Exchange server Bounceback

I have an exchange server we host at my location. My nameservers and dns manager stuff is set up at my go daddy account. I have about 300 users who are fine with E-mail. My dillema is this; I have 1 certain user who is not able to e-mail 1 particular individual in another location, different domain, not affiliated with us. He can e-mail others at that domain with no issue. The individual he is trying to E-mail is getting mail fine and has no issues. My account as well as others can E-mail that certain individual in the other domain. Each time we try to e-mail him from our location on this certain user account we get a bounce back from stating a problem occurred.

Diagnostic information for Administrators:

Generating Server:

#<#5.0.0 smtp; 550 Error:contenet rejected>##

Any help would be appreciated.
Who is Participating?
Tony GiangrecoConnect With a Mentor Commented:
Smtproutes is GFI. Have you logging in and ran an email reject report to see if any other email is being rejected?
James HConnect With a Mentor IT DirectorCommented:
Have you tried to send that same email with the same content to that person. Something is flagging his email and their content filter is rejecting it.
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