho type of guy. As we kept talking he invited me for a beer. I explained that I had to meet someone, maybe later? So he gave me his phone number and I went away. I delivered the materials and got my money… then I started thinking.

What if… what if I just call this guy and see what his story is? I grabbed a beer and thought about it even more, because I could not get it out of my head. Eventually I crossed the line, that line we cross sometimes, and said, “Why not? Let’s investigate further.”

I called the guy. He collected me in his car and took me to his flat.

By this point I was in very unknown territory and visibly nervous. Nice flat. The guy is still very pleasant. He got two beers and sat right beside me, very close.

Hard to explain the mixture of nervousness and horniness, but I knew that I wanted to see this to the end. As we got chatting and I explained that I was way out of my depth and inexperienced, he smiled and asked me what made me call him. I told the truth: I wanted to see where this ends. So he smiled, held my hand, and guided me to the bedroom. I was dumbfounded and did not know what to do to reciprocate; I just stood there.

He slowly undressed me, first my t-shirt, then he unbuttoned my jeans, and later got on his knees and took off my shoes and socks, with his face close, ever so close to my crotch. Ever so close without touching my raging hard-on.

So here I was, naked in front of this fully clothed lad about my age. It felt like I was on an exhibition. He was in control and I was the prize. He was looking at me and caressing me while I stood there. He slowly took off my underwear, turning me around as he slid the undies over my bum cheeks. This guy was playing me like a fiddle!

Once I was completely naked he undressed in front of me and I could see his big, rather too big, dick. He turned me around and hugged me, with his hard dick rubbing my cheeks.

I did not say anything. I did not know what to say. I did not want to say the wrong thing, so we didn’t speak much. He just guided me to the bed, leaned right next to me, and turned off the light.

He touched me everywhere and this was an avalanche of sensations. I wanted to cum but he never touched me enough; he kept me horny. He turned me around, rubbed my cheeks, getting deeper and deeper… and I just let him do whatever he wanted to me. He clearly knew his way around a bum.

I knew what came next.

Ever so slowly he raised my hips, and his fingers were softer and lubed. I was being prepared for him and I just enjoyed being lubed, every minute of it.

Then here it was. I felt his dick on my butthole and I did not think this was going to fit. There was some pushing, then a bit more pushing, and I felt it slide inside my sphincter. His head now inside with only a little discomfort. He slowly pushed, and as he was getting deeper it was more painful. It was girthy and hard, felt like a stick. His shaft was stretching me and I felt every inch of it. I was not able or wanting to move. I said nothing. I had offered him my butt after all. But I could not believe that a dick felt this hard when pushed in. I was there on all fours and letting him play me. In less than an hour I was completely surrendering my body to this man; his head rearranging my insides and his shaft stretching me to just before I scream. I was surprisingly proud of being his plaything and that he enjoy fucking me. this was teh most curious part, I was proud of giving him pleasure, of being wanted.

And I still to this day don’t know his name.

After a few minutes it was clear that I was uncomfortable, so he slowly pulled out, never came, and lay down beside me.

We kissed, chatted a bit, and I left with his phone number to come back for the finish. I never did.

My arse was sore for days! And every time I sat at my desk I could feel my hole pulsating and had a memory of that exciting night.

To this day, I always look for that moment when you have to decide to go the distance or walk away. That is the most exciting part and I love it. I am always looking for these anonymous encounters.