This happened to me during the end of the imperial side of the "Reunification of Skyrim" quest-line. I finally defeated Ulfric and Galmor Stone-Fist. I felt completely epic, but the job was not done yet. Stealing both of their clothes, I then placed Ulfirc back on his throne on his throne and put Galmor on top of his lap. Then I took a picture and put it on my phone to show all of my friends (I couldn't let this memory go, it was just too funny).

I recently downloaded a mod (don't remember the name) with more and bigger patrols spawning in Skyrim. It's good for a better gameplay feeling and knowledge for what happening is Skyrim

I was walking around exploring and when the I saw a big fight with paople fighting I didn't see what they were but when I came closer I saw that is was Imperial Soliders and Stormcloak Soliders fighting. They were so many. I got a great feeling of war in Skyrim when I saw them. So cool.

I'm not sure whether this goes under 'awesome' or 'hilarious', but I'll give it a shot here. This was a while ago: I was on my way towards the Alikr hideout in Skyrim with my fellow companion, and on my way I had to battle a few of the men guarding the place. I remember that there was a river flowing through the cave and some sort of wooden bridges around the place. My companion glitched and disappeared somewhere in the water, so I ended up alone against a very strong archer who got me with at most two shots. I remember running around like an idiot trying to recover my health (I don't carry potions and I forgot to use my healing powers), and just when I thought I was safe, the Alikr got me with an arrow, and I fell into the water, sinking towards the bottom of the river ... only to discover that I actually received an arrow to the knee :) 

Once in Skyrim I fell off a cliff in the College of Winterhold on a horse into water, I still survived with a vast amount of health.

Once when used the mod where you can be a dragon, I hacked up Frodnar (because he thought he was tough) looked around in the middle of Riverwood, and it said last witness killed.

It was bustling that day!

It was my first ragequit ever in Skyrim:
When I began to play with my current character, I was only level seven and I had to fight two dragons, some draugs and some wolves with my iron armor and nordic axe, and I was with Lydia. I had to try about ten or twenty times to finally win against all my enemies. Finally, I could get out of there and decided to return to Whiterun, and at a moment, when I was at the edge of a ravine, watching the landscape, Lydia (who wanted to do the same) made me take a swan dive. And I forgot to save after my battle against the dragons, draugs and wolves. Thanks Lydia.