A lot goes into the process of designing any type of clothing that is based off a already existing idea or media form.
For example I made a jacket based off of Alice in Wonderland and I am currently working on one based off of Disney. With both jackets I had to work on finding symbols that represent the ideals without them being too complicated. If a symbol is too complicated it might come out messy or not look close enough because of artist style. Or if it is too complicated it may overwhelm the jacket and take too much space.
On the flip side you never want to over simplify a symbol. If a symbol is over simplified it may be hard to recognize, either not resembling the original enough or not even getting the message across as to what it is about.
When I had to pick designs for my Disney jacket I had to find symbols that clearly symbolized Disney but weren't too difficult for me to replicate. The go to Disney castle is too difficult and intricate for me to put on a jacket so as a compromise and a way to still incorporate the Disney castle and the fireworks I used a Disney logo showed in some of the cartoon films.
Said jacket is available for purchase.
For my Alice In Wonderland jacket I had to draw the Cheshire Cat on the back. The Cheshire Cat is an extremely intricate and detailed character. He may not be extremely extravagant as a character but to paint he is rather difficult. I also want my jackets to have quality and they do not come off professional if I do a character too difficult for me and it ends up looking sloppy.
On top of finding symbols that are in my difficulty level I have to find symbols that will work well together on a jacket. Which is why I always do a preliminary sketch to decide which elements look good together.
I usually do digital sketches as well because it is easier to move elements in the jacket around to see how they look in different spots.
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