No doubt at all that Imam Hasan (AS) and Imam Husain (AS) are the two masters of all the youth in Paradise. This fact has been mentioned in many Hadeeths in Sunni and Shia books. The Hadeeth states also : Their father is better than them وأبوهما خير منهما. Al-Mustadrak ala al-Saheehain by al-Haakim al-Nisabori , V.3, P.182.
All believers in the Paradise will be young even if they dies in old age. There will be no old age in Paradise. The masters of all in the Paradise will be the Prophet Muhammad (SAWA) being the Best of all creatures, then Imam Ali (As) as it is mentioned in the Hadeeth, then Imam Hasan (AS) and Imam Husain (AS).
This is a thoughtful question that shows reflection on the historical account.
Insofar as there is no answer mentioned in history books, it is not possible to give an answer.
If I were to guess, perhaps it would have aroused too much suspicion to bring water, or perhaps it was an emotional and sudden moment and he was not thinking about things, or perhaps some other reason.
Yes, it is mentioned in many narrations that Imam al-Mahdi (AS) will martyred and Imam Husain (AS) will pray his Namaz e Janaza. (Biharul Anwar , volume 53, page 103 and Al-Kafi 8:250)
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