Okay, let's do this.
1) In Outlook, click on FILE and on the left side click on OPTIONS, ADD-INS and on the right side at the bottoms where it says COM Add-Ins in the drop down box click on GO. Find the Hotmail Connector and UNcheck it and click on OK.
2) Again, click on FILE, then on the right side choose ACCOUNT SETTINGS (and again, Account Settings if necessary). In the window that opens choose the Data Files tab. Delete any unused data files. NOTE - be sure not to delete your default data file (the one you use for your primary email account)
Close Outlook and then open it again. Let's see what happens.