Freespace 1: I used to play the original Descent demo (Destination: Saturn) and was impressed by the cover to this game, which showed a GTD Orion with a to-scale fight right next to it. I remember thinking the game was really cool, but it didn't run too well on my video card (Voodoo II Banshee with 16MB of RAM. Stupid Banshees) which ruined the game a bit for me.
About 6 months ago, I got a new computer and looked on Gamespot.com's list of Video games, and sorted them by highest rating. Freespace 2 is in the top 10 video games they've rated in the past 9 years. I had no idea sequel had even come out. I went online to E-Bay and eventually managed to score a CD set for 25 bucks.
Then I saw the Flail SCP movie on Youtube and I was like "waiiiit a second, this looks WAY better than my game" so I spent about 3 months attempting to figure out how to upgrade to the SCP. This was right before Turey's installer or HuggyBaby's old step by step install process, so I went to a bunch of dead sites, bad links, and conflicting install info and got generally extraordinarily frustrated before getting it working. In fact, I played through the entire FS2 campaign except for the last mission thinking it was SCP, but it actually wasn't because I didn't have any of the mediaVPS, I just had the features list checked in the launcher.
What's really cool is that I've still only completed the original game, FS2, and most of Derelict. I still haven't really touched Inferno, Awakenings, Silent Threat, JAD, Sync, Transcend, any of them. I'm gonna be playing new FS2 stuff for at least the next year, it looks like.