I started this Homemade Jack Skelllington Costume with a black and white striped suit, added a button up long sleeve shirt. The face and hair paint were the hardest - have a 7 year old sit still for that long!
I did make a head piece for Jack but my son didn't want to wear it - so we painted his hair instead. Lots of white and black make up - in the classic Jack face. White gloves and the iconic Jack 'bat tie' finished it off.
I found a cat headband and a bat head band and cut them apart and sewed them together, added some stripes to the wings and that was it! Hardest part was finding the suit and the painting. Made the whole thing for under $30.
This year my friends and I decided on being Lock, Shock, and Barrel from Tim Burton's 'Nightmare Before Christmas'. Always been an advocate for creating my own costumes, opposed to store bought... spent the better part of two and a half weeks making them, and I feel they came out pretty successful.