A gay sex story: My Journey into the Unknown Ch. 01 My Journey into the Unknown
Chapter 1 — Masturbation and Chat Rooms
Let me start by say that my name is Dave and I was 32 years old at the time of this story, it was the mid 2000’s I was living in Las Vegas and had just gone through a bitter divorce. My ex had been cheating on me for years. I knew about it but looked the other way. So yes, I was a cuckold but this is not a cuckold story.
A little about myself, I am a white male, 5′ 6″ tall, weighing about 145 lbs., and always thought I was decently endowed being about 5 inches. I was a swimmer in high school and college so I frequented a gym that had a lap pool 4 to 5 days a week to stay in shape.
I graduated college with a Bachelor’s degree in computer science and at that time had a job in the Tech industry working from home.
After the divorce, I decided that I did not want to get into another relationship for a year or so, just wanted to get my life together. Of course, I had to have an outlet for my sexual frustrations so porn on the internet was my outlet. I found that when watching porn, I would be fixated on cocks, this got me started watching bi porn where I would fast forward through the video until the men were playing with each other.
I also frequented the adult bookstores a few times and check out the booth area. I was always able to find booths with the door open and guys with their dicks out masturbating. I was fascinated watching another man masturbate, I would just stand there and watch. Someone would always try to get me to join them, but I always declined.
I also discovered that the Web Browser I had my email through had all types of chat rooms from sports, gardening, entertainment, food, etc… to adult chatrooms for Str8, gay, bi, hell, you name it and there seemed to be a chat room for it. Therefore, when I was not online jerking to porn, I would frequent the chatrooms.
I enjoyed visiting the gay or bi chat rooms, I found chatting with other men about masturbation, sexual experiences, fantasies, or just my kinks always got me excited. I always end up nude stroking my cock and blowing my load.
My favorite chat room back then was “Las Vegas Bi Curious” where I loved talking with local men about jerking off. It was in this room I met Duke45.
I had been in the room for about an hour when I got a private chat request from Duke45, I always enjoyed the one-on-one chats with others so I accepted.
Duke45: Hi, how you doing tonight
Me: Pretty good and you
Duke45: Not bad, I’ve seen you pop up in the room for about 2 weeks now, we seemed to have the same interests so I figured I would see if you wanted to chat one on one
Me: Oh yeah, what are our same interests
Duke45: Jacking off
Me: Well, I do enjoy doing that
Duke45: Are you jacking now?
Me: Yes, does that excite you?
Duke45: Oh yeah, what’s your cock look like
I had always shaved my body for swimming and still did, so I was pretty much hairless from my neck down.
Me: About 6 inches (of course a lie) cut and shaved
Duke45: A shaved cock makes me hornier than hell, you have any pictures
Me: No, sorry
Duke45: Are you married
Me: No, recently divorced, how about you?
Duke45: Married, wife knows I’m bi and loves to hear about my bi experiences, in fact she probably figures I’m beating off while chatting with someone right now
Me: Really
Duke45, Yup, she’s at work and knows what I do when she’s not here, hey take a pic and send
Me: So, she knows you’re jerking right now
Duke45: Oh yes, send the pic
At this point, I was really pulling on my cock, fuck should I take one and send? I got my camera, stood in front of my mirror, and snapped a few pictures making sure my face was not showing. There was one pic with a long string of pre-cum hanging off my cock, which was the one I decided to send.
Duke45: Hello, are you still there?
Me: Yes
Duke45: I would love to see that shaved cock of yours, send a pic
Me: How do I send, email?
Duke45: Yeah, that works, Duke45@
God the naughtiness of this whole situation was so exciting, I had never sent a nude photo to anyone before, should I really do it? I opened my email, attached the photo, wrote, “Here you go” and hit send.
Me: sent
Duke45: Fuck, nice! Love the pre-cum
Me: Thanks
There was no response for about 5 minutes
Me: Lol, you still there
Duke45: Yeah, just jerking to your nice cock, ever tasted your pre-cum
Wow, what should I tell him? Ok I thought, what the fuck, do I tell him yes, oh what the hell
Me: yes
Duke45: fuck yeah, you tasting now
I scooped some on my finger and tasted
Me: yes
Duke45: Fuck you are going to make me cum
At this point I lost it and came
I cleaned myself up and turned off my computer, don’t know why I did that, I just did not want to talk to Duke45 anymore that night. Of course, then I started feeling bad/guilty that I had sent the pic. Fuck, what am I doing, I have to stop this.
I did not log into the chat room the next night, but of course, the urge got to me the night after so I got naked and finally logged back into the chat room.
I was there about an hour when I saw Duke45 log on, just seeing his name pop up got me really excited and hard. Two minutes later I get the private chat request, stroking my cock I hit accept.
Duke45: You naked and stroking
Me: Yes
Duke45: Me too, been stroking to your cock pic for days now
Me: Glad to help
Duke45: Got any more
I did not want to send any more so I lied.
Me; Sorry but no
Duke45: Oh man, come on I know you did not take just one. How old are you?
Me: 32, you?
Duke45: 58, what part of town do you live in
I decided to give him a cross street that was a few blocks from where I actually lived.
Duke45: Wow we live close to each other
He gave me his cross street and fuck; he lives about 5 blocks from me
Me: Wow
Duke45: Yeah wow, send me another pic
Fuck why not, I went through the pictures from the other night, found one and sent it to him
Duke45: Nice, I knew you had more than one, have you ever jerked off with another guy?
Me: Once when I was in my teens, we just watched each other, there was no touching
Duke45: Do you fantasize about jacking with others
Me: Yes
Duke45: Feel like doing it with me, we live close and can do it at my house while the wife is at work
Fuck, this conversation was now going from just chatting to meeting, it had me excited, did I really want to do this?
Me: Don’t know, I’d probably chicken out
Duke45: Let’s meet, just for coffee
I was silent, didn’t really know what to say but I had to stop stroking, didn’t want to cum yet
Duke45: You still there, if we don’t like what we see we can just have the coffee and go on our way, no harm in meeting
Me: When we would do this
Duke45: Tomorrow morning, are you free
Me: What time
Duke45: I take my wife to work at 9, could meet you at the coffee house just down the street from us around 9:30
I did not answer him for about 3 or 4 minutes
Duke45: Come on it is just a cup of coffee
Me: Ok, how will I know who you are?
Duke45: I’ll be wearing a SF 49er’s hat
Me: Ok
Duke45: Great see you then
I turned off my computer and got in bed, for some reason I didn’t want to cum tonight, I guess I figured if I had I wouldn’t have showed up for coffee. Had a hard time sleeping that night and was hornier than hell when I got up!
Chapter 2 — First meeting
I got to the coffee house about 15 minutes early and grabbed a table outside, figured I could see who drove up with a 49er’s hat and if I did not feel comfortable, I could get the hell out of there. He showed up right on time at 9:30, Duke45 was an older male in half-decent shape, a good 5 inches taller than me, did not look weird, just the everyday average looking male.
He must have sensed who I was because he came right up to me and said “Hi you here to meet me?”
“Yeah”
He smiled, “Wait here while I get a coffee.” My heart was pounding, breath quickened, and all I could think about was should I just leave.
When he returned after a little awkwardness, we were soon talking about sports, hobbies and other various male-driven interests. My earlier nervousness had completely dissipated as we discovered just how many different interests and passions we shared.
He talked about his sex life, how his wife lets him explore with others up to a point.
As he spoke, I saw him shift his underwear through his shorts. I noticed the outline of his cock, hell it was hard to miss.
“And what about you?” He asked me now.
I blushed a little as he caught me looking down at his shorts.
“What about me?” My heart started beating faster as I repeated his question with a perplexed look. I told him how my ex-wife cuckolded me throughout our marriage and how I did nothing about it.
“Did you do nothing about it because you liked it, did it turn you on knowing another man was fucking your wife, cumming in her, did you ever fuck her when she came home?”
“No, I did not like any of that, I hated it!”
“OK, then what’s your biggest fantasy?” He asked, watching me as he sipped his coffee.
I stared at him, “Ummm…hmmm…” trying to figure out what to say.
He was not going to wait “Do you fantasize about playing with guys?” He looked right at me and I saw his hand come over to the front of his shorts to rub the outline of his cock.
I could not believe he had just asked me that and then grabbed his cock so blatantly. I could not believe that I did not know what to say to him. My heart was thumping like hail on a metal sheet roof.
“I… I’ve never…ummm,” those were the only mangled words I could get out of my mouth. Was he trying something here or was he just making conversation? Suddenly I was stricken dumb with the most exciting fear.
He watched me struggling with my thoughts, “Why don’t we head to my house and have some fun, I live right around the corner.”
I looked around for a second and said “sure.”
“Which vehicle is yours?”
I pointed to my little blue ford ranger truck.
“Great follow me.”
Next thing I knew I was sitting in my truck parked in front of his very nice two-story house. The front yard had desert landscaping and the front door had a big arch. He parked in front of his garage and we entered through his front door.
[zilla_likes]