Love the style - both conceptually and in execution, it reminds me a lot of Paula Rego's work. The way you did the eyes, I think, is what really recalls that painting - they look very open, convey feeling well. I enjoy the concept, but the way you put the weapons in there, they kinda just look like they're lolling overtop the picture. Honestly it took me a second to realise why they were there - you generally would imagine a shotgun laying horizontally along a shelf under the counter, and it really doesn't make sense hanging across the corner.
Also, definitely work on your proportions. You seem to be getting across the gist of the figure, but the work lacks specifics. For example, in the front figure, the neck just kind of drops off into the hoodie - you've got straight downward strokes where there'd be more of a plane change. I like the self portrait, but be careful when doing hair - instead of making a bunch of strokes that just end up looking messy, maybe try bunching bits and pieces of the hair and beard into pieces of color and tone, otherwise you've got that scratchy feel that actually makes it look a bit more cartoony. Nice work, keep it up.
Socks are essentially glorified wooly wang covers.