Are you sure it is the TFM file that is out of date? Or might it be a PK font?
No, it is a (postscript) font I'm creating myself, so there is no pk-file. I'm having the same trouble again this morning: edited pfb-file, saved, new file is used in pdftex testfont, Context is still using the old version.
you can use kpsewhich to see what font pdftex finds first, it's probably a file search problem (did you run mktexlsr?)
Hans
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