Question about Outlook Express

Usually, when i go to "oulook.com" I'm redirected to a completely blank page with the URL: https://pod51034.outlook.com/owa/?hm=1&f=255&MSPPError=-2147205086  and when i AM able to get the page to open somehow, I get an error saying that my account username doesn't exist. When I am somehow able to log in and try to go to ‘Mail’ (or ‘outlook.com’, as it is sometimes designated), I get the same, blank page and URL. this all started today right after i opened Microsoft outlook for the desktop on my computer for the first time. I skipped the "add account" option.  After that i went to try and log into my account online (rather than using the email app on my Window 8 start menu) and when i encountered not being able to get logged in, suddenly i had a SECOND, IDENTICLE account with the same UN [i'll refer to this account as “OUTLOOK”] tied to my window 8 email app as the default windows account (the one you can't erase) and the FORMER primary one was simply just an added account [I’ll refer to this account as “CLEVELAND”—it is the Hotmail account that I was assigned by my school upon entering with the UN *** Email address is removed for privacy ***]. Not only that, but when i email my hotmail account from, say, gmail, it shows up in “CLEVELAND” only, and not “OUTLOOK” and when I email myself on OUTLOOK (remember CLEVELAND and OUTLOOK show up in the apps ‘settings>Accounts’ section as having the SAME UN), it shows up in CLEVELAND saying it is from: “*** Email address is removed for privacy *** on behalf of Derrick Dube”. 

Finally, after all this, when I try to “Add Account” on the desktop outlook app, it says it cannot locate the server.

All the while, CLEVELAND somehow still sends and receives messages just fine, but I would like to 1)have access to my online account 2)be able to sync my outlook desktop program with my Microsoft account and 3)consolidate CLEVELAND and OUTLOOK.

(Note: This wasmy first time accessing my email from online rather than my windows 8 app since about the time I got my computer months ago, and the first time opening Outlook at all)

Hopefully these details are adequate enough for someone to know what exactly is going on and help me out on this.

I can post screenshots to this if it will help.