Improve ImageFont error messages #8813

Job	Run time
macos-14 Python pypy3.10	5m 2s
macos-14 Python 3.13	2m 24s
macos-14 Python 3.12	2m 6s
macos-14 Python 3.11	2m 23s
macos-14 Python 3.10	2m 21s
ubuntu-latest Python pypy3.10	7m 24s
ubuntu-latest Python 3.13	4m 17s
ubuntu-latest Python 3.12	3m 57s
ubuntu-latest Python 3.11	5m 39s
ubuntu-latest Python 3.10	4m 13s
ubuntu-latest Python 3.9	4m 12s
ubuntu-latest Python 3.13-dev free-threaded	5m 33s
macos-13 Python 3.9	4m 13s
Test Successful	1s
	53m 45s

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