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So I'm trying to be nice with this game but I have reached the point where I am confused and frustrated and and really hate this. I have found 20 lockpicks, I have had 2 in inventory, I have had one, I have both mother's dialogue and still for the life of me I cannot unlock the gate near the post office, I can get inside but that doesn't seem to trigger dialogue with the mom. Also the poker game is miserable, she gets like 18 lives while I have 5? I really do wanna like this game but this is ridiculous.

It doen't trigger dialog and the poker can be pain in the ass sometimes but you can do it if i did it twice :)

It may be a bug in which it only updates the gate after you re-enter the scene... As for the poker, the tooltip when you hover on the button shows what's missing, what does it say?

pro tip reading helps alot in the game