From The TTSCpedia
This is an ancient joke. This is a joke that has run its course. Further uses of it will only serve to make people cringe. It is an outdated source of laughs that works no longer.
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Not to be confused with Microsoft Bob.
Bob is a stick figure internet meme that spread around YouTube in the form of chain letters. One of his variations is the Bunny, which has been made into the Anti-Jonas Bunny by WSAM0TV. The Bob meme vanished away from YouTube and was not seen again until YouTube integrated Google+ into the comments system years later. As a result of a severe lack of spam protection and comment length, video comments were bombarded with links to malware-infected websites, with enormous comments spanning thousands of words, and with the Bob meme in various forms.
Other Known Areas
For those ROBLOX players who see this meme usually arrives with the fact that Bob tells "Free Robux is a Scam!"
However posts like those are illegal against the Terms of Service because the meme is frequently spammed.