I have two trackballs on my cab.
Both are Xarcade 3-inch USB trackballs. I'm running WinXP and it handles two USB mice just fine.
In fact I think at one point I had one via PS2 connector and one on USB.
Both have three buttons on them as well that work fine as a mouse for maintenance on the PC.
I have two rotary 8way leaf switch joysticks connected to an old iPac2 (PS2 keybd interface) and an old board that converts the 12 position rotary switch in the joystick to a keypress on the iPac.
All of it plays together fine.
I also find dual trackballs are great for two player gun games like T2, Op Wolf, Spacegun, etc. if you don't have lightguns.