I'll try and get this in before haterz ruin this thread.
You're going to want at least one more wiimote for multiplayer–Wii Sports is infinitely better with two people. If you REALLY want a better two player experience, might as well get another nunchuck as well.
If your looking into buying some virtual console games, I'd say give the classic controller a shot. It's only twenty bucks and it's pretty comfortable, and works PERFECTLY with non-64 games. With some 64 games, it's just a tad awkward due to the second stick. And of course, buy some Wii points.
Get the two channels as well. I don't know if you have to pay for the internet channel yet, though.
As for games, I'd say you buy Zelda (if you haven't already done so for the cube), Wario Ware, and Excite Truck. I think Mario Strikers has come out, so I'd say buy that as well, a lot of people who have it now really love it. Plus it has lag-free online play.
I'd give a rental to Rayman, Monkey Ball, and Super Paper Mario. SPM is good and all, but it's so far from the quality of the first two in the series it's downright disgraceful. I'd also say you rent Mario Party if you want to have a fun multiplayer game for a weekend. As medicore as the series is, it's still fun with 4 people.
And get realy to buy Zack and Wiki, Bwii 2, Metroid Prime 3, Mario Galaxy, and Brawl.