Fomalhaut30: Well, a fair bit to think about. Something else...is there a connector adapter for the Sidewinder I do have? My current comp doesn't have a port for it, ttbomk. If I could get an adapter, I wouldn't necessarily need to get a new joystick.
Yes there is (my Sidewinder has one) but I don’t know if the converter itself is enough. After Wikipedia:
(...)
However, with the widespread introduction of USB in consumer computers shortly after the Precision Pro was released, Microsoft soon re-released the joystick in a USB-compatible form (joysticks labeled as Part No. X03-57540, Product I.D. 85791-...[3]). The revised joystick still featured a gameport connector but had additional circuitry for interfacing with USB, and was bundled with a USB converter (a DIY converter project exists). Original Precision Pros remain incompatible with this converter,[4]
(...)
Do you use XP? If yes buying old model of SB Live! would be safest and surest way to connect your Sidewinder.
EDIT: If you use Win7 you can use kx drivers for sb live and you should be fine. Just make sure you will NOT buy 'modern' SB Live! but those one of those real, old models that run on 10k1 or 10k2 chip.