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Main Authors: Parasa, Niharika Sri, Diwan, Chaitali, Srinivasa, Srinath
Format: Preprint
Published: 2026
Subjects:
Online Access:https://arxiv.org/abs/2601.19273
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author Parasa, Niharika Sri
Diwan, Chaitali
Srinivasa, Srinath
author_facet Parasa, Niharika Sri
Diwan, Chaitali
Srinivasa, Srinath
contents Riddles are concise linguistic puzzles that describe an object or idea through indirect, figurative, or playful clues. They are a longstanding form of creative expression, requiring the solver to interpret hints, recognize patterns, and draw inferences to identify the answers. In this work, we introduce a simple pipeline for creating and evaluating analogy-based riddles. The system includes a triples creator that builds structured facts about a concept, a semantic mapper that selects attributes useful for analogy, a stylized generator that turns them into riddle clues, and a validator that collects all possible answers the riddle could point to. We use this validator to study whether large language models can recover the full answer set for different riddle types. Our case study shows that while models often guess the main intended answer, they frequently miss other valid interpretations. This highlights the value of riddles as a lightweight tool for examining reasoning coverage and ambiguity handling in language models.
format Preprint
id arxiv_https___arxiv_org_abs_2601_19273
institution arXiv
publishDate 2026
record_format arxiv
spellingShingle Riddle Quest : The Enigma of Words
Parasa, Niharika Sri
Diwan, Chaitali
Srinivasa, Srinath
Computation and Language
Artificial Intelligence
Information Theory
Riddles are concise linguistic puzzles that describe an object or idea through indirect, figurative, or playful clues. They are a longstanding form of creative expression, requiring the solver to interpret hints, recognize patterns, and draw inferences to identify the answers. In this work, we introduce a simple pipeline for creating and evaluating analogy-based riddles. The system includes a triples creator that builds structured facts about a concept, a semantic mapper that selects attributes useful for analogy, a stylized generator that turns them into riddle clues, and a validator that collects all possible answers the riddle could point to. We use this validator to study whether large language models can recover the full answer set for different riddle types. Our case study shows that while models often guess the main intended answer, they frequently miss other valid interpretations. This highlights the value of riddles as a lightweight tool for examining reasoning coverage and ambiguity handling in language models.
title Riddle Quest : The Enigma of Words
topic Computation and Language
Artificial Intelligence
Information Theory
url https://arxiv.org/abs/2601.19273