I am lucky enough to have two siblings who love Bomberman, so I'm always guaranteed at least a 3-player game. When other people are over, it just gets better! I started out with Bomberman 2 on the SNES... I bought a used copy along with a SNES multitap back in the summer of '97, and I had an absolute blast. That one might have five-player support, but I forget... definitely 4-player support though.
Later on I got "Atomic Bomberman" for PC. It didn't seem as fully-featured as the other games, but it was customizable on almost every level, which was pretty cool, and it had really stylish graphics and sounds. Then I got Bomberman World on PS1, but that one was sort of ugly. Then Bomberman Party Edition came out, which was much better. That one had these weird dinosaurs and things that you could ride on. The last one I got was Bomberman Online for Dreamcast. That one is very polished... I don't think it has those animals you can ride on, but it has some extra modes that are a blast to play. "Hyper Bomb" is awesome; some of the most frantic multiplayer gaming I've ever experienced!
I'd love to get Bomberman 4 on SNES but I think it's import-only. I think that one may have been the first to use the "miso bomb" rule, which really enhanced all the Bomberman titles in a major way. When you get killed, instead of just dying, you get ejected to the borders of the screen. You can go around the edges and throw bombs; if you manage to kill someone you are back in the match! I think every bomberman since then has let you do that.