I first played WC3 under heavy resistance. My freind forced me too...
It was for PSX, and I had seen the game in the rental store MANY times, and thought how stupid it looked and didn't bother with it. But my freind rented it, and thought it was cool and then made me play it. The second I saw the opening, I was sucked in. The gameplay didn't even matter, even though that was great too. I then played it all day and beat it.
Most of my WC experiences have been accidents though..
I didn't know there was a WC4 until I literraly knocked it off the shelf at a store by accident. I went to pick it up, and saw "Wing Commander 4", and I was like "WOW! That's awesome!".
I found WC2 at a garage sale, after complaining to my parents about how there was only junk at them...
And what got me back into WC after a while, I bought a package of games that had Blade Runner in it, because that's all I really wanted. In this package of games was a little game called "Wing Commander Prophecy". That got me hooked all over again, and it hasn't worn off since. That prompted to me buy and read all the books and such.