can you simply walk to the machine and create this user account on it, and make them a member of Local Admin? Or do you specifically want the domain permissions to apply?
If the user with roaming profile is trying to delete something from his "My Docs", it would not be in recycle bin on his local machine.The profile is cached on the server.
This could be a permissions issue, or you may try to explicitely redirect "My Docs" to the server.
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