With his exceptionally explicit and startlingly revelatory Sonnet 144 William Shakespeare addresses head on the fact that his mistress and his lover are certainly friends, and that he suspects – rather strongly, we get the impression – them to be so with benefits.

By identifying the man as 'right fair' and contrasting him with a woman who is 'coloured ill', he confirms what we have long thought to be the case: this is a constellation that has turned triangular, and it involves these precise three individuals, the poet, his younger male lover, the Fair Youth of the first 126 sonnets in the collection, and the Dark Lady around whom 25 of the remaining 28 sonnets revolve.

This rather puts paid to the suggestion espoused by some scholars that these sonnets can or let alone should be read in isolation, that no narrative of any kind should ever be deduced from them, or that they may have been written to and about any number of lovers of any gender over the period of their composition. What Sonnet 144 shows beyond anything that might still be considered reasonable doubt, and much in line with Sonnets 33 through 42 in the Fair Youth section and Sonnets 133 and 134 in this, the Dark Lady section of the collection, is that these two groups of poems overlap, that they concern themselves with the same 'two loves' of Shakespeare's, and that our poet is profoundly disturbed by the fact that, as he sees and presents it, his mistress has seduced his young man.

With his uncharacteristically lighthearted Sonnet 143, William Shakespeare plants a picture in our minds of the poet as a crying toddler placed on the ground while his mother is running after a wayward chicken, and expresses his hope, not unreasonable in the imagined circumstances, that the mother, once she has caught the bird she's chasing, will come back to him and comfort him with her affection and her love.
It's an unusual simile to say the least: not because it is complex or difficult to visualise – in fact the opposite – but because it departs from virtually all and any traditional or even just, one might argue, advisable comparison for a lover to invoke: rare is the Lothario who impresses his mistress by likening himself to her babe. And it continues to expressly accept the fact that this woman has other men whom she actively pursues. In this case, it would appear, one particular other man, who in this oddly farcical setup is assigned the role of the runaway cockerel.

With Sonnet 142 William Shakespeare picks up on the notion of 'sin' employed in the last line of the previous sonnet, and now juxtaposes this sin or sinful love of his for his mistress with her supposed 'virtue' in rejecting this love for being sinful, while simultaneously undermining any suggestion that she is in fact virtuous by asking her to just take a long, hard look at herself and her own behaviour, from which she will readily recognise that it is just as bad, if not in fact much worse.

The sonnet thus continues the poet's double-edged approach to wooing his mistress, by on the one hand expressing his wish to have sex with her, while on the other hand also mildly rebuking her for having sex with other men, or, to be more precise, while refusing to be rebuked by her for wanting to have sex with her, when she herself is liberally sleeping around.