When I play standing (I prefer and usually play seated) I run the cable from my guitar past the left side of the strap (i.e. - between the strap and your body) straight to my amp or pedal with only a bit of slack. The extra slack I place behind or to the side of my amp, and I make it a point to not walk backwards and to the right while I'm playing ;)
About going wireless, I say go! I have a wireless, the brand of which I can't think of right now, but it was only about $200 and it works quite well. Keep an extra cord handy, though, as you may forget to change out your 9 volt battery.
"You must stab him in the heart with the Bone Saber of Zumacalis... well, you could stab him in the head or the lungs, too... and the saber, it probably doesn't have to be bone, just anything sharp lying around the house... you could poke him with a pillow and kill him."
- Aqua Teen Hunger Force, The Universal Re-Monster