This question popped into my head reading about the track scoops they used to refill tenders so as to not have to stop. It got me thinking, were there ever times where a train would pull a second tender (I was thinking primarily for water, though it could hold fuel, too)? My thought would be if they ever did this, it would be for an extraordinary event, not common practice (for ordinary use the tender would be sized to hold enough water/fuel for the normal runs would be my assumption). Again this was just a thought that popped into my head. I suspect if they did it was rare, because using a second tender raises questions about how it could be pulled (since tenders only have a coupler on one side, the drawbar connection is on the other), how to get water from the 2nd tender to the first (you could say couple the 2nd tender to the engine and put the first one behind it, but again how?). If the second tender had two couplers, it could be behind the first one, but then you would need a way to connect the 2nd tender to the engine or have a way to pump water from tender 2 to the first one...
Again guys this is just a question that popped into my head, my guess is likely no one ever did this.