Pairing meme!

[kaitou_pandora]

Comment on this entry with a pairing I ship from one of my fandoms and I will tell you:

1. When 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

So. Pairings that I ship. Not many obvious from what I've posted so far, really. Here's my additions to the meme:

Submit a set of characters, and I'll either give you answers according to the meme, or, if I don't ship it, I'll give you headcanon on how they met and interact with each other in a romantic sense.

Fandoms open to this are listed below.

Transformers (G1), Transformers (both live-action movies), Car Robots/Robots in Disguise, Detective Conan/Case Closed (using the Japanese names), Magic Kaito.

These are the ones I'm comfortable writing for, at least. You can try any fandom from my tags list, but it's not guaranteed to turn out as well.

Edit: Changed date to see if more people will comment here.