WordPress.com has ‘Always use HTTPS when visiting administration pages’ option for secure login connection.
Once you’re logged into your WordPress.com account:
My Account (top left hand corner of your screen) > Edit Profile > Personal Options > Browser Connection > Select ‘Always use HTTPS when visiting administration pages’ > Click on ‘Update Profile’ button at the bottom.
The following video and more information can be found at:
http://faq.wordpress.com/2008/09/15/enable-https-screencast/
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