What is the most awesome, horrible, sad, or even a heroic experience when fighting a dragon in a major city, minor city, or a settlement?

When a Legendary Dragon attacked Falkreath, I managed to kill it on my 4th try. The last couple of times, Thadgeir kept on dying, and I didn't want him to die, as he was my favorite NPC. After the battle, I reverse-pickpocketed weapons to the people of Falkreath to help protect themselves. Great decision I made.

When I went to Windhelm, A Legendary Dragon attacked at night. There were only two deaths, just Imperial Soldiers.

On my second character, just doing some mountain exploring (before I realized almost every mountaintop has a dragon on it), and I had just gotten the ethereal shout. So I was bounding around, jumping from all the high places. I got to the top of one ridge and couldn't see what was below it, so I just backed up, ran, and jumped, hitting the shout in middair.

Landed right on a dragon. That was...interesting. Hee!

If you killed the dragon while landing on him, you probably need to lose some weight. Haha