Had a fam of 5 boys. Lots of trying to get one off when people were asleep or no one was looking. Lots of locked doors that aren't normally locked and boys covering up rock hard bulges after getting surprised or cumming. Looking at porn was tough when you had one family computer. The office was near the front door of the house. When I was in high school I was learning that I am a shooter when I cum. A horny kid learns fast that if he wants to sneak a nut, he can't just shoot back on himself if he is going to hit his chest or face every time. One time, before I started shooting into a shirt or a towel, someone came home right as I was about to nut and the shock caused me to launch a few huge shots right up onto the keyboard of the computer. I only had time to put my dick away and just barely wipe the most obvious globs of cum off the desk. Eventually, the family computer was a laptop. I was "almost" caught a hundred times with my cock out through the leg of my basketball shorts in the living room trying to get one off after people were asleep. It was never a mystery what I was doing.
Got caught by my roommates a million times in college. Caught them a ton too. We all know people zipping up quick or sliding their shorts just back up when you walk in. Lots of quick peeks of my friends' hard cocks as they tried to pretend they weren't just going to town on their meat.
The craziest time was my junior year. I had a desk just right inside the door of my dorm. I thought my roommate was going to be in class for a while, so I was watching porn at my desk and having a really hot stroke session. I had a pair of really loose running shorts with legs wide enough to pull my cock and balls out of, but I could easily put it away if someone ever came in. Well, I had been edging for like an hour and right as I was hitting the point of no return, my roommate walks in the room. I quickly let go of my cock and quit my internet browser- but It was too late. I was exchanging "hellos" and small talk as I am having a crazy intense orgasm and literally coating my feet and the underside of my desk with ropes of cum.
I told him that story later in life and we still laugh about it to this day.
