I'm running Sabayon Linux (x86_64).
$ uname -a
Linux qdoe 3.7.0-sabayon #1 SMP Thu Dec 20 07:12:55 UTC 2012 x86_64 Intel(R) Core(TM) i7-3930K CPU @ 3.20GHz GenuineIntel GNU/Linux
I have a HP LaserJet 1100 printer which by default is connected via an 25-pin parallel printer port (DB25). Now, I have a new computer without such a port and I'm not able to directly connect the printer.
Therefore, I bought an USB-to-DB25-connector and tried to install my printer.

But here the trouble starts. In Sabayon or Gentoo, there is a toolbox for HP printers called hplip which is very easy to use: connect printer, detect it with hplip and you are ready to go.

Now the issue is, that the hplip software does not recognize the printer. Neither via USB nor via parallel port (LPT). The port seems to work though:
# lsusb
(...)
Bus 002 Device 006: ID 067b:2305 Prolific Technology, Inc. PL2305 Parallel Port
I already tried to manually enter the USB address 067b:2305 into hplip - but no success, the printer is not recognized.
What else can I do? Is there some kind of further port-emulation software or any drivers I need in addition to make this port work with my printer?
stracehelps here) and hack the paralell name's port in. It would be nice if you reported your problems and solution to your distribution to update hplip. – vonbrand Jan 26 at 6:27