My Street

[jerry157]

Let's see if anyone still reads this forum. I wrote a new story, 100% true, and I wanted to share it with the world. Let me know if you can think of another place where I could share my stories with wider audience.

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I will never forget that hot summer night 3 years ago. I had a couple of beers with my friend in the city and I headed home through the darkness. After drinking, I always appreciate a long walk in the chilly air to clear my head a bit. As a bonus, one of the paths leads through a dark and deserted street used by the truck drivers for overnight stays. Although I never had any luck running into a horny trucker, just walking through this street would make me so horny that I would always have to jerk off after arriving home.

This night’s walk was no different from any other walks. Sadly, even though I saw two trucks parked on the road, their drivers were most likely sleeping already. It was nearly 10 PM after all and they surely work from early morning. So I continued the walk and soon I entered my street.

I was almost in from of my house when a guy passed me by on the street. In spite of being slightly drunk, I noticed that our visions crossed. Yet I continued walking. Then it occurred to me that it was slightly weird, the guy was looking at me as if he had known me.

He didn’t look familiar to me though. After a few more steps, I looked around to see if he was looking around as well. And he was. I was surprised and honestly, creeped out a bit. But at the same time, I was drunk and horny. I kept walking towards my home and he kept walking to the adjacent building. After a while I turned back and saw that he entered the building next to mine, but he was waiting behind the glass entry door to see what I would do.

I decided to make a move. I headed to his house. As I was approaching the entry door, he opened it and said hi. I said hi as well. It was a bit awkward; I think he felt the same way as I did. I asked: “Can I come up?”
“I’m not alone, sorry,” he replied.
“I live just over here. Wanna see my place?”
“Sure. I’m Harry, by the way.”
“Danny, nice to meet you,” I said, and we both started walking to my house. I had no idea what was going on and what his intentions were. But I knew that I was horny, and he looked pretty attractive to me.

I was 29 at the time and Harry looked 15 years older than me. He was a bit taller with a big belly, in contrast with my lean figure. His hair was brown, like mine, and slightly shorter than mine.

We just walked silently and then I let him inside my house. In the elevator we still said nothing. When we entered my apartment and took off the shoes, I noticed that he had a sports bag. “I was just playing hockey with my friends”, he explained.
“And I was having drinks with a friend, haha” I replied. We sat together in the apartment and started a shallow conversation about the street where we live and how long we lived there. At this point I still wasn’t sure what was happening. But the alcohol in my blood made me not care about this strange uncertainty.
“So why were you looking at me?” I finally managed to grasp some courage to ask.
“I thought that you were looking at me!” Harry said.
“Well, maybe I was. I thought you looked familiar.”
“I guess we’ve seen each other on the street before.”
“But that’s not why you followed me to my apartment”, I said to finally advance the conversation.
“Well, no, it isn’t.” Harry was not very helpful in unwinding this situation. But that was enough for me to remove any doubts about the sexual tension. I was no longer just horny, I started getting hard. I pointed to my crotch and said: “This is why you followed me, isn’t it?”

Harry replied by taking my hand and pressing it against his hard cock. From this point, no words were needed. I realized I had a hot, older horny man in my apartment, ready to be sucked by me. Pretty much what I was looking for, only he was not a trucker.

I liberated his cock from his shorts and stroked it with my hand. It was pretty much the same length as mine, but mine was a bit thicker. Just the size that I love. I leaned to his crotch and took his dick in my mouth to gently suck it. Harry was gentle as well, but he did signal his eagerness by pressing his hand to the back of my head.

After a couple of minutes, I needed a break. I sat upright and took my own cock out of my boxers and shorts. I played with it for a while and Harry played with his.
“Danny, shall we go to the bed?”
“Sure, let’s do that.”

On the way to the bed, we both fully undressed and I finally saw his hairy chest. Just how I love it.
Harry lay on his back in the bed and signaled with his hand that I should continue with my blowjob. And I happily complied. I didn’t mind at all that he didn’t reciprocate. After a few more minutes, I needed a break again. The combination of alcohol and horniness was starting to become dangerous and at this point, I was willing to do anything, but I was too shy to ask. Thankfully, Harry read my mind and asked: “Are you top or bottom?”
“Well, I don’t really do anal…” I replied truthfully. “But if I have to choose, the truth is that I always liked bottoming more.”
“Where do you keep the gel and the condoms?”
“Right here under the bed.” I took out the paper box with my sex equipment from under the bed and I handed it over to Harry. The box had both lube and condoms and he opened one pack with a condom and placed it on his cock. I still wasn’t sure if I was ready but I didn’t want to waste this opportunity, especially as Harry’s cock had just the perfect size, not too thick nor long.

Harry instructed me to lay on my back. He stood up and positioned himself behind my butt, placing my legs on his shoulders. Then I felt his manly fingers lubricating my anus with the lube I gave him.

And then I felt pressure. Harry placed his cock against my anus and tried to enter. But it seemed like he had some troubles. I used my hand to guide his cock, but even that didn’t work.

“What is it? Are you not hard?” I asked him. I was incredibly horny and I couldn’t wait to get fucked.
“Yeah, sorry, it’s getting soft. I guess it’s not used to condoms”, Harry apologized.
“Care to try again?”

But trying again didn’t help. So I told Harry to take off the condom and asked him to at least jerk of together until we cum. He lay next to me on the bed and we were both jerking off, him with a cock smelling of the condom and me with a lubed up ass.

Harry managed to get it hard again but I didn’t want to suck him anymore because of the condom taste on his cock. We jerked off for a while but I couldn’t cum. I had to confess to him that I found it very difficult to cum when I’m in a company of another man.
“What would help you?” Harry asked.
“Well, maybe you could get into the position you were in when you wanted to fuck me.”
And Harry complied. He put my legs on his shoulders and looked at me from above, watching me stroking it. He even poked my butthole with his cock a bit.

I didn’t protest at all. And I even used my hand to guide his cock to the correct spot. But it seems he took that as an encouragement and poked a bit inside.
“Just the tip”, I begged.
“Oh sure, just the tip”, he confirmed and pressed deeper. I didn’t want to end up here but I was just so horny I could not resist. He managed to slide in easily, as I was relaxed from all the horniness. I don’t even know how I ended up here but there I was – a hot big guy was fucking my ass bareback on my bed.

When he was balls deep, I reached for the shaft of his cock with my hand. I could not believe that this awesome penis was deep in my ass. Then he slowly pulled out a bit and then back in he went. Harry had a twisted grimace on his face, caused by the immense horniness and pleasure. I was ecstatic and I refrained from even touching my hard cock because I knew I would cum after a few strokes. And I didn’t want this to end so quickly.

Harry stood above me, almost menacing with his big body and berserk look in his eyes. He continued slowly fucking me for two-three minutes when he suddenly stopped and loudly moaned. Awesome, so we’ve just gone from an attempt at safe sex to a stranger shooting his load deep into my rectum. He remained in for a few more seconds and I asked him if I could cum as well.

“No, wait, I’ll pull it out and then you can cum.” And he did as he said and left for the bathroom to clean himself. I finished myself off, shooting my load into a paper towel, as I would if I were alone.

He returned to the bed to pick up his clothes and said it was nice, but he had to go home. I thanked him for the evening and he left with a goodbye.

On the next day I had mixed feelings about the encounter. Of course I jerked off many times thinking about it, but I also feel concerned about the risks of bareback sex with a stranger. Moreover, it felt weird that Harry had a boyfriend and he fucked around with his neighbors. I ran into him on the street a couple of times again, but I was not interested in repeating our encounter. Until a few years later, but that would make for a new story.