Nice to hear from you again ccangelo.
The imminent release of HG/SS has certainly got the fandom buzzing, just as its promotional components in the anime have been a vital cog in the Pearlshipping engine.
I haven't seen the dub version of the episodes, but the Japanese version certainly sounded shippy enough. I think it's safe to say that Kotone/Lyra is the first official Pearlshipper, with Brock following in second lol.
As for what Pokemon and attacks would best represent Ash and Dawn's relationship in HG/SS, well i'd say that that's a difficult one considering that Luvdisc, being the obvious choice of course, is uncatchable in the main game.
In that case, Whitney's Miltank may very well be a suitable choice due to its ability to frustratingly dazzle its opponents with Attract. Then again, Ash's dense nature when it comes to romance may relate better to a Pokemon like Psyduck, which is oblivious to many things by its very nature. But if we're looking for a pair of Pokemon that suit each other perfectly in most situations like Ash and Dawn, I think that Plusle and Minun (who you can catch using the radio feature after the Elite 4 in HG/SS) would be perfect counterparts.