Pragmatics is related to language use in context. A single sentence can have different functions in different contexts. Hence, the meaning is the same as function and the function does not exist out of context; however, the type of sentence has a decisive role in inferring the right meaning. The interrogative sentence in Persian language has two types of rhetorical and non-rhetorical questions. The aim of rhetorical interrogative statement is to convey the message indirectly and more effectively. Qeysar Aminpour has employed interrogative statements in various and different ways in his five poetry books. The questions mentioned in each poetry book are the results of the poet’s social circumstances and his intellectual-emotional perceptions. By moving from the first period to the third one, the questions become more contemplative and realistic in terms of quality and intellectual aspects. Therefore, by investigating the intentions behind interrogatives based on time process, the intellectual-emotional metamorphosis of the poet can be recognized. Most of these intentions include: 1. Astonishment, 2. Doubt, 3. Criticizing, 4. Hope, and 5. Desperation. Astonishment in Qeysar’s poems moves from certainty in revolution and war goals to astonishment in self-discovery and achievement of the goals. His doubt is basically related to third period due to his astonishments including belief, pragmatic and realistic aspects. The most important intellectual-emotional metamorphoses of the poet include: 1. From certainty to uncertainty, 2. From utopia to real life, 3. From individualism to collectivism, 4. From attitude to insight or from observation to contemplation, 5. From winning the war to victory over the war, and 6. From despair to hope .