When I get e-mail with PDF attachment I get a message saying I must open only from trustworthy source. Then I click it open, but it won't open. So I click save, and it is saved to desktop where I can then open it with Adobe Reader. I prefer that Outlook automatically opens it with Adobe Reader when I click it just once. I have updated Adobe Reader from 9.0 to 9.3.2, and it still won't work,
My Outook automatically opens PDF attachments with Adobe Reader. I suggest that you completely uninstall Adobe Reader (from Add/Remove Programs), then reinstall the latest version again. That should fix any file association problems.
I have had the exact same problem, i use windows mail because my computer was unable to run outlook for a reason i can't remember and this is dead-set exactly the process i go through constantly. I have unistalled/reinstalled adobe multiple times.