My mates Hotmail account doesn't see my e-mails

My mate has a hotmail account and over the last year or so he does not get emails from me sent from my bt account. 
I started sending him emails from my works email address and he gets these no problem including attachments.
He lives 30 miles away and is not very computer literate so before I try and explainto him how to view his settings and try and make changes, I wondered if anyone else has come across this problem.
I do not get a return message telling that there is a delivery failure so I assume he is receiving them, just not seeing them in his inbox. I have spoken to him about the spam folder but he tells me there are no emails from me in there either.
Any help / advice to point me in the rigyt direction would be helpful
Pete

I have both hotm,ail and bt accounts and don't have a problem
try checking your friends emal settings  http://bt.custhelp.com/app/answers/detail/a_id/44917/~/bt-email%3A-what-are-the-settings-for-outgoin...
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