I have mac.com, outlook.com & gmail. I have been trying to consolidate my personal domain emails that were on google apps and migrated it to outlook's domain services. I have to say that email w/ Outlook is better than Gmail in the web interface. I love how it manages mail. I really hate those stupid tags. I've been using gmail since the says when you needed an invitation and I still don't like tags. I like folders. Sue me. GMail has just gotten so cluttered. Those tab things make it even worse. Less ads in Outlook. No push from GMail in iOS native email.
BUT Outlook.com has some growing up to do as well. My 2 big issues:
* If using mac mail or any 3rd party mail app, you can not send mail as one of your aliases, only your primary. That is pretty eye-roll worthy IMO.
*Also, the Outlook calendar does not provide calDav support to use with iCal. But it works fine on iOS. I don't know why that is.
I would rather pay for better Outlook.com services/access than pay Google for my domain services, but I may actually have to go back to GMail if Outlook can't get this alias & calDAV thing corrected. Those are important to me.
My dream solution would be if Apple has domain services. But that won't happen.