My history of shipping.

That term isn't that old as far as my history as a geek goes. It wasn't in common use amongst geeks until around 2001, and the name combos too. What did we do and call it before then, you might ask...
We said we were fans of ___________and_______________ (characters full names, we did sometimes shorten it to ___________x________ or ___________/____________ but no name combos.
(The whole "Team __________" for triangle relationships is even more recent, I don't recall seeing online it prior to the first
Twilight movie. )
Heh, we old school geeks had kind of a sneering reaction to the term shipping and name combos at first, it just sounded too twee to our old geek ears, but you notice we adopted the habits and the term after a while

Honestly, it's less cumbersome that the classic geek way... and narrows the search better when you are looking for fanart, fanfiction, or forums.
Now all that is a prelude to my history of shipping. It's hard to say why I ship, since I've shipped in some form since my earliest memories of geekery.

It maybe originates from being a very young child in the late 1960's- the whole hippie ideal, etc... one of my earliest memories is of seeing the animated Beatles movie "Yellow Submarine" which effectively gave the hippie message in a pure, innocent form that even a very aware two year old (me) could grasp and "love". (Reinforced by yearly replays on TV that I never missed from around 1969- when I was 3, to around 1976, when I was 10) It was my favorite animated movie for years, only Disney's Lady and the Tramp came anywhere near it in my young heart.
Becoming a fan of John and Yoko when I was 12 in late 1978, I'm certain, laid the groundwork for the type fictional couple I prefer to ship. Their relationship had such an incredible impact on how a romantic relationship was lived throughout the industrialized world- including Japan. It was the real world origin of what became the boy woos tsundere girl plotline. Not the old standards Alpha guy "tames the shrew", or wimpy guy is "hen pecked" by his "shrewish" wife, or adoring nonpopular (Shy or ditzy) girl wins the love of the most popular handsome guy, etc... but guy falls hard for strong, independent, smart, humanitarian gal. She rejects him at first- the come ons are too obvious and shade into crude, but she finds herself not being able to get this guy out of her mind and doesn't understand why she is so intensely drawn to him, and feels the most alive she ever has when she's around him. He finally discovers the words that make her say yes to him and a permanent relationship with him. And that, was just the start of the story in the real world version.

They then did what was to revolutionize how romantic relationships between men and women were envisioned. John and Yoko became equal partners in every sense of the word. John made the term "househusband" a normal word, not a term of derision, when he decided to become a full time father to their child, while Yoko took care of managing the business side (and very well I might add). Both stepped away from the music world for Sean's early years. Only when they were preparing for Sean to enter kindergarten did they decided to step back into the music world.
But how John and Yoko fell in love made me especially drawn to stories where the fictional couple's love story is influenced from that real world prototype. You see the earliest hints of this not in western popular fiction, but in Japanese anime and manga in 1972. (Go Nagai's Mazinger Z and Riyoko Ikeda's Rose of Versailles) The first western popular fiction that I can recall evoking this was Star Wars with the development of Han Solo and Princess Leia's romance through that trilogy.)
Dream you dream alone is only a dream, but dream we dream together is reality- Yoko Ono 1971
When you go to war, both sides lose totally- Yoko Ono
Remember, our hearts are one. Even when we are at war with each other, our hearts are always beating in unison- Yoko Ono 2009