How about this one...
One of my kids was playing in the head and pumped out the 25 gallons of sewage into the water while we were puttering along... Here comes a powerboat with a blaring soundsystem and a bunch of hooting kids, and they lost the skier right where my kid pumped out the head.
Ok to add some more GROSS to the story, they actually decided to change skiers there, so picked up the one that fell, and dropped another into the water... HAHAHAHA
Similar stupidity on my part. Bought the boat, took some friends for the delivery, and did the sea-trial with only the broker, not the previous owner. The broker did not know anything about the boat... or said he didn't because he didn't want to answer my questions.
We moved the boat 250 miles, from NJ to VA... with the head pumping directly overboard! I checked the valves and assumed that all valves worked the same. Turns out one valve had a little arrow drawn on it showing that the direction of flow was non-standard (or atleast not the same as all the other valves on the boat). So, we pumped everything overboard the whole trip... I still feel bad about that.
But wait... it gets funnier. I checked the holding tank several times... but looking at it, as there is no gauge. I figured it was the same material as my water tank, which let me see how full it was. But after a few days use by 4 people, I couldn't see any change, so figured I was wrong in my assumption I could see the level without opening it. I figured the head would get really hard to pump when the tank was full. Last leg of our 5 day trip, the head got hard to pump... so tank must be full. We didn't have a chance to pull into a port in order to pump it out... didn't want to try to get to the marina in the dark... so made the call that if you gotta go, go over the back... and hope nobody needs number 2. Few hours later... one of the crew needed to "drop the kids off at the pool", so we did the only thing we could thing was reasonable, we dropped the ladder off the back, which he stood on, and did his deed. Turns out, there's a pretty nice bidet flow from under the boat. The whole thing was comical, and there are photos if anyone is really interested. Hour or two later... the urge hit another crew member. Similar plan... hang off the stern ladder and drop the kids off. Worked like a charm.
Well, as it turns out... if you don't have that little lever pushed all the way down, the head gets difficult to pump... and feels like the holding tank is full!
I only discovered the holding tank valve thing was an issue when I went to pump the head out... and it wasn't pumping... spent some time looking at everything to discover that little arrow on the valve.