I guess I'm just going to put this here for the lulz
These are my interpretations of characters from my high school era D&D story that I created and DM'd. The four heroes on the front are characters of my players. Pretty generic formation : Grumpy (and ultra unlucky) blonde human fighter with 80% bad roll chance, Half-elf druid, assasin creed-wannabe halfling rogue, and a self-proclaimed genius and hyper-confident halfling sorcerer yet his comrades always pretend to ignore him albeit his high charisma score.
Faces in the back are NPCs : Moustached cynical commander, half-Japanese wizard with extraordinary katana skills, and the three-eyed octopus guy--the villain, of course.
Last minute entry
Just for fun
Might make another one like this later
EDIT: Tweaked the picture a little bit