Windows 3.0 was the first version I used to any significant degree. It looked so high-tech, though to 2015 eyes it looks like something from the old stone age. It did some cool stuff. It also gave us General Protection Faults, the predecessor to the Blue Screen Of Death.
For a long time I recommended Windows 98 to non-technical users. Some people claimed there was a USB implementation for Windows 95, but after careful study I have come to the conclusion they were mistaken. My first exposure to Windows 95 was an early alpha (I worked for the evil empire at the time) that crashed and required reformatting the hard disc after attempting to reconfigure the mouse.
I was intrigued by some of the other options out there. I sent my resume to Quarterdeck - I thought DESQview was neat - but only got a thanks-but-no-thanks postcard back.