It won't let me upload pictures to my character gallery, but it says i have enough space left

Hmm. One of the images might be causing problems with the upload. Could you try uploading them one at a time this time and see if they upload (or if one particular one doesn't upload)?

There's been some images in the past that've looked fine as images but had corrupted data somewhere in them and don't pass validation checks on upload. That could be happening again. Either way, I'll try to get some better error messages up to explain what's going on.