Recs.
Updated
Humorous Japanese roguelike with tons of content. Requires a translation patch to play in English.
Specs
Pros
Pro Active community
Even though the original developer of the game finished Elona, the community came and made an expansion called Elona+ which is updated regularly to this day (adding a new story, items, NPCs). In Elona you can only go around North Tyris, in Elona+ you can go to South Tyris and Lost Irva after finishing the Act 1.
Pro Easy to get in
Of course, to be at the top a visit or two to a wiki might help. But to start to play and have fun? Aside the starting tutorial, you don't need anything more. This is a far cry away from other roguelikes which try to be as much as in deep, but end up being too complex.
Cons
Con Eventually all your PCs will look almost the same
Since there isn't a siginificative penalty about a wizard who is even a farmer, who is even a fencer, who is even a bodybuilder, eventually all your PCs will end up being some "jack of all trades", with the only limit to them being imposed by the player himself and a bit by the initial race chosen. This makes it a bit repetitive over more playthroughs.