My first time [gay] [first time]

Some context – I’m 27 years old, average height with a thick chubby body. Fairly thick 6 inch cock. Although I’ve always considered myself to be bi, I’ve had next to no experience.

I had never done anything like this before. I had always dabbled in my head during jerk off sessions but never actually thought i would go through with it.

One morning i just thought “fuck it” I put a status on the swinging site that i usually lurk on that I wanted to meet that morning to suck some cock. I didn’t know if anyone was going to even reply. I had plenty of pics on my page which had gotten me some attention, but nothing major. A few of my cock, a few of my ass. A couple recent full body shots that I had taken in a bloom of confidence.

Within an hour I had a reply to my status.

“After some cock this morning?” A random man had asked me through private messenger.

“Absolutely! Although I’m pretty nervous.” I said, not really knowing how to respond, I looked at his page, 54 years old, two pics one of his face, he was clean shaven and looked a little older than his age and one of his cock. Thick, uncut smooth. A small amount of pubes. It looked tasty.

“Don’t worry I’ll look after you, i’ll come over and we can just play together, any time you feel uncomfortable, you just tell me and i’ll leave, no questions asked.”

He said it in such a way that it instantly put me at ease, there was something so reassuring in the way he spoke. Like a grandad.

“Ok, how do you want me?” I asked him after i’d given him my address and details, he told me he could be there within a half hour. Jesus Christ this is happening, I thought to myself. My heart was pounding.

“Just in a dressing robe will be fine, put on some porn for us as well” He told me firmly.

“Sure, anything in particular?”

“I don’t mind, make sure you’re hard when i get there”

“Yes sir.”

I was so fucking nervous! My face was flushed, my heart was beating like crazy. I paced nervously around the bedroom, peaking out of the window naked, jerking my cock trying to stay hard, I frantically skipped through porn videos trying to find something, I finally just found some twink threesome video of an older guy fucking two young lads, appropriate i thought.

When the doorbell rang, I froze. Oh god. Here we go. I threw on my dressing robe and went downstairs, I answered the door and he came in, we exchanged pleasantries but not names.

“Where do you want to go?” He asked taking off his hat. I led him straight upstairs and my robe fell open, thinking back I might have undone it myself.

“Like I said in our messages, it’s my first time doing this, I’m proper nervous.”

“Don’t you worry, anytime it’s a bit much, just tell me and I can leave.”

When we got to the bedroom he forcefully kissed me! What an experience, he was cold from the outside, his tongue was strong and knew exactly what it was doing. I let my robe fall off and stood there naked. This was the first time I had ever been naked with another man and strangely I found I wasn’t that nervous any more.

“Hop on the bed and i’ll sort myself out.” he told me as he started to undress.

He took off his clothes slowly but confidently and piled them up on the floor at the end of the bed. He was pretty much what i had expected, about my height, balding grey hair, a fairly hair free body, little bit of a beer belly to be expected at 54 but he looked good.

I lay on the bed to one side, legs partly open, completely naked rubbing my cock. He climbed on the bed next to me and again immediately started kissing me, his body with hard, which completely caught me off guard! I was expecting him to be chubby and soft but he wasn’t you could tell whatever he does for a living it clearly isn’t a comfy office job or lazing in front of the TV in retirement.

As we kissed his hand found my cock, the shock that went up my body was exhilarating! A man is touching my cock, after all these years of fantasy! He was gentle, stroking and caressing. Not rough and ready like his kisses, he probed my balls and his fingers pushed gently against my asshole, this felt wonderful. In response to his touch my hand found its way in between his legs, his balls felt huge in my hand his cock was smooth and firm, it looked amazing, the picture didn’t do it justice. Something came over me and i just had to have it in my mouth, i didn’t even hesitate.

I wiggled down the bed and positioned myself under his big firm cock, straight into my mouth it went. It was perfect, thick and juicy but just the right size that it fit into my mouth without any need to stretch my jaw. I worked it back and forth, in and out whilst cupping his balls.

“Steady now, i’ll cum if you aren’t careful, pace yourself” he laughed.

“Sorry, first time”

“It’s alright, lie flat and i’ll have a go.”

I did what asked and laid back down, he moved down the bed and slowly kissed up my thighs until he got to my cock and in one gulp he had my length straight to the back of his throat.

“Whoa” I gasped. I heard him chuckle. He spent a few minutes working his tongue around my shaft, sucking on my balls and tossing my cock. I could feel myself starting to buck so he pulled off, straightened and looked down on me.

“Are you enjoying yourself?” I could only nod, I felt amazing, he was just rolling his hand the head of my cock. “What do you want to do now?” he asked.

“Do you think I could take some pictures?” I asked sitting up a little bit.

“Sure, just don’t get my face in them if you don’t mind”

“Yeah of course, just of our cocks”

He opened my legs and got in between them, he rubbed our cocks together and I took some pictures. His cock felt so good pushed against mine.

“If you have any condoms, we can give fucking your ass a go if you want?”

Fuck! I knew I forgot something.

“I really wish I had, I’d love to feel you inside me.”

“That’s alright, next time i come over, we’ll get some and we can give it a go, ok?”

“Absolutely!” I loved that he had just told me we’re doing this again, not asked. Told me. I really did feel submissive to him, nothing he had said or done had made that decision, it wasn’t something we had agreed to do, he had just made me feel naturally submissive and i loved it. It’s what I had always fantasized about.

“Right, when you cum, i want you to cum all over my cock, is that ok?”

I nodded and he started work his hand, a bit rougher now, up and down my cock. He was pumping away as he worked his own cock in his other hand. He was still in between my legs and I wanted nothing more for him to firmly slide his cock up my ass but alas, next time.

“It’s coming, I’m going to cum!” I moaned, my eyes rolling back in my head. I’m going to cum all over this guys cock and I don’t even know his name.

“Come on then, all over me.” He grunted, as soon as he said that…

“Ah fuck!” I exploded, my cock erupted, cum went shooting all over his cock’s thick purple head, moments later his cock spewed cum everywhere, mixing our juices together. He rubbed our cocks together lubricated by our liquid sex.

“Enjoy that?” He asked me smiling. I nodded, still panting, “Fucking loved it…”

We got ourselves cleaned up, he dressed quickly. We kissed a bit more and he left, promising that any time i wanted to meet up in the mornings again, to just drop him a message, and next time we’ll try fucking.

I couldn’t believe what just happened but I loved every second of it…

Source: reddit.com/r/eroticliterature/comments/f2tjwr/my_first_time_gay_first_time

4 comments

  1. I’d love some feedback on this, it’s my first story and yes it’s based on real events

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