I don't know anything about Apple computers, but a little digging turns up that in the picture of Bukowski in front of his computer he's using a laser printer (a
$3,299 Personal LaserWriter NT printer, to be specific), but as I go through the 90s manuscripts it seems that he started out with a dot matrix printer (like this manuscript).
That might help narrow down the dates of a lot of the computer-printed poems that are otherwise undated. I'll have to take a look.