Don't think this has been done before.
What was the first game you ever pirated?
For me I think it was Warcraft II.
A friend bought that game but didn't have a computer () so he basically left it at my house for a few weeks as I played it. Eventually he wanted it back so I offered another friend $5 to ask his dad to make a copy of it because I knew he dad had a cd burner. Well I picked it up the next day and the dad let me keep my $5. He also included a crack/no-cd patch and readme on the CD which was the first time I ever heard of those things.
I also got a copy of one of the earlier Need for Speed games from that friend but I can't remember if that was before or after getting Warcraft II.