When I was at Gemini we once did a midnight departure in Harare that left 3 hours late, fuel stopped in Lagos, offloaded at Amsterdam then flew empty to Brussels.

24 hours in a DC-10 with no augmentation, STARTING at midnight. (It was "optimistically" scheduled for 16 hours duty).

In the MD11 we used to do Miami - Manaus - Varicopas - Bogota - Miami with a double crew. You only worked two legs, but the rest legs were really too short to get more than a nap. Saw that one go to 30 hours of duty once. Again, starting about midnight.