If DOS malware isn’t your thing, how about Windows 3.x software? From the announcement on this collection:
We’ve now added over 1,000 programs that run, in your browser, in a Windows 3.1 environment. This includes many games, lots of utilities and business software, and what would best be called “Apps” of the 1990s – programs that did something simple, like provide a calculator or a looping animation, that could be done by an individual or small company to great success.
I’ll suggest one: Wintrek: