My image is of Donald Trump wearing an orange jumpsuit and is called 'Orange is the New Black'. It is a not-so-subtle comment on Trump's criminal prosecution. The title can also be read as a pun on the issue of racial discrepancies in the American criminal justice system. The sign posts suggest that Trump will get a lenient sentence. Trump probably wouldn't go to Riker's anyway, but the purpose here was to make a point. This is in imitation of Eustace Tilley, the mascot of the New Yorker.
I played also with a portrait of Lady Gaga, quintessential New Yorker, in the style of Malaika Favre.
Above are my experiments with the thumbnails and the background, which was painted in Procreate using the watercolour brush. After this I played with the colour and form of Trump's face.
New Yorker Cover
Published:

New Yorker Cover

Published: