IwubCheeze: PS:T isn't really a game you keep coming back to like most adventure games. Once it's done, it's done until you feel like cracking it open another year or two down the road so asking "why people still play this game" probably isn't the best way to phrase it. However, the game is great while it lasts.
I actually do keep coming back to it every 6 months to a year or so. Much how Silent Hill 2 is the game that Yahtzee keeps playing every so often to remind himself that gaming is still worth defending, Planescape is the game that I replay to remind myself of many things. Firstly, it reminds me that games can be works of art without abandoning any traditional semblance of gameplay, something that I thinkg The Chinese Room and several other developers seem to have forgotten. Secondly, it reminds me that RPGs are capable of telling their stories without being driven primarily by violence; maybe its just me getting old, but the way RPGs are usually so keen on having the primary problem to be solved be violent in nature without any thought for the lives the player is snuffing out is starting to skeeve me out a little. Thirdly, it serves as one of my more clear examples of a rebuttal to
Roger Ebert's nonsense about games as art; granted, this isn't the only game to share the distinction of being comparable to great dramatists and all that, but I'll stop mentioning that as one of its merits when my folder containing shortcuts for clear examples of games as art requires a second set of hands or more to count on.
Right now, my most recent LP has been inspired partly by a desire to see if the mods are worth any attention; thus far, while I appreciate the bug fixes, the various assorted quests that have been added in do nothing for me, but I hear that one restored main plotline might actually be worthy of notice. Mostly, however, I've felt the urge to revisit it in light of the whole gamergate debacle. Given that the movement now seems to have taken the tact that games should just be evaluated as toys and not as works of art, I felt like going through my catalog of clear examples of games as art (again, not an extensive catalog, so time isn't too much of a concern) to highlight just how ridiculous that notion is. Then, if I still feel like tempting fate, I might go ahead and do a write-up or video discussing each one in turn.