My first cRPG was Dragon Wars on the Apple IIgs. I was 9 or 10, and I never got very far in it.

The next game that I spent a ton of time in was Exile III

One of the things I've always loved is how D&D and similar rulesets really lend themselves to computers. With tabletop, there's always some degree of "wait, isn't xyz dependent on abc? Just a sec, imma look that up..." and it's really nice to not have to rely on humans for getting the rules right.