I will start with saying I don't have kids, but I do stockings for my husband and his father, who are basically two big kids sometimes anyway.

I will probably have some duplicate items on my lists.
My husband still gets a lifesaver book in his stocking

He used to get them as a kid and was so sad when his aunt stopped giving them that I restarted the tradition.
Multi use tools (think leatherman but generic) may be good for older males (OP your son was 16ish right?). I also got hand and foot warmers in 6packs for $2 in Walmarts hunting section for FIL. Food ideas will be single serving chip bags, nuts, pez dispensers, favorite candy (big box for $1). My husband will get some toys like legos in his as well.
Other ideas are cute hats, gloves, etc, ornaments (my mom gave me a lamb every year), cookie cutters, Altoids, key chains, LED flashlights
LOVE the ideas of jerky and duct tape, both of those are going on my list!