Forward Multiple Email Accounts to Outlook.com

I have a gmail account as my personal and a crappy work email.  I currently have my work email forwarded to my gmail account because I can automatically apply a label that shows me the difference between personal and work emails.  I just bought a windows RT tablet and I am extremely disappointed that I cannot sync my google calendar and contacts etc... so I was thinking of trying the outlook.com email.  I am sure it will be easy enough to pull from both of my clients so my questions is:  Can I automatically label my incoming emails from either account to distinguish which is addressed to my gmail and which to my work email?  Also, is there any possible way to sync my calendar?  I have a program I use from work that will only sync to google calendar or quickbooks.  I need this and I would like my events to be all on one calendar.  I do not want to keep an outlook and google calendar on my phone or tablet.