Configuring preferences and options in Outlook.com
@Juan said
everything on Microsoft/Outlook end has been properly settled
1 -- Are you able to forward from your outlook.com account to an address other than Reamaze? e.g. A GMail account?
2 -- Are you able to receive a plain email at Reamaze when just Sent from your outlook.com account? i.e. Not forwarded?
3 -- Are you using the Outlook Web account forwarding? (File -> Settings -> Mail -> Forwarding and IMAP). Or a Forward/Redirect Rule?