Meet Deyr. Whenever I've thought about doing some sort of fantasy story, she's always been there. Deyr is that character that was never good from the get go. A mind flayer with a sultry disguise, no one but her knows what her true intentions are.
Going with the mind flayer motif, I decided to have her hair fall into 4 tentacle-like sections, gave her the eye(s) of an illithid, and put a brain in the background. I also put a psuedo-illithid in Deyr's hair.
Done with a brand-spankin new Wacom 4"x5" and CS2. Approximately 4-5 hours.