I started on a minecraft server called 'Fall of an Empire'. Being minecraft it wasn't super great but I'll give credit where credit is due and say that was probably some of the best times I've ever had roleplaying. The server had race systems, race languages, in-depth lore, magic/spells, monsters galore, cities, settlements, etc. It had just enough governing that it wasn't a huge shite show but left a whole lot open for people to really make characters and scenarios that they wanted. 

This all being said I was pretty young back then and it might have just been real shite in general but those memories are far from it.