How do I implement SSL to a cloudapp subdomain?

I am trying to add SSL to http://myserver.cloudapp.net (server name changed for security) however, when I try to get an SSL cert it tells me that cloudapp.net already has a certificate . How can I add an
SSL cert to a subdomain?

Since you don't own cloudapp.net domain (Microsoft owns it), you can't really get an SSL certificate.
One thing you could do is create a self-signed certificate and use that. Otherwise you can purchase a SSL certificate for a domain which you own and point your domain to this cloudapp.net domain of yours. You may find this link useful for that:
http://azure.microsoft.com/en-us/documentation/articles/cloud-services-configure-ssl-certificate
Hope this helps.

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