I've just installed PortableApps and installed Skype from that.
When I load Skype portable I see this window: http://i384.photobucket.com/albums/oo290/holygamer/Skype_zps9f562f82.png
Is this window normal? The Skype logo is not showing and when I move the mouse over the "Sign me in when Skype starts" link nothing happens so I can't click that link.
Anyway when I sign in I can close Skype from the tray. When I load it again it logs in automatically. However when I restart Windows it asks me to sign in and none of the details are prefilled.
I had the same problem in the above paragraph with the latest non-portable official Skype installation.
If a local install of Skype doesn't work on your machine, the portable one won't either.
Sometimes, the impossible can become possible, if you're awesome!
I'm having this exact issue.
I'm not on the default Administrator account which I usually am(and cant use)...