Again, Jesus is clearly playing dumb for humorous effect. Jesus asks this question in the most off-hand way possible, playing dumb. The sentence doesn't even have a verb. This sense is lost in English translation where the verbs are added and, in the case of NLT, completely imagined. We must remember that Jesus's words were spoken, not written.
The two key nouns here, "image" and "superscription/inscription" only appear in this verse and the two parallels in Mark and Luke.
The word translated as "inscription" also means "title." The Tiberius silver denarius reads: "Ti[berivs] Caesar Divi Avg[vsti] F[ilivs] Avgvstvs" ("Caesar Augustus Tiberius, son of the Divine Augustus"). So the very title on the coin was blasphemous to the Judeans at the time.