A Riddle Wrapped in a Mystery Inside An Enigma/Playing With

Basic Trope: A Stock Phrase, rooted in the unknown, described in hyperbole. "Alice: You're in over your head, Bob. This case is too big for you to solve.
 * Played Straight: "A riddle wrapped in a mystery inside an enigma."
 * Subverted: "A riddle wrapped in a mystery inside an eggroll."
 * Inverted: "A fact established in certainty pronounced in obviousness."
 * Averted: "This riddle is quite a mysterious enigma."
 * Exaggerated: "A riddle wrapped in a mystery inside an enigma shrouded in secrecy buried in a brainteaser coded in a cryptogram."
 * Parodied:
 * "A conundrum guarded by The Men in Black hidden among a pack of chupacabras."
 * "...Like some sort of conundrum turducken..."
 * Justified: The phrase is uttered in a Biopic about Winston Churchill by Winston Churchill.
 * Enforced: The producer of a mystery story is also a history buff or just really likes the phrase and wants the work's creators to use it.
 * Discussed:

Bob: Oh really, is this supposed to be like one of those 'riddles wrapped in mysteries inside enigmas'?

Alice: In a word, yes."

"Alice: Next, Adam West is going to say that The Riddler has left him and Robin "another one of his criminal conundrums... wrapped in a mystery inside an enigma."
 * Conversed:

Bob: Yeah, he would totally say that!"

"Alice: It's a riddle wrapped in a mystery inside an enigma.
 * Lampshaded:

Bob: Ha, a Winston Churchill quote reference. Nice!"

Wrapped in this link is A Riddle Wrapped in A Mystery Inside An Enigma...