This is a true writing about a sexual encounter I had with a young man who had just graduated form High School. I believe it was his first gay experience and only my sixth. Of all my sexual encounters, this has had have a great effect on my life. This kid (and I call him a kid even though he says he's 18) was most outstanding in terms of looks, attitude and curiosities. I have to admit I'm very infatuated with him and I would love to continue our all too short relationship. I will call him Paul.
Paul's Curiosity
Paul ran for his high school track and cross-country teams and is very intelligent, graduating in the top 10% of his class. He is career minded and is now in college on a ROTC scholarship. He is 5'11; sandy blond hair cut military style, very fit with not an ounce of fat on him. He has a trim, hairless body that makes him look younger than 18. Before we met, I was expecting kind of a nerdy type kid; he is anything but that.
In May of 1999, I posted an ad on a web site devoted mainly to masturbation and those who enjoy doing this with others. My first response was an average encounter. Paul's was the second. It arrived by E-mail in late June.
"Hey, I was reading your request ad on the Masturbation page. I'm not the married man you're looking for, rather an 18 year old guy that is also looking for a guy to masturbate with, because the look of the penis and parts are a major turn on to me."
Wow! Just like that. I would have never imagined a kid like this would really want to do this with a 40-year-old married guy like me. I'm by no means out of shape, I play adult sports, and others think I look 30 something. I E-mailed him back and asked him if he was really serious.
"Yes, I would really like to see the masturbation technique of a 40-year-old guy. I've never done this before with my friends and none have really shown any desire so I haven't been persistent about asking them. I think a mutual show-off would be a major learning experience and something worth doing.
"My desires," he continued, "well, I'm definitely straight, I like girls too much to be gay. I'm certainly bi-curious. I like to jack off to gay porn I see on the Internet and have always wanted to jack off with another guy. I guess what I'm expecting out of this meeting is to see how it is, how other people perform this type of sexual expression. I would love to watch you then show off myself. I want to see what men are like, I mean really up close, not just in the YMCA shower or whatever. I want to see another erection and techniques. Sounds like you have similar desires."
I certainly do, Paul. As a young boy, I always liked to see myself in the mirror nude. Watching my penis grow to a full erection and then playing with it was a lot of fun before taking a shower. I also had a good friend who liked to drop his pants with me in the woods and we would play for hours with our hard, pencil like little boy penises.
I took a short vacation over the July 4th holiday. When I got back, I E-mailed him and asked him if he was still interested. He put urgency in his reply. He was preparing to go away to college in August and in the next few weeks, he would become increasingly busy. We set a date, July 13th, a Tuesday I believe. I had wanted to do it Friday, but he said he had been saving himself up for our meeting and really wanted to jack off soon. I know what it's like not having sex for a few days so I set up our rendezvous.
He also had changed what he was after. I had only promised him a good show and wanted him to do the same.
"Is that all that you want to do?" he asked.
Turns out he now wanted to try some mutual masturbation AND he was now very curious about trying some oral sex! I agreed that everything was on the table as long as it was safe and pain free. After setting it up, I E-mailed him instructions as to the place and time and nervously waited for his response by leaving him my pager number. I knew he would show when my pager went off and the message was "696969!"
I waited for him at a local Motel 6, near the pool. He had told me what he was going to wear. Nervously, the appointed hour came. He was about five minutes late. Then, here was this young man, no, kid walking towards me. He was tall, lanky and very attractive. We nervously walked to the room. He appeared to be very eager to do this and I felt comfortable with him almost immediately. We shut the door to the room and it was Paul and I, alone.
After some small talk, we disrobed down to our briefs. We were both hard. I must say, Paul has guts. He invited me right over and told me to start feeling my way around. I slipped my fingers through his waistband then around the openings in his crotch. His nuts were tight to the base of a very erect manhood. He was also feeling me up the same way.
"Let's see what you've got," I said.
With this, I pulled down his briefs and found a little surprise. Paul was wearing a bright red thong that was barely able to contain what was still hidden from view. I pulled this down revealing a nice thick man size cock about 6.5" long. He had a nice, but trim pubic brush that was darker than the hair on his head. Other than that, no hair was on his chest or stomach. He pulled my briefs down and out sprang my love rod. My penis is thinner than Paul's is, a little shorter, also. I do have a much more pronounced "mushroom" tip. In its excited state, Paul's slit looked as if it was pulled open. Both of our cocks were drooling with precum.
"I really want to look at your penis up close," he said.
I agreed, so we laid on the bed and started to go to work on touching, stroking, working our nuts over and placing fingers on those sensitive erogenous areas between our nut sacks and assholes. Next thing I knew, Paul, was gently licking the precum off my cockhead. He took it into his mouth and this brave kid was giving his first blow job ever! I was in heaven. One good turn deserves another, so I took my tongue to his gaping slit and tasted his precum. It was salty like all precum. It was the taste of sex, though, and it had a pleasant sweetness to it.
"Please play with my balls," he whispered.
Paul was really enjoying having his 18 year old penis and nuts worked over by someone over twice his age. After awhile, I thought I would show him something that I like to do to myself. It's extremely stimulating but isn't enough to bring me to orgasm. Besides, Paul said he wanted to have a "major learning experience."
I put some lube the palm of my hand and started to gently massage his cockhead. First the slit, mixing the lube with his copious precum. Making small circular motions with my palm, I started to work his cockhead over. I varied the speed and direction. Soon he was squirming and I could tell how delightful he thought this was.
"Oh yes, that's really good!" He said under his breath.
I then let him work me over; I wanted to experience an orgasm at the hands of an 18-year-old, something I hadn't done since I was 18. He stroked me as if he'd been doing this forever. I felt him paying attention to my nuts as he stroked away. I closed my eyes and enjoyed the ride he was giving me. My nuts started to elevate and then came that first delightful contraction. He stopped stroking and just held my penis, which kept me hanging for a few short seconds. The next contraction came, then a third. I was spewing my load right in front of his face. I'm not sure, but I think some of it hit him in the face, he seemed to flinch backward as I shot my first bullet of pearl jam.
Now it was Paul's turn. I stroked his cock the way I like it, slow and torturous. He pleaded with me to speed up. I did, but I didn't want him to come just yet. I was having a great deal of fun seeing how this young man was responding to the techniques I had developed over my 30 years of masturbation experiences.
"Hold my balls," he said.
I could feel them tightening to the base of his slicked up penis. I decided to let him shoot his saved up load. It's interesting what a guy misses when he does himself. I could actually feel his cum being pumped into the his cock as it stiffened for its finally deserved reward. His first shot flew over hi shoulder and landed on the bed. It was quickly followed by several more that shot out of that beautiful slit of his like water bubbling out of a drinking fountain. It was a creamy white and had a very distinctive odor, almost like that of bleach cleanser. I wish I had thought to clean his stomach and pubic area with my tongue, its taste would have been powerful, I'm sure.
I have not seen Paul since, but I really would like to. I think about him as not just another guy I did it with, but as a big brother or even a mentor. I don't want to change his orientation whatever that may turn out to be. I do think he is still trying to figure that out and I would love to talk this over with him. My own background is one of heterosexuality but with an awful lot of gay fantasies. I like seeing myself and others nude. Always have and always will. Show me an erection and I'll be hard.
As for you, Paul, you know who you are. The door is always open. Take care.
I would love to correspond with anybody who has been through this type of experience, whether you were the younger or older of the two. Contact me at Jrm3x23@aol.com.