Why do I keep getting asked for my keychain "login" password for each different application such as Apple mail, OS X, and address_book?
Thank you for the question. Here are a couple articles that you may find helpful with this issue.
OS X: Keychain Access asks for keychain "login" after changing login password
OS X Mavericks v10.9.1: Repeated prompts to unlock "Local Items" keychain
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