Worst moments for dragons to appear...

[Wildroses]

Every single time you and your follower are so loaded with loot from a dungeon crawl you can't even afford to pick up some butterfly wings and are in the middle of nowhere en route to the nearest town so you can sell all your expensive heavy items. No dragon, don't attack me now! I'll either have to leave your scales and bones behind, or dump some of my enchanted loot! Why can't we all just get along long enough for me to find a merchant?

 

[imaginepageant]

I stepped out of the inn in Ivarstead, wearing nothing but some ragged black mage robes, and was met by a courier... and a dragon.

Courier: I've been looking for you! I've got a letter, hang on, let me dig around in my invisible bag to find it...
Dragon: RAAAWWWWWRRRRRR!
Me: pl*ps DUDE A DRAGON LET ME GO I NEED TO KILL IT!
Courier: It's here somewhere... just under this spatula, I think...
Dragon YOL TOOR SHUL!
Me: DUDE LET ME GO I NEED TO CAST STONEFLEAAAAAAAAAH IT BURNS IT BURNS!
Courier: Ah, a letter from the Jarl! You're really moving up in the world! Hey, where's all that fire coming from? Hey, man, are you okay? You look kind of crispy... oh, wait, you're dead. Wow. This is awkward.

 

[MrDSL]

Every single time you and your follower are so loaded with loot from a dungeon crawl you can't even afford to pick up some butterfly wings and are in the middle of nowhere en route to the nearest town so you can sell all your expensive heavy items. No dragon, don't attack me now! I'll either have to leave your scales and bones behind, or dump some of my enchanted loot! Why can't we all just get along long enough for me to find a merchant?

Summon Arvak is my savior in this situation.

 

[Nocte Aeterna]

When you're on the brink of death and are lacking both Magicka and healing potions. <<<

 

[DarthSpecturm]

I want to see some of the funniest and worst times for a dragon to attack.

My funniest times for a dragon to attack:

Once when i was playing through the dark brotherhood questline, i was about to assassinate Betild. I was sneaking up behind her in the dead of night, no guards or anyone. As i near her, undetected, A dragon flies over the hill and makes her turn around as i stab her, which angered the guards and gave me bounty.

I was out and adventuring to sky haven temple during the Dragon questline. Suddenly as i reach Karthspire. I see a dragon. I knew that he was meant to be there cuz he's been there both times i've done the quest. However, another dragon, along with the one already there, came to me.

These too events happened to me too. (Except the dragon killed Betild for me, and I had to fight 3 dragons instead of two, the other may have spawned due to glitch.)

My worst time for a Dragon attack was when I was being chased by the Dawnguard, into the word wall with the throw voice shout, angering the priest and frost dragon, while a legendary dragon spawned. In day light.

Long Story short, I used the invisibility spell, transformed into Vamp lord, summoned 2 gagolyes, and was able to walk away alive (By tossing people off cliffs and corps cursing.), though I regret investing so much in magicka than health, health would have been a lot more useful.