Humor Sex Story: Emily arrived home from school and found her brother Jordy wanking, more specifically he was wanking over pictures of her boyfriend Tyler. So there was only one thing to do, a double date, Emily & Tyler, Jordy & Tyler's sister Jess. Let's see what comes out the other side... (note there's an m/m tag, but it's only in the background, I've included it for people who are offended by gay sex)
I Caught My Brother Having Gay Sex
When I was very young my brother played with my cock whilst I led on my bed. He started to suck it and of course it felt really good. This ended with me having my first ever orgasam in my brothers mouth. I loved it. This was a real sexual awakening for me. From this moment I would mastebate when ever I could. The sex with my brother continued....... My Dad would leave the house at about 9pm to collect my mother from work on a couple of evenings every week and he would leave me and my brother alone in the house (he was gone for about an hour). As soon as he was out the house, both me & my brother would jump out of our beds and strip naked. We would kiss & have oral sex, which was fantastic. We tried anal sex but I was only young and found it difficult to take him inside me but I always tried as I really wanted him to cum inside me. This carried on for several years. When I was 16 I went on holiday with him to Portugal (our first holiday without Mum & Dad). Of course whilst we were away we enjoyed having sex on a daily basis. We would start by sucking each other and probing our tounges into each others anus. I could take his full length and still remember him 'twitching' inside me as he sprayed his load. After this holiday we did not engage in sex again. For the life of me I can't remember why we stopped. I'm now 43 years old and he is 46. I still see him regularly. We are both married now, although I have had quite a few gay sex excounters behind my wifes back. I know my brother looks at gay porn on the web (I have seen evidence on his PC's history) but I am not sure if he still gets involved. I have never spoken to him since the Portugal trip about our sexual past. It's a shame that it fizzled out as sex with my brother was without dought the best sex I have ever had. It did feel wrong at the time but I think that was what made it that bit more exciting. If he ever offers to have sex with me again, I would jump at the chance. Sometimes I think I should mention it to him, but I am afraid of rejection as he may want to keep our sexual relationship 'historic'.
This happened during the summer when I was a teenager. It was the first summer I was jerking off as often as I could - I was always looking for an opportunity! I was too shy to hint at my obsession to friends so I really did not know if other guys were doing it as much as I was. I did not have a summer job so I had LOTS of free time and guess what, my first choice was to find an excuse to jerk off. Now this may sound like it would be easy but I had my parents, three brothers and a sister and finding the time to do it in private was never easy - but I got real creative and always managed to find some way to do it at least once a day and sometimes a few times in the same day!
OK, during the summer I shared a room with my youngest brother and to get to the door to our room required going through my older brother's room (the layout of the rooms is weird). That summer we were in a rented summer house (more like a bungalow) that was not insulated. The walls were just a piece of wood thick and any sound in one room could be easily heard in adjacent rooms (my parents were a thin floor above me (I could see light between the floor boards at night). I could hear my older brother snore in the room next to me so I am sure he could have heard me breathing heavily at night. Needless to say, the house was almost always busy and it was not easy to find time to jerk off in privacy - but I always managed to find plenty of opportunities since my dick always seems to be hard and I was real clever in doing it without anyone knowing. Sometimes I took some risks but I was too horny to not jerk off... I always managed to do it without being caught and after a while I was pretty confident I was able to do it safely without ever being caught... I was still real careful and always had a plan to cover up in a hurry if I heard anyone approaching (or so I thought...).
I usually did it at night when my roommate brother was asleep. We had a window fan in our room and if the fan was on it's fastest setting it made enough noise to mask the bed squeaks, my rapid breathing and eventual groans. Afternoons were sometime good opportunities to have jerking off marathons if the house was empty (plus it was better than doing it than in the dark at night because during the day I could see my dick as I jerked off - it added to the excitement!). One REALLY hot summer afternoon a great opportunity presented it self and my dick was as hard as a rock with anticipation. My parents were not expected back before dinner time. My sister was at a friend's house for the day and my younger brothers were at day camp. My older brother had a summer job and did not get back until dinner time so I had the house to my self. (little did I know that he had taken the day off... well, you'll see what happened, read on...)
I checked all the rooms in the house (hey, I was being careful!), I closed every door in the house figuring I would hear anyone if they came into the house. I closed the room to my brother's room and continued on to my room and closed that door too. It was incredibly hot so I cranked the fan up to high - I had long since taken my T shirt off and all I was just wearing was some cut offs and my underwear. I unbuttoned my shorts and they dropped to the floor. I was sweaty from the heat so I wiped myself off with a towel and stood in front of the fan so the air would dry me off. I put my hand on my underwear as I stood there and could feel my disk which felt like it was hard as steel - it was so hard it had popped out of the top of my jockey shorts. I was horny as shit by now I was teasing myself knowing that I would be stroking my dick soon but had lots of time to play and get as aroused as possible.
Just as I was pounding furiously, arching my back and could feel the early signs of the much anticipated spasms, I heard a sound behind me (the fan must have masked the other sounds)! OH shit!!! My heart stopped and I froze in mid stroke! I looked over my shoulder and saw to my HORROR that my 17 year old brother was standing with the door wide open and watching me. I thought I was going to fucking die!!! Here I was with my almost 6" throbbing dick in my hands and just seconds from having the most intense orgasm of my life. I was stark naked, legs spread apart and my butt off the bed just seconds from shooting a major load.
I remember trying to think of what to do - I was so close to an intense orgasm (which is what my dick voted for) but I was WAY too embarrassed to keep going with my older brother watching! My brother had never seen my dick hard since I had reached puberty and I had never let on to him that I was so into jerking off (or basically always horny). Since I had started puberty I had never discussed sex and certainly not jerking off with my older brother - though I was sure he jerked off and assumed he was always anxious to know if I did too. But, this was NOT the time to discuss masturbation - I was in a some what "awkward" position - (naked, breathing heavily and holding an aching hardon) while my brother stood there silently smiling... I could not cover my self up (what was the point - I could not have been any more exposed!) so I just laid there. I did not know how long he had been watching but it was obvious that he had seen enough to know what I was doing and he probably knew I was close to shooting my load... After what seemed like an eternity, without saying a word my brother (finally) turned and closed the door (I think he finally realized I was not going to keep going while he was standing there).
I stayed motionless on my bed holding my still hard dick in my hand. The walls were so thin I could hear that he was still in his adjacent room and must have been stalling to do something so he could listen to see if I was going to continue. I waited hoping he would leave (I still had a major hardon and had decided there was no use wasting a good orgasm!). After a while I decided I would just do it quietly (I had practiced jerking off quietly to avoid being heard by my younger brother as a roommate many times). After waiting what seemed like enough time I started slowly stroking my dick again and though it took a while to get to the same point I was before being caught, it was not too long before I was ready to shoot. I do not know if it was because of the intensity of the first build up, the surprise of getting caught or having delayed it for such a long time, but I was so tense that even though I was trying to do it SILENTLY, the more I tried to stifle my movements and breathing, the more intense the spasms got. My head felt light as I held my breath and I felt the spasms uncontrollably pulse hot cum out of my now aching dick. The first shot spurt out and hit me in the chin with such force it scared me! I quickly forgot it as the spasms continued and I shot the most number of spurts I had ever experienced. I could feel each hot spurt as it left my groin and traveled the length of my pulsing dick. Each spurt landed on my chest and stomach and I realized I had a huge mess - more cum than I had ever shot at one time! I fought to avoid gasping as I needed to catch my breath after holding it for so long. I was totally worn out from all of the tension and suspense and fell back on the bed in total exhaustion. I laid there to catch my breath and wanted to be sure not to doze off least I be discovered naked again! I eventually wiped up the mess and put my shorts back on. But how was I going to get out of my room? 2ff7e9595c
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