In the living room, once you have to eat the cheesy snacks, instead don't eat it until the time runs out. Die due to starvation and receive this achievement.
Leave the basement after picking up the fedora. You will have to play the game again and try to leave the basement without picking it to get the opposite achievement.
Leave the basement without picking up the fedora. You will have to play the game again and pick your fedora before leaving the basement to get the opposite achievement.