I have for many years helped set up some elderly folks for web access. Since they had less powerful PCs and were familiar with Windows, I used IceWM because it was light and I could make it look like Win98. That took a good deal of configuring, though. As their computers got better, I shifted to Xfce for several years, and have now moved to LXQt. I don't try very hard to make it look like Windows anymore, partly because Windows has become such a mess and partly because I have less energy. If I really wanted a system to look like Classic Windows, I would probably still use Xfce with the XFE tools.