Confession: I am a sucker for a good couple to ship.
I am such a shipper, it's embarrassing. A lot of my favorite comic books, tv-shows, movies, etc. were more or less based on the fact that I shipped some obscure fictional couple. Let's list them, shall we? In approximate chronological order:
Batman and Catwoman (From the old Adam West series.) It's the earliest memory I have of wishing two characters would get together. I spent a lot of summers at my Grandparents' house watching old reruns of this show, hoping each episode would feature Catwoman (or Batgirl, who was equally awesome and had the sweet motorcycle).
Batman and Catwoman (Batman Returns). I was pretty young, but I still shipped them. No doubt the cartoonishness appealed to me.
Batman and Catwoman (From Batman the Animated Series - sensing a theme!) Ok enough, yes Batman is pretty hot, and when you add him to the equally hot Catwoman, it's pretty fucking awesome.
Gambit and Rogue (X-men) So doomed! So frustrating! Technically, I got into this pairing like most 90's kid did - through the animated series, but I thought this comic book illustration was en pointe. Rogue by herself was awesome (I want her powers), Gambit had an undeniable sex appeal, and then when you threw these two southerners together and added some reluctance on Rogue's part (cause, you know, she might kill him), it was pretty hot.
Conan and Jezmine (Conan the Adventurer) What can I say? Jezmine got to throw ninja stars. Who wouldn't love her? Conan was alright. This was shipping for lack of many other options (there were like, four characters in this show - tops).
Indiana Jones and Marion Ravenwood (Raiders of the Lost Ark!) There was no one more attractive than Harrison Ford in his prime. Plus, Marion was a bad ass, AND she got to wear a pretty white dress too. Talk about my ideal fictional avatar.
If we're going to talk Harrison Ford, then we have to mention Han Solo. I came around to Luke Skywalker later in life, but when I was a kid, Han and Leia were my jam (Star Wars).
Mulder and Scully (The X-Files) I was introduced to this show fairly late by the first movie, which has some pretty heavy shipping themes. Ironically, I think it was actually the X-Files where the term "shipper" comes from. That show had one of the earliest internet fan-bases, and those who hoped for a Mulder/Scully pairing were termed "relationshippers," or just "shippers" for short. The more you know.
Krycek and Marita (The X-Files). Cause I grew up and realized that it was more fun to be a bad guy. There was really not enough information on these characters, but I found that to be part of the appeal. You could make up some pretty epic fanfiction between those two, and set it in Russia!
There may have been others, but these were the couples I shipped the hardest, while other characters may have had fleeting, but unstained appeal. (Robin and Batgirl, for instance. I need more interaction!)
Then it kind of falls off for me. I don't know, maybe I grew up, and it got harder to care about the love lives of fictional characters. Or maybe there haven't been many good new ones in a long time. Most of the TV I see these days is strangely heartless, even cold. Everyone says we're in the "golden age" of television, but it's all so serious. I'm dying for a good romp with a decent couple that just refuses to get together.
Finally, if we're going to discuss shipping, then I feel obligated to mention Harry Potter, but personally, I never understood all the Harry Potter pairings. To me, those characters seem almost asexual, so I have no idea where the appeal of a Harry/Malfoy, Hermione/Snape, or Lupin/Tonks coupling comes from. But then again, I'm sure there are plenty of kids out there who wouldn't understand my love for Batman or Krycek. It's generational, I'm sure.
Who do you ship?