Damn, that sucks! Unfortunately I can't do much to help out as I'm the same size but with longer legs and larger feet, so anything I could help out with would be much too big.
I would definitely look into churches and homeless organisations for clothes. Do some searches in the area or find some helpline numbers for homeless resources and see what you can find. There must be options out there and he does qualify as being homeless. Also right now, if anything is better than nothing, with pants you can use a belt and fold them up at the bottom, and shirts can be a little baggier until he finds his feet.
Also, just a thought, but see if there's any transgender resources out there. I was discussing this issue with some people from group recently when we realised that we had either feminine or masculine clothing at home still that we no longer had any need for but hadn't thrown out. So we started thinking about sharing that clothing with each other. So that could be an option too. I know you said it's a close minded community but there may be some resources out there. If you gave a rough indication of the area, maybe people here might be able to help out too.
Best of luck!
