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I think you guys are missing something: bare links automatically get descriptions if the links are within the SE Network.

Example: Require link text for hyperlinks in questions and answers by disabling automatic hyperlinking of bare URLs

Another example, from Stack Overflow: How can I filter a DataSource before applying it to a ListView

Well, I think it would be cooler to pull the text from the <title> element of the hyperlink's target page, and paste that as the description on the bare link.