In his HSRP, vPC and the vPC peer-gateway command post Jeremy Filliben documents how the storage vendors ignore RFCs and implement what they think is proper ARP handling, causing havoc in a redundant network.
Andrew Vonnagy writes about another extreme stupidity customer convenience Microsoft managed to implement: you can turn any Windows 7 into a rogue Access Point. Like we didn’t have enough problems already.
And then there’s Charles Stross, taking the “where we went wrong” rants observations to a completely new level. While I’m complaining about lack of session layer in TCP/IP and broken socket API, he’s taking on Von Neumann architecture.