I sent a reply to my friend through Hotmail to his two different IDs. One is official and another personal. A screen appeared to save the email IDs with smart text boxes where IDs were already present and few empty boxes where I suppose to enter the name of my friend.
Just to check what error does Hotmail gives, I entered same name for both the addresses to save in my list. And to my great surprise it gave me an option to combine the email IDs. Also it moved the personal ID under Personal email Address heading and another under Official email Address header. That was done very intelligently. It made me happy :)
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