James Teaches Me Gay Sex Fun

By Terry Green

Published on Feb 11, 2022

Gay

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That was intense as James and I sat there on the family room couch. While I wish my family was around more as that name implies, I was glad to have enjoyed another pipe cleaning romp with my new best friend. James and I had gotten close, since he transferred to our high school, and was also on the cross country team. Our 11th and 10th grade difference meant nothing. As we drank some more, and looking him in his green eyes, I realized he was the first human being I had been touched by sexually. Sure the couple of middle school girls and I felt each other up a little, but he was the first to stroke my penis besides myself. Also the fact that we had just kissed was exciting, as was the discovery of him liking his rear end in my hands. It was all new and eye opening. Deep down I knew I was gay jerking off to naked guys in magazines, and on VHS tapes. Instead of seeing a penis I was stroking one off now. It was a absolute rush. Smiling and couldn't help it.

The grass and booze was fun, and I was captivated to listen to James. His first lover was an older scout named George, whom had taken his virginity. They had known each other for years, and although there was a falling out, my factory was at work again, listening to his play by play descriptions of gay sexual life. While he had exchanged blowjobs with a Austrian exchange student, George was the one who got to pop his cherry. It had started off like we were, as a casual get together of regular mutual masturbation. Yet apparently George got pretty keyed up, bent James over, and had his way with him. He said the first couple times were very painful, but with spit and lube he liked getting rammed by his former lover. I had to smile when he said, "if you ever want to do me, I'm afraid of your huge cock. No one has a bigger one." At eight inches I wasn't sure, but could tell he was telling the truth on what he had seen in person.

"What did being fucked feel like?" James was so open, and we drank a little more. "Painful at first. I was humiliated. Then I finally just wanted him to love me that I let him. And I liked it. He could make me orgasm hands free, and I regularly dildo myself at home. Or I use my fingers." This was thrilling, and I also inquired on oral sex. Apparently he loved giving it more than receiving. He explained that it makes your penis feel both warm and wet. I was getting turned on, but knew I wasn't nearly ready for oral or anal sex. Yet the look on his face was cherubic, as he detailed the musky salty and sweet taste. So he had swallowed. Watching videos I hoped to get a blowjob, but still was hesitant even knowing James enjoyed giving head. A lot to process for sure, and we talked about positions, along with what it was like when George came inside of him. That smooth ass of James was feminine, as there was no hair that appeared on his cheeks. I was starting to get hard again, and James did see the bulge in my shorts. He smiled as we continued to discuss what his life story and gay experiences were like.

Still to this day, he is one of the most brilliant conversationalists I've ever met. As you can surmise we are no longer together. I'm currently single, but he married a pilot and they live in Alabama. We still are together as Facebook friends, and he has aged very well. He looks a lot like I remember him. He inquired about my feelings deep down, and analyzed why I was so much about "hiding my identity." His Rubik's cube comparison was beyond cerebral, and he also wasn't afraid to make me uncomfortable. Actually this made me think more, little by little as the cliche goes. "If it feels good why not?" "If you don't like it, or want to try something, you have to speak up." He should have been a psychologist, but is strangely enough a data cruncher for some think tank Foundation on the east coast. The lives that we carry with us, can lead to directions unexpectedly. Here in high school we were on a couch, openly discussing things, and he was right about my parents. They were good people, but due to their secretive work, they were compartmentalized. This caused me stress, and not knowing their full picture, left me confused and searching that was clearly in reach. Love, passion, and just being who I chose to be, whether it was liked or not.

Both of us were only children, although his parents were more outgoing. True my extended family in Arizona and elsewhere were mostly cool, I had a sense of not belonging. James was right, Mr Thomason was a father figure, and the cross country team was my family. Yes I had tremendous athletic gifts, but I lacked a lot of social skills. I also didn't believe in myself. This was a lot to take in at one time, and in the coming days, it led to anger, confusion, and questioning everything as if never before. He was correct I was a young man, and despite athletic and academic achievements, I was far more than that. This caused consternation and happiness at the same time. He believed in me, despite all of this thought provoking material. I gave him a high five, and thanked him for his insights. "No thanks needed. That's what friends are for." It felt good to have this type of support, and James thanked me for my help with cross country requirements, along with understanding his new school. My answer sounded the same. "We are friends, of course." Smiling James asked me if I wanted to share another joint. I laughed and said now that our lips had touched "we definitely should." Lots of giggles and smiles, as he rolled one up, and went out the back door.

The middle of the night was normally eerie, but with my friend it was welcoming. As we lit more of the dope up, and shared the joint, I felt my inhibitions dropping. Without warning I put my hands up his shirt, and started to touch his nipples. He was liking it, and I have to admit it turned me on. Before I knew it he took his shirt off. In the dim light I massaged his chest and liked his body heat. He was moaning and seemingly turned on, and from my own groin, the signals were sent and I was as well. A hot early morning weather wise, and since no one was around, I took his shorts off. He was fully naked. This made me go crazy, and I told him to bend over. James complied instantly.

There were his cheeks and hole. I wasn't ready at that level, but I grabbed his buttocks like earlier. Touching his scrotum from behind he was into it as was I. These new experiences were so fun, and I loved how his balls felt in my hands. They were so enjoyed rolling around in my palms, and grabbing his ass cheeks made him shake visibly. He whispered "fuck me", but did so because he knew I wasn't ready. Yet I touched his soft and squeezable cheeks, and finally got behind him to stroke his hard six inches of fun. Wow did I like how his genitals felt, and his breathing changed, and he stood still other than gyrating here and there. It was obvious he loved his testicles felt from behind, and now with my hands exploring his penis and pubes, he instinctively brought me back inside. His clothes were where left outside. I stripped and now both of us were back on the couch. We touched each other, and the music of life became far more amazing. The smell of sexual release, and the sounds of our labored breathing. My heart felt like it was going a million miles an hour. Then James as oh yes, he gently primed my balls with his index finger kissed me. Just pecks again, but this was through the roof. He wanted to shower with me. "Of course!"

With the hot water on, we continued exploring. Then once in, James used the bar of soap and his hands all over me. Pecking kisses and he touched my chest now. His hands on my nipples I was enthralled by this experience. The sensations are hard to put into words but I was more at ease, as he put the soap on my rear end all the way up to my neck. His reassuring touch, made me desire him, and I pushed my cock into his. With the hot water and our activities fogging everything up, I continued sword fighting with his penis, and jammed my eight inch thick branch into his balls. He was smiling and moaning. As we soaped each other up, we were able to reach around well, and get each other off to another earth shattering orgasm. It was so good as our cum mixed together, and after we watched our collective man juice go down the drain we kissed. Also we embraced, and I decided to let him sleep with me in bed. It was also a first, as our nude bodies were together. He was correct that I was "feeling more comfortable, which was a positive development." I didn't have to worry about anything, other than the pace that I desired. This was really something special we had, and as we fell asleep, I knew we were going to go much further. The smell of our maleness and nudity, were in my dreams.

Next: Chapter 4


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