@Crawdad Acording to the Metadata that the image has it's from June 5th, 2006 at 1:16PM. I'm not sure how much that helps, but it narrows down when it was made.
you are my nakama
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I appreciate you making an effort to help. I didn't think anyone would be very interested! I did Dm Dan, but like his bio says, he can't respond to every message, so I'll have to try reaching him on twitter or something. I know he's at least active on there.
UPDATE: I have found the page containing the information about the CD using the Wayback machine on Synj.net on July 2nd of 2006. It reads that the CDs were intended to be a faster running version of Dad n' Me for PC's and we're originally meant to be handed out at Comic-Con, but was canceled short notice. I'm in the process of trying to get into contact with Dan about the whereabouts of the CD's if he is aware.
Ur obsessed
sherlock holmes
CalamityGanon
I was tempted to just assume it was a fake, however it could be something like the Eddsworld DVD that only a few people have.
Crawdad
I have a hard time believing it's fake because I found it on a recovered version of Synj.net, Dan Paladin's old blog where he'd post life updates as well as game development tips. I dont quite remember the context of the image being shown, but I will try to locate the screenshot again via the Wayback machine.