Recently, I got Fantasy General on GOG because I bought other games on the GOG Winter Sale, but it looks so dated but I can't feel like I'm being a bit judgemental. I had the same problem awhile back when GOG gave me a free copy of both Fallout 1 and 2, time doesn't seem to have been good to those games. However, I feel like chances are if I played some older games that hook me well that I'll be able to get used to older games. Does anybody have any suggestions?

What genres do you like?

How about some remastered of old games. Flashback, Bard's Tale Trilogy or System Shock Enhanced. Those games retain the old games mechanics but with updated graphic for modern machine.

The biggest difference between old and new for me is the controls, and quality of life features.

I recommend trying Star Trek: 25th Anniversary and Judgment Rites if you like adventure games, since they are fairly simple to control (Starship aside, which I recommend the manual for), and usually has logical puzzles and outcomes.

Thief Gold would probably be a good spot for stealth FPS gaming. Plenty of control for your bindings, which allows for more smooth gameplay over other aged games.

So 90s in other words? Depending on the genre you're interested in, here are a few of the 'heavy hitters'
Dungeon Keeper
HoMM3
Disciples 2
Pharaoh
Baldur's Gate 2
Beneath a Steel Sky
openttd
OpenXcom

The problem for me with older games that I didn't play back then is not old graphics as much as a dated interface. So I'd recommend you start with games with a simple but practical interface, such as post-Monkey Island point-and-cick adventure games. Indiana Jones and the Fate of Atlantis holds up extremely well, including its pixel art. I would even say Monkey Island itself, but it's been remade so the graphics and interface are different (although you can choose to play with the classic look and feel).

If you tell us what genres you prefer, we could come up with more suggestions.

My favorite genre is JRPGs, but I like alot other other genres as well. Recently beat Cuphead. I felt in the mood for something a bit more "shooty" so I played Saints Row 2 and a little while before that I played Just Cause 2. I'm also a big fan of mystery novel games so long as they aren't TOO brainbusting puzzle-wise(ie. Danganronpa). I'm a big fan of 100% Orange Juice as I've spent something like 300 hours on it and I have most of the DLC. I've spent something like 160 hours in Stardew Valley. I really liked Hand of Fate, and Batman Arkham Asylum and Batman: Arkham City.

When it comes to old games, the biggest example of a game that took some getting used to for how old it was is Xanadu Next.

So... so long as its a good game, I'm happy to play it, just that it being older means that it has drawbacks to deal with that modern games don't.

I figure it is worth mentioning that I try to avoid politics if I can(its something that I took issue with in Danganronpa 2, and Ultra Despair Girls). I don't really care which "side" of the spectrum it is on, Part of what I like playing games for is escapism. I also don't like DRM. DRM isn't really prevalent on GOG but I've seen the odd time on here where something marked down a game for having DRM, where they come to GOG to get away from DRM. I thought it was worth mentioning that.

Try Doom.

any particular one? the last two aren't coming up in a search on GOG.

The installation procedure for OpenXcom requires you to have the files of the original game here on gog/steam. But if memory serves OpenTTD is completely free - you just download and install it from its site. It is a recreation of the TTD classic.

I should also point out that I don't have anything against point-and-click adventure games, I liked Deponia(only played the first and briefly touched the second), and I did somewhat like The Book of Unwritten Tales and The Book of Unwritten Tales: Critter Chronicles.

In the case of Deponia, there were SOME puzzles that I ended up having to look up the solution to

I kinda found The Book of Unwritten Tales kinda infuriating when I had to solve problems using the Critter. One thing I liked about The Book of Unwritten Tales is that characters' dialogue gives you some clue into what needs to be done with it. However, when you're playing as Critter, he speaks a completely different language and you don't get subtitles to what he's saying so you don't get hints on what you gotta do with the object.

Check out these

Forgotten Realms - The Archives - Collection One
Forgotten Realms - The Archives - Collection Two
Forgotten Realms - The Archives - Collection Three
Dungeons & Dragons: Dark Sun Series
Dungeons & Dragons: Krynn Series
Dungeons & Dragons: Ravenloft Series

Broken Sword Series and maybe Gabriel Knight, also a series.

If you're in the mood for some management games then you have the Rollercoaster Tycoon series. The older Theme Park is also a good game, you could have some fun with it, but it definitely pales in comparison with Rollercoaster.

Perhaps try some of the older (NES-era) JRPGs, preferably in their original version. Dragon Warrior 3 and 4 are quite good (even if 3 has bad HP/MP growth mechanics (Vitality/Intelligence seeds should never be used) and 4 has mandatory AI control for your party in Chapter 5), while 1 is good if you like to level grind, with 2 being the choice if you want challenging (and sometimes unfair) combat.

Final Fantasy 1 might also be worth taking a look, provided that you acknowledge that the character classes aren't well balanced (Fighters are really good, Thieves are trash, and Black Belts need some levels to be efective) and that (even with a White Mage) you will likely need to buy 99 potions 1 at a time. FF3 is also decent (though it suffers from bland enemy design, making random encounters more repetitive than in most JRPGs), while FF2 has serious balance flaws (you *really* want good evade %, trust me; later on, it will make the difference between losing a battle and winning before any enemy gets a chance to act).

(Note that I am suggesting the *original* NES/Famicom versions of these games, or the English (official or otherwise), not the remakes that were released later, here.)