I have a Mac Classic II. It's a faithful old computer, and I use every now and then. It was my first Mac, and it sits next to my iMac now.
As for games compatability, yes, you can play Shufflepuck. Some other games of note would be Rescue! (for Star Trek: TNG fans), Brickles Plus, and Gunshy.
When it comes to what model you should get, I only have one strong thought: Do not get the original Classic Mac. The Classic II is much better.
Also, I don't know if you should gat a B&W Classic, or a Color one. If you're looking for more of a collectors item with that unforgettable early Apple charm, get the B&W. If you want a slightly more useful machine, get a Color.
Finally, you asked about compatability with the MessagePad in your Newton thread. My Mac Classic, which was made in September 1992, does have serial ports, but I wouldn't count on it working with the 2000, 2100, or eMate. I don't know about compatability with a Color Classic.
Hope I was of some help. It's great to see other people collecting some of Apple's more interesting machines.