Again, Crowley from Pratchett and Gaiman's "Good Omens"... You might find it hard to recognize him here, but there were a few sentences in the book telling about how there used to be demonic horses in hell back in "the bad old days of the Middle ages", which he used to hate (both the ages and the horses) and fall off them all the damn time. So I decided to paint medieval demon Crowley wearing the silliest possible demonic medieval clothes and a typically medieval haircut right after falling from such a "classic" medieval demonic horse, with all hell laughing at him.

Thus making him prefer the 20th century over anything else and never even try to resemble a classic demon. Yeah, I know it's full of mistakes,but it was all for the sake of the concept.