When I was a kid I really loved Harvey Comics (Casper, Richie Rich, Hot Stuff, etc), so this is my homage to them.
The figures were drawn in pencil, inked with a pen and then scanned and colored in Photoshop. The text and various graphic elements were created in my ancient copy of Freehand (which I have since put out to pasture and replaced with Illustrator) and imported into Photoshop where everything was assembled.
Then after I got everything looking just so, I had fun messing it all up by adding dirt, tears and aging effects to make it look like a 30 year old comic that someone found in their attic.
Wow, can you believe there was a time when comics cost 15 cents? They cost $4 now!
Here's the original penciled and inked drawing of Richie and friend. I drew these before I had a graphic tablet, so if I was doing them today I would just draw them right in Photoshop. As you can see once they were scanned in I resized and repositioned them to better fit the cover.