Tonight I decided to vector the Old Man after looking at my drawings and becoming unsure in my final design. It didn't take too long to do so I think even now it shouldn't be too big of a deal that I've taken a step back.
I'll probably go for the one on the right over the one in the middle. I left the middle one in because that was the original design (which I liked) but I think it works better with the slight lengthening.
Also, I think I've come to a final design for the Little Girls face which I'll upload soon.