This night is one I remember vividly. I had been taking more than one load in one night but it was always with single guys when I was cruising the park at night since I was 17. My very first time with multiple guys in one session if I remember correctly was the first time I went on vacation to a gay clothing optional resort in Gran Canaria. I was in my 20s then and was actually scared as hell not knowing what to expect from a resort like that. This is pre-internet, something you can hardly imagine now, the only thing I knew about it was what I had read in the Gay Times, a UK magazine, and those reviews were not very explicit. But it was exciting being nude around other guys and getting an all-over suntan. And after a few days you get to know the other guests around the pool and when you met them in the evening bumping into each other at bars and clubs. I hit it off with with 4 guys from the UK. They were a bunch of very outgoing best mates (not two couples) and we went out together at night.
After a drunken night at the bars I ended up in one of their bungalows for a "night cap". Must have been around 4 or 5am. I had been slutting in dark rooms that night and already had a few loads in me. Can't really remember how it started but at one point I was sucking one the guys. One thing led to another and I got banged by all four guys. They were probably vers but I was the "cute Dutch guy with the hot arse". Can't remember how many loads I got, likely just four, all being intoxicated, but I remember waking up in my own bed in the morning and feeling ashamed. Couldn't really believe what I had done and felt like a real slut (not that I wasn't one in the park...). It was more about facing them that day. What would they think? Well, they thought they had had a good time. When I got to the pool one of them yelled "hey, there's the little cum slut!" All eyes around the pool were on me and I thought I'd die. But they all laughed it away and things were like normal although I could see other guests looking (leering?) at me.
We had a repeat session before they had to leave two days later. Not so drunk this time and longer. My nickname at the resort was "Dutch cum slut" by then (they obviously had blabbed to the other guests) and I had no problem getting laid in the following week 😉 Mostly singles or couples though. I went back the next year LOL.