Conversation so far:
Who was Gildas?
Gildas was a 6th-century British monk.
Why did Gildas condemn his contemporaries?
Gildas' contemporaries, both secular and religious, are condemned because he blames them for the dire state of affairs in sub-Roman Britain.
What did Gildas say about Maelgwn Gwynedd?
Gildas says that Maelgwn Gwynedd is the dragon of the island and goes on with a litany of moral accusations.
Why was the description of Maelgwn as a dragon an appropriate description?
The Isle of Anglesey was the base of power of the kings of Maelgwn Gwynedd, so describing Maelgwn as the 'dragon of the island' is appropriate.
Why did Gildas make these condemnations against five kings?
The reason for Gildas's disaffection for these individuals is unknown.
Was there any speculation why Gildas made these comments against the five kings?
That Gildas chose only the kings associated with Maelgwn Gwynedd's pre-eminence suggests a reason other than his claim of moral outrage over personal depravity.
What suggests Gildas' claim of moral outrage and personal depravity was not the only reason for his condemnations?
Neither outrage nor a doctrinal dispute would seem to justify beginning the condemnation of the five kings with a personal attack against Constantine's mother.
What was pre-eminent about Maelgwn Gwynedd?
Maelgwn Gwynedd held a pre-eminent position among the Brythonic kings in Wales and their allies in the Old North along the Scottish coast.
Are there any other interesting aspects about this article on Maelgwn Gwynedd besides Gildas' condemnations?
Maelgwn Gwynedd may have died due to Justinian's Plague.
What moral accusations are levied by Gildas against Maelgwn?
Gildas describes Maelgwn Gwynedd as opposing the saints, as the latter broke his monastic vows and returned to being a monarch.

Question: When did Gildas make these accusations?
Self-contained rewrite: When did Gildas make these accusations against Maelgwn?