I'm using Outlook from Office:mac 2011. Every time I type "I" and a single apostrophe in a plain text email, Outlook wants to capitalize the next letter and stop accepting input as soon as I enter a space. 
For example:
  • typing I'd becomes I'D
  • typing I'm becomes I'M 
This actually happens no matter what letter (or how many letters) come after the apostrophe. For example:
  • typing I'x becomes I'X
  • typing I'fgggs becomes IFgggs
In all cases, as soon as I finish the word with a space, that first letter after the apostrophe becomes capitalized and Outlook stops accepting any further typing. I have to hit Command-Z to undo this auto-formatting to allow me to keep typing. Note that this only happens with Plain Text emails and does not happen with HTML emails.

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