This happened during the summer I was 14. It was the first summer I lots of free time and was jerking off as often as I could.
I did not have a summer job so I had LOTS of free time and guess what my first choice was to find any 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 seemed to be hard and I was real clever in doing it without anyone knowing.
Sometimes I took some risks but I was always 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 (he was about 10 and did not have a clue what masturbation was about.
We had a window fan in our room and if the fan was on its 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 dick 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. It always feels best when I am really excited before I started. I finally could not resist the urge so I pulled down my underwear and stood in front of the window fan and enjoyed the hot air blowing on my now naked body.
I could feel my heart rate was getting faster as I stood there still not touching my throbbing dick. I was almost trembling from the excitement and finally could not wait any longer so I walked over to my bed and laid down on the bottom sheet (it was so hot the covers had been pushed to the bottom of the bed). I laid out on the bed and spread my legs and looked down at my dick. I was horizontal now but my dick was bouncing up and down on my stomach to my rapid heart beat. I finally grabbed it and it felt SO cool to wrap my hand around my aching dick! I had thought I would stroke it really slow for a while but I had resisted touching it for so long that my heart was pounding and the hormones were making my head spin so I immediately gripped my dick with just enough pressure and started jerking off like there was no time to spare! My body got tense real fast and I could feel the excitement build as I my hand rapidly slide up and down the full length of my throbbing dick.
I reached down with my free hand and touched my balls - they were as loose as they had ever been from the heat but were slowly tightening up as my excitement increased. I played with my balls with one hand as I continued to stroke my dick as fast as I could. I was so horny I just wanted to go for broke and would probably end up shooting my load a few times before I was finished! Just before I got to the point of no return I stopped (and it was not easy either!!!) so I could extend the excitement of my session as long as possible. I was trembling with excitement but with much restraint I waited a bit knowing that I had plenty of time and when I finally shot my load it would be a major event!
After waiting what seemed like an eternity I started up again. Even though I wanted to pace myself, it did not take long before I was pounding the shit out of my aching dick and starting to arch my back preparing for the much anticipated orgasm. I closed my eyes tightly and I was going ballistic as knew I was about to have an awesome orgasm... I must have really been focused because I did not hear the sound of the door opening behind me. I was pounding the living shit out of my throbbing dick and I was at the point where I was doing everything I could to get to that intense moment of the orgasm.
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? The only way out of my room was to go through my brothers room. I sat there and listened for the longest time and did not hear a sound. I knew he was in his room and was waiting but I could not stay in my room for ever.
After what seemed like forever I finally decided to make a break for it and see if I could just race through his room and avoid the much dreaded eye contact (there was NO WAY I was going to TALK about it!). I opened the door of my room and sure enough, he was still there reading a magazine with just a trace of a smile on his face. I walked what seemed like a mile to get out of his room and though I dreaded it, I could not avoid eye contact .
Though no words were exchanged I think my brother was glad to know for sure that I jerked off and he had seen me jerking off wildly and only missed the last moment (fortunately since I would have been embarrassed to have him see me shooting my load uncontrollably). Though we never really discussed it, I was EXTRA careful from then on and I'm sure he still did it too but concealed it well... From that point on I knew he knew I did it and I'd bet anything that he thought about me doing it when he jerk off...
I now think that there is an added excitement of jerking off with the risk of getting caught (but I learned my lesson so I'm not like trying to get caught since the implications are definitely very unattractive!).
So far that was the only time I know of that I was caught. I learned my lesson and now I am quite expert at stealth jerking off and have even upped the excitement level by purposely increasing the risk of discovery to see how far I can go without being discovered. So far I have only had this one mishap.