@ wdd
I suggest you check your account's filtering settings as these may contribute to your issue. Please see the following solution articles for your guidance:
Not receiving e-mail from contacts
http://windowslivehelp.com/solutions/settings/archive/2009/02/18/not-receiving-e-mail-from-contacts.aspx
How to set or change reply address
http://windowslivehelp.com/solutions/settings/archive/2009/03/03/how-to-set-or-change-reply-address.aspx