This is the oldest complete photo I am aware of that I possess, from June 2004, showing my Motorola StarMax 4000/200 Mac clone (Motorola PowerPC 604e 200 MHz, 144 MB), and my Packard Bell Executive 486, taken with a friend's camera:
I still have two small crops of two older photos from 2002, but the originals seem to be lost.
This is a bit later, from March 2005 (still not my camera yet):
I've got my Macintosh Classic set up there (it was set up with a SCSI NIC), and my "new" Techies Pentium II 333 MHz PC with what I'm assuming was a Dell SK-1000REW QuietKey (unconfirmed — I think it was one of the ones without "QuietKey" written on it, and it died so many years back that I don't have it to confirm the model number).