Before I start I should give you some background on myself. I also want it to be known that this story is 100% non fiction. If you like the story, contact me via contact tab. I am a mostly straight man. I never have, and still after, the incident I am about to tell you about, am not attracted to men. I never walk past a guy on the streets and want him sexually. Sure I can acknowledge when a man is handsome but that is it. I am however into the look of a penis. What brought me onto this was watching shemale porn. It was all women but then, just a nice big cock between their legs, it turned me on. Mariana Cordoba is mostly to blame for this. She has a giant penis on her womanly frame. I love watching big dick flop around while the shemale, or even guy is being fucked. That is simply it though. I love to see big dick flop as they get fuck and my fetish goes no further. Do not worry though, this is not about me and tranny. This is about a true story of me and a man. A man that gave me one of the best orgasms of my life.
Like I said, I had a curiosity for big cock. I just could not find enough big cock bottom videos online so I one day decided to look at craigslist. I looked through a bunch of posts in my town and was amazed how many people were posting and how each person was asking for something specific. I decided to give it a try and make an ad. How could it hurt. I took a picture of my hard cock attached it to the post and wrote the following:
23 year old male here. Name is Jake. Looking for a big dick bottom. The older the better. I have never been with a guy before and would love to be shown the ropes. If you are an older bottom with an average sized cock that is okay too. Attach a picture in your response. I can not host. Hope to hear from you soon.
I made the post for older men because for some reason to be, it wasn't as weird being with a 50+ guy as it was a 20 year old. In about three hours I had about 15 replies. I will not bore you with all of them, just the one I chose. Attached was a picture of a nice probably around 7 inch cock. The man was white and had grey pubes. His response read this.
Hey, I am Tim. As you can see from the picture I am pretty well hung. I am 69 years old and married. My wife is too old and sick to do anything anymore so I am deprived. I too have never been with a man before, but the thought of a young cock like the one you have really excites me. Respond if you are interested.
I scrolled back up to his cock after reading the message and looked at it while rubbing my dick. It looked like a really nice cock, so I messaged him back. I told him how I was interested and I gave him my phone number and told him to text me. I downloaded an app that gives you a different phone number to text through that way my number had no link to this experience. He texted me and we began talking. He told me his wife was 10 years older than him, so now at 79 she is just too old and sick to do anything. He was never into guys his whole life but recently he had just been so horny he got turned onto it. I told him how I wanted to be DL and not be seen. He said he obviously wanted the same since he was married and everything.
We decided to meet the next day at the mall. He told me he would sit on the bench outside of Macy's on the second floor and have a green shirt on. I told him okay I would come up if I felt comfortable, if I wasn't there by 1:30, our meeting time was 1:00, to leave because it meant I either chickened out or didn't like what i saw. I didn't tell him what I would be wearing that way once again there was no link to me.
I got to the mall at 12:55 and scoped out the spot. At 1:05 a man in a green shirt sat down on the bench. From where I was standing all I could see was a grey haired man with male patterned baldness (only hair on the sides and back of his head). I decided to walk past him since he would have no idea. I made my way towards him trying not to make it too obvious. As I past I saw he just looked like a normal older man. Slight belly, grey scruff on his face, average height from what I could see. He didn't look gay at all which is good, I did not want that. I wanted a normal guy with a big cock I could watch bounce. With my heart beating out of my chest I circled back around and stood in front of him.
"Tim?" I said almost stuttering.
"Yes, Jake I assume?" I shook my head.
We just stood there for a couple seconds in complete silence.
"Jake I am going to be totally honest with you, I am shitting my pants right now. I am so nervous I have no idea what to do."
"I feel the same way, maybe we can go stand alone in the parking lot that way there aren't too many people around."
On our way to the lot Tim spoke, "There is nothing suspicious about this, everyone probably thinks you are my grandson."
I laughed, "Do you have any grand-kids?"
"Yes 5 of them, from age 12-26."
"Wow, so I really could be your grandson."