Your style is similar to what I used for an S100 I/O board I built in the late 1970's, including the technique of sliding measured insulation along bare wire. I used colour, though, and tried to avoid slack on the wires.

Neat!
I seem to recall I did one or two that way (tight wires between points) but discovered it resulted in unpredictable bunching, and also made it difficult to get at pins that happened to be underneath piles of wire. So switched to the 'loosely routed' style.
Heh. You brought 8255 IO pins directly out, off the board? Have any problems with chips dying?
Getting back to the original thread topic, I find I never have to buy hookup wire. Just pick up a street-tossed photocopier or printer or such every now and then. Electronics products with a bit of electromechanical stuff tend to have quite a lot of different kinds of wire in their looms. More than anyone would need for a few hobby projects.
I just pulled another one apart yesterday, going to post a quickie thread on it.
Edit: Oh, and I remembered now another reason I switched to single color wiring. It meant I could buy one bulk roll of wire, which made it much cheaper per foot, and was less hassle to store.