Ahhh, memory lane.
I used to love the X-Wing games. And you just watch it young 'un, back in the day those graphics were great.

I bought the collector's set a few years ago, but the bleeding thing won't work on my machine as you have to be using Windows 95. How crap is that? Who still uses Win 95?

Well if they re-released it again so it worked with computers from this millenium, number one would have to be:
1. X-Wing Collector's set
2. KOTOR (though I'm cheating a bit there as I played this on Xbox)
3. Battlefront (the first one obviously)
4. Rogue Squadron (also cheating as I played this on the Gamecube, in fact it was the only reason I bought a Gamecube, well that and Rogue Leader
)
5. Dark Forces (Star Wars flavoured Doom, you gotta love it.
)