I believe that Outlook's junk mail/spam filter is a learning filter. I believe you can tell it that message is spam/junk. I am not sure how "smart" it is at learning...thus, I don't know if it will "learn" by remembering the email address or it is smarter than that. It could be worth a try. Have you tried that?

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[soapbox] Backup good...no backup bad!! [/soap box]

I figured that might be the case. Plus, I don't believe that Outlook's spam/junk function is that bright. You could consider getting a third party spam filter program. Some supposedly work rather well. Personally, I don't both. My spam filter (aka the delete key) works just fine for me and it is cheap!

The best suggestion that I have, which you might already do, is maintain multiple email accounts. Have one that is your standard personal account that you only give to friends and family. Then have at least one other one that you use for websites, purchases, etc. When ever some entity asks for you email address, you the "junk" one. If you want you can use two junk accounts...one for more "reputible" sources that say you buy things from...and a second one for less reputible sources and for places that might make it more public (such as email lists or other services that might post the email address on the web in some form). I have operated this way for quite a while. While I do get some spam on my main email address, I don't get very much at all. I actually don't get a lot of spam on my "junk" account , but it is more than my main email address. I have another email address that I have used with a list server for years that has a public website archive of the messages...and it displays email addresses...this account gets literally about 100 to 200 spam messages a day. Fortunately, that email account runs on a service that run some spam filtering on the server...I generally don't like server side spam filtering...unless it just marks the supposed spam and allow me to sort it and then decide which I want to delete...which is the case for this email account. And it works rather well.

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[soapbox] Backup good...no backup bad!! [/soap box]