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I've just completed day 1 in GK1, and according to the walkthrough on the Sierrahelp website, there are things I haven't done and items I haven't picked up (I can't post the link).

Since this is a Sierra game, I was wondering if it's possible to get into an unwinnable situation by not being a good enough pixel hunter. Yes, I know, it's not one of the early Sierra games, but I still thought I'd ask so I don't have to start over late in the game.
I'm pretty sure you can't get stuck so that it would be impossible to advance.

IIRC, in the original Gabriel Knight there are only certain things you have to do to complete a day, so you don't have to do everything in one day. In the anniversary edition this was changed to a more linear style.
I believe there are a couple unwinnable situations... one that comes to mind is if you enter the Voodoo Hounfour in NOLA without leaving Mosley the proper items to find you and enter after you. Once you enter the houfour you cannot leave, you can play a decent chunk of the chapter before realizing you're screwed over.
There are 2 ways to get stuck in GK1:

1. This was already mentioned, but don't leave the proper items for Mosely at the entrance to the Hounfour. Although contrary to what jtrippy said, you aren't stuck in the hounfour if you haven't left the proper items for Mosely. You only get stuck in the hounfour AFTER you left the items for Mosely. BUT, if you go into Grace's room and you haven't left the tiems for Mosely, THAT'S when you are stuck.

2. Don't pick up the disguises before entering Grace's room. You need 2 masks AND 2 robes. If you don't have all those things before you enter Grace's room, you're stuck.

What I'd like to know is, is it possible to make GK2 or GK3 unwinnable?
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cbingham: There are 2 ways to get stuck in GK1:

1. This was already mentioned, but don't leave the proper items for Mosely at the entrance to the Hounfour. Although contrary to what jtrippy said, you aren't stuck in the hounfour if you haven't left the proper items for Mosely. You only get stuck in the hounfour AFTER you left the items for Mosely. BUT, if you go into Grace's room and you haven't left the tiems for Mosely, THAT'S when you are stuck.

2. Don't pick up the disguises before entering Grace's room. You need 2 masks AND 2 robes. If you don't have all those things before you enter Grace's room, you're stuck.

What I'd like to know is, is it possible to make GK2 or GK3 unwinnable?
There is no way to get stuck in gk2 or 3 that I'm aware of. The second scenario you described is more a death than an unwinnable situation though.
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cbingham: There are 2 ways to get stuck in GK1:

1. This was already mentioned, but don't leave the proper items for Mosely at the entrance to the Hounfour. Although contrary to what jtrippy said, you aren't stuck in the hounfour if you haven't left the proper items for Mosely. You only get stuck in the hounfour AFTER you left the items for Mosely. BUT, if you go into Grace's room and you haven't left the tiems for Mosely, THAT'S when you are stuck.

2. Don't pick up the disguises before entering Grace's room. You need 2 masks AND 2 robes. If you don't have all those things before you enter Grace's room, you're stuck.

What I'd like to know is, is it possible to make GK2 or GK3 unwinnable?
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jtrippy: There is no way to get stuck in gk2 or 3 that I'm aware of. The second scenario you described is more a death than an unwinnable situation though.
No, because the death can still happen even if you got the disguises. You can just do nothing, or you can give Mosely his disguise and then do nothing, and Dr. John still kills you both. If you enter Grace's room without both masks and robes, you're screwed no matter what you do or did before/