To get this achievement, you should get the bad ending. Fastest way is to play until the apples riddle, and answer A. One is in the stomach.

Play the game until you get prompted the first question, which is the apples riddle... correct answer is B. Bought another one.

Second question: "How do you make the world disappear before your eyes?". To get the achievement you must answer A. Close the eyes.

The fire station riddle. To get this achievement you need to answer B. Because the fire station was on fire.

This riddle talks about a kid named Johnny, who's family is very rich. Just pick B. Mommy is dead.

Finish the game to get this achievement. After you get all previous achievements, just keep going forward because after Jhonny's riddle no choice matters, you'll get the achievement at the end of the game.