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Summary
http://www.courses.fas.harvard.edu/~chaucer/canttales/sirthop/hoccport.htmarchive copy at the Wayback Machine
Portrait of Chaucer by Thomas Hoccleve in the Regiment of Princes (1412). Hoccleve claimed to have personally known Chaucer. Although this claim cannot be proven, the fact that many of Hoccleve's intended audience of courtly patrons would have seen Chaucer argues for Hoccleve's intention to provide an accurate portrait. From London, British Library, Harley 4866, f.88.
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http://www.courses.fas.harvard.edu/~chaucer/canttales/sirthop/hoccport.htm
Portrait of Chaucer by Thomas Hoccleve in the Regiment of Princes (1412). Hoccleve personally knew Chaucer, so the portrait is probably reasonably accurate.
Captions
Portrait of Chaucer from a manuscript by Thomas Hoccleve, who may have met Chaucer
Portret van Chaucer uit een manuscript van de dichter Thomas Hoccleve, die Chaucer gekend zou hebben, waardoor dit het best gelijkende portret van Chaucer zou kunnen zijn.