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My Brother Shares My First Orgasm

Posted by: Age: 20 Posted on: 10 comments
24 likes 3529 views Category: Masturbation Male-Male Tags: teens, brothers, education

My brother is emotional when he discovers I have had wet dreams, then I invite him to share my first waking orgasm.


My name is Nathan, and I am a Chinese-Canadian living in Vancouver. My brother Simon, who is three years older, and me have always been involved in a lot of sports together, especially martial arts, swimming, soccer, and distance running. With Vancouver being a very cosmopolitan city, we have always had teammates from a wide variety of backgrounds and, as a kid, I was fascinated by seeing boys of all colours naked in the showers. The contrast among slim redhaired guys with alabaster skin, swarthy First Nations guys, black guys, and south Asian guys was amazing. I can remember lying awake in bed at night with an erection, at least back to age 6, enjoying the feeling of my hard cock while I thought about being naked with my friends. Of course my fantasies were not really sexual so much as sensuous, as I revelled in the joy of naked freedom. I played with my erection during these fantasies, but did not stroke so much as holding it back then letting it slap against my belly. Luckily, having a brother meant that part of the fantasy of being naked with another guy was often fulfilled at home, especially when our parents were travelling. At around 12 I started having wet dreams, and they were a strange experience. I knew from sex ed class what wet dreams were, but I was quite disappointed. I would wake up with a hardening crust in the crotch of my pyjama bottoms and a dull ache in my lower abdomen. I began to wonder what all the fuss about sex was as I rinsed the goop under the bathroom tap. Around my fifth wet dream, our parents were on an extended trip to China, and I got careless about rinsing my pyjamas. One Saturday morning as I was doing some homework Simon came into my bedroom and told me he had been gathering our clothes for the laundry and found my crusty pyjamas. His eyes were a bit watery as he gave me a hug and said “my little brother is now a man”! When he asked how I felt, I told him of my disappointment. He told me that orgasms are both mental and physical, and that I could not really remember having an orgasm while sleeping. Wet dreams, he said, are about ridding the body of massive sperm buildup (MSB). He went to his room and returned shortly with a book he had called “the Male Sexual Machine”, and gave me a quick refresher course on what was happening with my body. As we were planning to go running later that morning, we were both wearing only our nylon shorts and I could see that he was getting aroused. Until that time, I had never actually seen Simon’s cock when hard. He asked me if I had discovered masturbation, and I told him I had not done it, but I knew what it was. Then I asked him if that is a way to have real orgasms. When he said yes, I looked into his eyes and asked him to help me have my first orgasm. He told be it would be an honour. We both quickly took off our shorts to reveal full erections. Simon’s body was beautifully defined, with broad shoulders and a narrow waist. His 7 inch cock stood at a high angle toward his navel, and he had a dense bush at the base. My body was still more boyish at that time, though I had fantastic abs like his. My cock was about 5 inches at the time, with a similar high angle. Neither of us, even as adults, has much body hair, including none at all around our anuses. Simon asked me to lie on my bed and he lay down beside me. We were both so nervous and excited at the same time. He started to stroke his cock and pull on his ball sack, and asked me to do the same. Watching his hips bucking and tummy flexing while his strong arm stroked his rock hard veiny cock was amazing, and I got right into the stroking too. We both started sweating heavily and our skin reddened from our chests through our faces. After only about 2 minutes, I started to feel a sensation I had never known as I neared orgasm. I began moaning loudly, then the Big Moment came. All my muscles tensed, then Simon put his hand under my balls and pressed on the sweet spot at the base of my cock. My first spirt hit the wall above the headboard, then others hit my face and chest. I am sure there were more than 20 wads of hot sperm. Simon then massaged the jizz into my chest and tummy, then resumed his own jerking, using my cum as lube. I rubbed his chest and jerking arm, and squeezed his nipples while he went into a frenzy. He cummed with a very loud “holy ffffffffuuuuuuuuuucccccccccckkkkkkkkk!”, and his wads also hit the wall. We both began to giggle, then he kissed my forehead and pulled me on top of him and we both fell asleep while our sperm mingled in brotherly love. From then on, Simon and I often masturbated together, nearly always first thing in the morning, and after sports practices. We also had group jerking fun with some cousins around our ages, and Simon’s first het sex was a 3way with our cousin and his girlfriend about a year later. As we grew older, we realized that I am about 90% gay and he is about 80% straight, but we decided not to allow ourselves to be restricted by labels. (Simon told me he knew I was gay from a young age, as he had seen me checking out the boys in the showers.) I am now 20 and Simon is 23, with a steady girlfriend, but we still jerk together while he describes his sex with her. With her and other girls, and MMF threeways, he has filmed their encounters without them knowing, and he is always an incredible pistonfucker on video because he knows I will be watching. There have also been times when he live-streamed during sex, such as the time I describe in my first story, “Pizza Party”.

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