Mine would have to be the classic matchup my roomate and I had on the 10th anniversary of the game's release (March 2003). An old highschool friend of ours called us up to tell us that on that day in March (can't remember the day now), NHL 94 was released, so we of course had a few beers to celebrate, and then played the tenth anniversary game.
We played a full game of 20 minute periods with our classic teams (I Montreal, him L.A.), and what a beautiful game it was. By the end of the 2nd I had a 7 goal lead, but he stormed back in the third to tie it at 22-22 and send it to O.T. Overtime was the most intense of our lives, and just over 2 minutes in Savard broke down the wing, did the infamous Savardian-spinerama in front of the net, and sent Montreal into the annals of NHL 94 history. It was probably the highlight of my entire life... and I don't think I've ever seen my roomate so mad.