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MightyPirateScipio: As a side note, my original idea was to go into the GoG store and just buy the best-seller or the highest-rated game from each section, but I noticed that the rating system in particular might not be a good way to go about it. Generally, I just thought asking the community of long-time gamers might be a better source.
Like most other things genres are somewhat blurry. In terms of the biggest classics that have aged well from each of gog's genre bestseller pages I'd say:

Action - Beyond Good and Evil, Thief/Thief 2 and Chronicles of Riddick (although most would call the latter a shooter).
Adventure - Monkey Island, Longest Journey, Broken Sword. Maybe Gabriel Knight and Grim Fandango but they're still on my to do list. Tex Murphy is enjoyable but you have to persevere with the controls for the early ones.
Indie - Not a genre.
Sports - GoG doesn't have any of the big games.
RPG - Baldurs Gate II, Deus Ex, System Shock 2 maybe the original Witcher or Planescape Torment.
Shooter - S.T.A.L.K.E.R - Shadow of Chernobyl. Most big shooters are too new to be on gog or too multiplayer focused to be something you can come to later.
Simulation - Sim City 3000/4, Rollercoaster Tycoon.
Strategy - Gog is missing the big sellers like C&C, Starcraft, Age of Empires, Warcraft etc. but there are a lot of very good lesser selling options like Galactic Civilisations, Startopia, Total Annihilation, Men of War & Space Rangers. I'm also a fan of Europa Universalis III/Crusader Kings but they are less mainstream.
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Potzato: This logic fails at a crucial point : Planescape Torment is at the top, and definitely wouldn't be the first game I'd recommend someone to play.

For many reasons, I would recommend playing The Witcher 1 first, from there I think it's easier to know if he prefers action over rpg, over story .... or if he wants something really different (fps, strat, sport).
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Leroux: I think, like other have said, it's alway kind of problematic to determine whether one likes a genre or not, judging by only one game. If Witcher 1 would have been my introduction to RPGs, who knows, maybe I'd never have become a fan of the genre. I doubt there is a single game in any genre that comes close to representing everything the genre has to offer. Some passionate point-and-click adventure fans actually don't care for Monkey Island. Others don't like The Longest Journey or Broken Sword very much. Anyway, to the OP, what I'd suggest in any case is to come back here to the forums eventually and discuss what you liked and disliked about the games you tried, that way we can help you find out if it was due to the genre or the individual title and try to recommend something similar to what you liked / different from what you disliked.
I agree that saying what one liked and disliked in a game is the best form of critique, but ultimately it relates to only one game, my recommendation of Witcher 1 is really about stqrting with something cross-genre. I don't consider TW1 a pure rpg, I think it has a very rich gameplay (actiony-adventury with very good story telling and lore, which is sadly not that common in RPGs in general).
Finding what on's preferences are is not the same as finding what games you'd more likely prefer. In my experience for instance, I absolutely love Fallout 1, Morrowind, Super Metroid and Witcher 1, but my favourite genre is Tactical games with (or without) a bit of strategy like Fallout: tactics, FF Tactics, JA .... and Sacrifice.
Post edited August 05, 2016 by Potzato
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Potzato: I don't consider TW1 a pure rpg, I think it has a very rich gameplay (actiony-adventury with very good story telling and lore, which is sadly not that common in RPGs in general).
Well, what I'm saying is that I don't believe there actually is such a thing as a "pure RPG". And personally I found the action in the Witcher dull, not that much superior to the subpar combat in Torment, and I thought the story telling, lore and adventure elements much stronger and more captivating in the latter. Not that I can't see why TW1 would be somewhat more representative of the genre, just saying it's still not representative enough to stop there and judge the genre on that basis. Much less even to treat it as a showcase for several genres in one.

To summarize, I agree with you that Torment can't give a good representation of the genre, I just disagree that TW1 would be that much better in this regard.
Post edited August 05, 2016 by Leroux
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Engerek01: Seriously welcome to GOG. It is always good to see new faces. If you are new to gaming (which you dont seem so new to me) know that we are living in an era where genres are so varied in themselves that almost every game can be its own genre today. So you may LOVE one game and hate the other of the same genre so keep that in one side of your ear will you?
Thank you so much for the warm welcome :)
You are not easily deceived, I have played video games before, but I haven't played many since... The early-mid 2000s when I was around 9 years old. I played a bunch of games, and even a few console games here and there over the years, but I mostly enjoyed watching friends talk and play games rather than playing them by myself. So yeah, since 2003ish or so, I haven't played too much. As many images as I remember seeing from all sorts of games, I was too young to really understand what was going on (I was/am a stupid kid).

So... In a way I am still new to gaming, if that makes any sense :)
Again, thanks for all the recommendations and the kind welcome!