Apparently Fritz 6 supports this.
chess-software-to-allow-for-manual-analysis-of-a-game
Inserting diagram into comments
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Jul 23, 2010
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#2
This featuer just rocks. Would love to see the ability to add more visual cues, such as arrows and ability to color squares. That way we can even better make our point in a diagram.
thanks for all the cool chess.com featuers.