I'm being really lazy on these because my examples only just barely fit - neither of these is something I do very much of. Not even bothering with cut-text, that's how lazy I'm being.
Day 26 - A pairing that you hated and ended up loving?
Believe it or not, I actually really didn't like Squall/Rinoa the first time I played Final Fantasy VIII. This is partly because it's not the best-developed pairing out there, partly because some of the most brilliant bits of characterization are buried in subtext and take some reading between the lines, and partly because I was like eighteen and pretty dumb. What can I say. On replay, though, as I actually started reading into the text a bit more, I warmed up to the characters and the pairing quite a bit.
There's also Aya and Asami-sensei in Weiss Kreuz Gluhen; on first watching I was worried they were going to send Aya spiraling wildly out of character, but they didn't, and on repeat viewing I think the characters are really cute together. But I don't actively ship them because shipping in Weiss Kreuz is a lost cause.
Day 27 - A pairing that you loved and ended up hating?
This is the closest I can get to an example for this one: for about half a minute when I saw the first season finale of Avatar, I kind of thought Zuko and Katara could be an interesting pairing (although Aang/Katara was obviously being set up at the canon ship). This never panned out into anything, and while I don't
hate the pairing, I no longer see any potential in it.
( The questions. )