BonziBuddy

Everything About Fiction You Never Wanted to Know.
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Describe BonziBuddy here...

Considering All The Tropes isn't a bashfest, this might be a challenge.

BonziBuddy was an "intelligent software agent" whose avatar was a purple gorilla. Bonzi Buddy could sing songs, "help" you out in searches, and manage downloads.

It was also a complete pain in the ass, eventually being declared malware.

That Other Wiki has an article. Encyclopedia Dramatica has a less kind one.

Tropes used in BonziBuddy include:
  • Abandonware: BonziBuddy was discontinued in 2004.
  • Stop Helping Me!: BonziBuddy's "help" was dodgy at best, never mind the fact that this program was pretty much malware.