More shipping meme

I think it's time for another meme, because I do that.

Give me a pairing (I don't have to ship it as long as I know about it) and I'll tell you:
1. When or if I started shipping them:
2. What I think their challenge is:
3. What makes me happy about them:
4. What makes me sad about them:
5. What moment I wish had never happened:
6. Who I'd be comfortable them ending up with, if not each other:
7. My happily ever after for them:

Two posts in a day? That's not like me

Okay, so I finally finished the first Vampire Diaries book (of maybe the first half of the first one, I checked The Awakening and The Struggle out separately but I don’t know if they were published together. It’s an easy read, but it takes a while when you have to stop and laugh hysterically at every other thing that happens.

( 'Spoilers' for The Awakening, minor spoilers for all of TVD the show )