It needs the BSOD screensaver from XScreensaver, for sure. And, maybe, DOSBox-X or DOSEmu2. Also: - Pan - Sylpheed - Audacious with the WinAMP theme - Hexc

It needs the BSOD screensaver from XScreensaver, for sure. And, maybe, DOSBox-X or DOSEmu2. Also: - Pan - Sylpheed - Audacious with the WinAMP theme - Hexchat kinda has a MIRC vibe - Parole looks like WMP from < v9 releases - You can't simulate a dialer, but with trickle you can mimic a 56k/ISDN connection pretty well - SyncTERM for BBS's - ScummVM, with just a bilinear filter, because I played tons of adventures - There's an SDL2 reimplementation of Space Cadet Pinball at github. - Trigger Rally would look like a great shareware game - Pidgin, hands down. Either you were an AOL user in America, or a MSN user in Europe. It has emoticons, not emojis. Add that annoying notification theme with a sound and that would be the very late 90's/early 00's (my early teen years)