I am not sure but it feels like the web skype is somehow not in sync with ohers sometimes.
For example, when I change avatar in web skype, only some people see the new one. To make everyone see it, all I have to do is to start the normal skype client. Just start it. nothing else.
Same with avatars of other users actually - there is a friend who changed his avatar, and I see the previous one. When I open web.skype.com or use miranda, I see the old avatar. But when I open normal skype, I see the updated avatar.
:/ not sure but it seems like this is microsoft's fault; not the plugin's.