I really like the way your big ol' stack of boxes looks. Looks very much like it could be a background object in a video game.. Either way, can't wait for you to show us your dirty boxes too~!

Probably final edit:

So unless anyone else has a burning critique on the tip of their tongue I guess I'll deem this finished (of course not perfect, but finished ;-;)

Thanks, I guess Iīll take another look at the legs and eyes, but the arm I just couldnīt seem to fit in without making it look very weird, so I chose to leave it behind the figure. (Maybe you could try?)
As for the outlines, I did that to be in line with Terraria, so here's an example sprite from the game.

So that's more of a style restriction, wouldn't normally do it like that either.
Here's the edited version:

(to be viewed at 200%)

First off, thank you for the edits, I feel like they really helped me identify my own mistakes. As for the pose, I was thinking about maybe animating this later so I think this is fine as for now.
I touched up on the skull a bit, thanks to yaomon17, you made me realise what felt off about my skull. Also redid shading in a few places and colours on the teddy bear.
Here's the edit:

I made this based on a drawing I made, I made it with 2x2 pixels in mind.
I've started meddling with pixels because of terraria, but I'd like to go in a different direction.
Some things about it don't feel quite right yet, maybe a lot of them.
Main difficulties were shading on the teddy bear and its colour palette (?), but I don't mean to say that the ghastly thing coming out of it is perfect

P.S. my first post here, be gentle?
or don't, whatever