Earlier quoted context omitted.
I'm slightly confused...you think the multiple users RDPing into it will cause an increase in cost if you go 100% legit? The price of the windows OS is priced into the Azure hosting costs. Windows vms are a bit more expensive than linux ones for this reason.
Remote Desktop on Azure is a bit of a licensing nightmare. See this [1] old blog post: > Effective January 1, 2014, Volume Licensing customers who have active Software Assurance on their RDS User CALs are entitled to RDS CAL Extended Rights, which allow use of their RDS User CAL with Software Assurance against a Windows Server running on Windows Azure Licensing costs for Remote Desktop Services (not Azure RemoteApp)…
EDIT: Oh i see, ONLY administrative stuff if you need more than 2 users.