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- I think the joke behind "Aseri" is that the character 焦 can be pronounced as "Kogasu" – which sounds like "Kogasa".
- As for "Oogasa", the "Ko" in Kogasa that makes her "Little Umbrella" means small. Switching to "Oo" makes it big – thus, "Big Umbrella".
- Now, I'm just guessing for the cloudy one. But this might be a joke on the full word for a western umbrella, "Koumorigasa". Here, it is replaced with "Kumorisora".
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