Trophies:

Eavesdropper - 
Overheard every conversation along the way.
There's only 3 conversations to find and listen to. You will want to walk right up to the people talking and you don't seem to need to hear the entire conversations but might as well just in case.
1 - If you go straight from your apartment you should see 2 people to your right having a conversation
2 - After the car crash head left and follow the road around to the right, there are 2 people having a conversation at the bus stop
3 - In the mall, down the left path as you enter, there are 2 employees having a conversation (they walk in from the Christmas area)

What Remains of Wacky Winzeler - 
Witnessed the rise and fall of a sleazy air con empire. Forever banned in Mainland China.
Wacky Winzeler is the local air conditioner dealer. The first part of this trophy is to listen to his TV commercial. When in town, turn right at the harmonica player and walk through the parking lot. Towards the back right you can stand under the lit up windows and hear the commercial. Listen to it completely (the lights will go out when it's done) and then continue on with the game. Once you get to the mall you will find his store. It's the store with the half closed gate and Winzeler inside arguing on the phone. It's just past the drink counter. Listen to the call until the trophy pops.

Cautious - 
Remained at home for an extended period of time.
At the beginning of the game just stay in your house until the trophy pops. It should only take a minute or two.

This is Nice - 
Took the time to appreciate the playground. If this isn't nice, I don't know what is.
Once Sam leads you to a playground head over to the merry-go-round and climb onto it. Ride it for a bit and the trophy should pop.

Went Home - 
Sought a path home on multiple occasions.
At multiple points in the game you can try and go back but are met with an obstacle preventing you from continuing. I'm not 100% all of these are needed or when exactly you can turn back but you will get the trophy turning back at the following points in the game. You will want to walk all the way up to whatever is blocking your path.
- Right after you leave your house head to the elevator. Walk right up to it and then go back to your house. Emma should make a comment about it if done right.
- When the car accident occurs turn around and head back to your apartment building. Emma will comment as you reach the closed door.
- A little after you pass the harmonica player and head into the woods until it turns green then turn around and head back to town. As you approach the gate the harmonica player will be blocking your way.
- Once you cross the blue bridge and find the train turn around and head back. A mysterious figure should be blocking your path across the bridge.
- As you continue through the woods you will hear a tree fall. Turn around and walk up to the fallen tree blocking your path.
- Once you leave the playground and head under the road wait until you hear the police car. Turn around and head back to the playground. The gates will be closed and a mysterious figure will be on the swings. The trophy should pop at this point.

Thomas, Not Alone - 
Insisted on hearing Thomas out.
Thomas is your friendly downstairs neighbor. He's standing in the hall and will start talking as you approach. Listen to his entire conversation to pop the trophy.

Hard to Follow - 
Reached the ending in record time.
Glitchy - I've had this not pop a couple times for no reason that I can figure out. Just try again if it happens.
This is a speed run trophy and you should attempt it after you have found everything else and have a good idea of where you need to go. I don't know the exact time limit but if you just run straight through the game you should be fine. If you are struggling here are some tips:
- In the first area just go straight down the road past the accident and when you get to the fountain you should see the path you need to follow lit up ahead of you.
- Whenever you get freaked out and everything turns red, just follow Samuel. When things aren't red Samuel can be unreliable though he usually heads in the correct direction.
- In the mall you want to go to the Christmas display and wait for Matt. He'll get called away on his walkie talkie and you want to follow him to the gate that he opens. Just keep walking straight on from there.
- In the end forest just walk straight and a little to the right until you see Sam. The trophy should pop upon reaching him.

You Are Being Educated - 
Learned about the state of humanity... and "crowmanity."
At the very start of the game listen to the entire TV broadcast about crows. Then towards the end of the game right before the final train you should see a crow on your left, watching TV and talking. Stay here and listen to the entire thing for the trophy to pop.

Follow and be Damned - 
Met a most elusive Duke.
Near the end of the game everything is red and going crazy. After you pass the guy sleeping above you look to the left. There is a large Christmas tree/shrine/fountain thing with the crazy drunk guy sitting in it. Look down on the left side of this thing and there is a small statue that will pop the trophy when you look at it. You may need to get as close to it as possible if it isn't unlocking.

First Things First - 
Discovered a shocking tribute to PlayStationⓇ First.
In the final forest area with the lightning storm there is a very bright and shiny tree just to your right. Behind it on the ground is a PS1 controller that you need to look at for the trophy. It lights up when the lightning strikes so you may need to wait a bit before you can see it. You may also need to get as close to it as possible if it isn't unlocking.

Grave Story - 
Encountered a mysterious monument.
Right after the blue bridge and right before the train there is a grave to your left. Walk up to it for the trophy. You may need to get as close to it as possible if it isn't unlocking.

High Roller - 
Pressed your luck in the casino for 77.7 seconds.
Inside the mall is a casino/arcade area. It will be loud with slot machine and coin sounds when you are there. Just sit in here until the trophy pops.

Fearless - 
Charged boldly into the face of danger.
After the mall the world goes crazy and red. At the very end of this area a train is coming towards you. Just walk straight at it for the trophy.

Height in the Woods - 
Climbed the highest peak in the forest.
In the final forest area there's a rocky incline just barely to your left in front of you. The lightning makes it more visible but it's not too hard to find. Just head up this rock until the trophy pops at the top.