I have Windows live messenger and I keep trying to add a contact and it won't let me.....but when that contact is chatting with me my info shows up on his computer.  In the dialog box it states that he isn't a contact and would I like to add him to the list..  When I try to do that it says he is already a contact.  I continues to show him off line when he is indeed on line because we are chatting.........So I start over by deleting him and re-adding him and it does the same thing...........

Try clearing your contacts cache.
   

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Originally posted by Sunshine
Exit WLM and delete the two contact caches (folders) corresponding with your
    passport in the following folders:
    %userprofile%\contacts
    %userprofile%\Local Settings\Application Data\Microsoft\Windows Live Contacts
    (fastest way to get there is to go to start > run..then type in the folders as i put them above)

    After that restart WLM and sign in again...now note that first sign in might take a little longer as WLM will have to get your contactlist from the server. How long it takes depends on the number of contacts you have on your list.

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Thank-you...........I am going to try both suggestions........you have been helpful............