A flashback occurs where the character mentions something that is only funny due to the irony of how it conflicts with their present character. For example, Alice is an expert chess player and Bob is always looking for work. A flashback has Alice telling Bob she's considering taking up chess but doubts it's her game, and Bob expresses optimism over being able to find a new job quickly. Compare Hilarious in Hindsight, which is the non-in universe version of this Trope. See also Irony, Futureshadowing and It Will Never Catch On. Examples of Hilarious in Flashback include:
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