I honestly can't think of many right off. Most of the losses that I've had were for reasons beyond my control. I lost most of my original childhood game collection in a house fire back home in New Orleans, a few other things were stolen here and there, or lost in the Katrina flood. Nothing I could really do to predict those losses.
Truthfully, I think my biggest gaming regrets stem from focusing TOO MUCH on gaming, and spending WAY too much time on it when I should have been doing other things, like completing college, or working and saving more in my late teens and early twenties, among other things. It was a very dark and difficult time in my life though, and video games offered something of an escape from my problems. I don't think I would have offed myself back then, but I probably WOULD have just dropped out of society or something if I didn't have a distraction like gaming to focus on, and I'm not even kidding (though most of the credit for me not ending up dead in a forest somewhere goes to a very dear friend who sadly isn't alive anymore).
Ironically, my lesser gaming regrets stem from not gaming MORE later in life when I had a more stable existence. I have a massive backlog of games now that could last several lifetimes, and have become more of a collector than gamer, and I'm really not happy about that and never set out to be a collector first. I still only collect games I think that I would like to play though, besides the occasional trade fodder acquisition here and there that comes in odd lots.
This is why I really enjoy the Game Completion Challenge we've started here. It's given me an incentive to bust out some of my dusty games and systems and actually play them, not just stare at their cases and boxes on the shelf.
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