Being a primarily PC gamer, I've had quite a few game freezes over the years, but this had to be the most epic.
Now this was a long time ago in those draconian years before the internet, so we didn't have gamefaqs or anything to look up secrets and guides and etc. So, my friend and I where doing what we often did on the weekend and were playing games. This particular day we were playing Mortal Kombat 2 on the SNES.
We were both pretty good, but he was clearly better and would win probably 3/4 of our matches. Well, this day I really wasn't feeling it, and wasn't trying hardly at all. We were talking about something far more interesting than the game and I was mostly just randomly button mashing and not paying attention in the slightest. Well anyway, I had managed to get myself defeated 50 times in a row.
That is when the special song starts playing and it said on screen "Incredible winning streak! A new warrior awaits you!" We looked at each other shocked and confused and excited. Soon later the screen faded to black. And stayed black. The match was never to be. We just sat there, waiting for something cool to happen, for at least five minutes before we gave up and one of us reset the console.
We then decided to try and just take turns beating on player 2 until we reproduced the 50 wins, but eventually gave up somewhere due to boredom in the high teens.