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Oh crap, I just saw James Rolfe talk about this for his monster madness videos.

Tales From The Darkside!

Yes, you've discovered my inspiration for this pick. It's indeed indeed Tales from the darkside.

Ops! I used the italian title! ('cause I'm italiano) 

What now, Buckethead?

_

Sorry I didn't realize they are the same movie. I guess you are the winner TheFrighter 

Haven't had time to grab a new screenshot but here's a hint:
The movie has different segments and the screen is part of the last ( and best) segment

Nope it's not a Nighmare on Elmstreet (or any of the sequels or reboots)

Yes I recognized the distinct color scheme in this segment.

For the next one, let's get straight back to horror:

The ballad of Buster Scruggs?

Yes it is. I was afraid no one was going to guess it.

The eerie close ups really stuck with me so it was an easy guess.

I'm not sure which movie to post now so I decided on this really easy one:

Is it Inland Empire?

Looks like Telltale

It does, but it is not.

Fear the Walking Simulator?

Well, there is lots of walking involved in the game. It was originally made for Xbox One Kinect


By the way, the game has a strong connection to the previous game.

Here's another screenshot:

Thanks!

Next one:

It's Deadly Premonition or Red Seeds Profile in Japan. A game very dear to my heart, I own it on Xbox360 as well as PC.

Is it Birthmarked?

[What does Santa suffer from if he gets stuck in a chimney?]

Christmas crackers are mostly just very bad puns, atleast in my experience. Here's an example:

What does Santa suffer from if he gets stuck in a chimney? Claustrophobia!

One-eyed monster sounds like a pretty movie as well

Um, depends on your definition of pretty, I suppose...

Whoops I meant to say that One-eyed monster sound very similar in tone as Poultrygeist. I forgot the words "over the top"

Yes it's Poultrygeist

One-eyed monster sounds like a pretty movie as well

it is... Ron Jeremy but it's not Orgazmo.

Ben X tried to bamboozle us all but little did he know that the making of is all I have seen of the movie anyway.



The link to the previous movie is that a lot of hard work went into it as well.

PS: hard work is not a pun here, it's not a porno

[kubo and the two strings]

I have not seen it but it's a movie called: kubo and the two strings. I'm not sure if the shot is actually in the film but I looked up stop motion films a few years ago after seeing Coraline and Box Trolls. The animator in the shot does indeed remind me of James Rolfe but I don't think it's him.

You are correct. I suppose you didn't like it much as you only watched a few episodes? I think it's a pretty special show with lots of laughs but also sad and hard hitting bits. It's such a weird mix of the two.

Here's another screenshot. As you can see the show is not actually in black and white. Only the first part of the second season is.