Good points all around. I did some digging, and perhaps the best alternative really if you want to put the work in up front, would be to make a DOS Box install that fires up Win3.11 or Win95(A or B, C has errors.)

Under that environment you could basically just whatever the hell you want really as long as DOSBox doesn't have a compatibility with a specific game or application and all in a nice 1024x768 window on your larger desktop.

I'm thinking I may go poking around and see if I can make a Win95 install as that would be excellent. That too would allow my williams pinball classics (has 4 nice tables, this is pre Pinball Arcade stuff) to work along with Wing Commander Kilrathi Saga, C&C, Sim City, and whatever else is being a bitch.