The Right state: we find no faults to mention in the Left’s poem. The Left state: the Right’s poem simply re-states a famous creation by another of the Gentlemen of the Right.
In judgement: ‘taking lodging in clouds’ (kumo ni yado karu) does, indeed, sound most like something I have heard recently. Perhaps it is simply that, having heard a good phrase, the gentleman has reused it. Whatever the facts of the matter, it lacks novelty. The Left’s ‘brief span’ (shibashi mo hito ni) should win.
The Right state: does the Left’s poem really expresses the love of drifting clouds? The Left state: the Right’s poem is more suited to the topic of ‘Love and Smoke’.
In judgement: with regard to the Left’s poem, Lady Sagami’s poem from the Eishō Imperial Palace Poetry Competition: ‘Before I know it/In my heart, sky-bound/is my love’ (itsu to naku/kokoro sora naru/wa ga koi ya) would be a good prior example, but this poem inserts ‘drifting clouds’ (ukigumo ya), which is illogical. As for the Right’s poem, ‘To your dwelling will I drift and descend?’ (kimi ga yado ni ya wakite shiguren) sounds fine. Thus, and for this reason, the Right wins.