So this is the Steam version, correct?
I'm still trying to figure out how these clothing errors keep persisting (if it's on the Steam version, then it probably has something to do with you deleting a piece of clothing and not saving). Anyways, to fix the error for now:
Right click Tailor Tales in your Steam library, select properties. Then go to the tab "local files" and click on "browse local files" and find this location:
Tailor Tales > www > img > pictures > Fashion > Completed
Duplicate any image in there and rename it to the missing filename. Start TT again and click on Outfits. If there's another error with another missing filename, keep repeating the steps to duplicate a file and rename it to the one that is missing. Eventually you'll have added all the missing clothes and the game will run again.
Basically, the game is looking for some images that were deleted, and you're adding 'dummy' images to get it to work again. I suggest deleting the pieces of clothing that were affected (you can tell which ones they are because they'll be using the image you had duplicated), unless you want to keep them.