Q: Someone I regularly email has asked me not to use one particular email address, but it keeps reappearing in my previous recipients list, and is always the first address to appear with that name. How can I blacklist that email so I don't accidentally

It may be syncing through iCloud. However, I couldn't find a way to edit it on iCloud web site.

I'm not sure how to force it.

You have implied but not explicitly stated that you deleted this address from the Previous Recipients list.  Have you explicitly done so?

If not, in the Mail app, use the menu to get to Window > Previous Recipients, find the address and select "Remove From List."

Are you emailing from another device too? Such as an iPhone, iPad or what not?

If so, are they replying to you asking not to use that email address? If so, then it's quite possible that it's being added back to that Previous Recipient list. So you'll have to remove it from all devices.

KOT

Please delete the address from Previous Recipients, then quit and relaunch Mail. Does the address reappear?

Back up all data before proceeding.

This procedure will unlock all your user files (not system files) and reset their ownership, permissions, and access controls to the default. If you've intentionally set special values for those attributes on any of your files, they will be reverted. In that case, either stop here, or be prepared to recreate the settings if necessary. Do so only after verifying that those settings didn't cause the problem. If none of this is meaningful to you, you don't need to worry about it, but you do need to follow the instructions below.

Step 1

If you have more than one user, and the one in question is not an administrator, then go to Step 2.

Triple-click anywhere in the following line on this page to select it:

sudo find ~ $TMPDIR.. -exec chflags -h nouchg,nouappnd,noschg,nosappnd {} + -exec chown -h $UID {} + -exec chmod +rw {} + -exec chmod -h -N {} + -type d -exec chmod -h +x {} + 2>&-

Copy the selected text to the Clipboard by pressing the key combination command-C.

Launch the built-in Terminal application in any of the following ways:

☞ Enter the first few letters of its name into a Spotlight search. Select it in the results (it should be at the top.)

☞ In the Finder, select Go ▹ Utilities from the menu bar, or press the key combination shift-command-U. The application is in the folder that opens.

☞ Open LaunchPad. Click Utilities, then Terminal in the icon grid.

Paste into the Terminal window by pressing command-V. I've tested these instructions only with the Safari web browser. If you use another browser, you may have to press the return key after pasting.

You'll be prompted for your login password, which won't be displayed when you type it. Type carefully and then press return. You may get a one-time warning to be careful. If you don’t have a login password, you’ll need to set one before you can run the command. If you see a message that your username "is not in the sudoers file," then you're not logged in as an administrator.

The command may take several minutes to run, depending on how many files you have. Wait for a new line ending in a dollar sign ($) to appear, then quit Terminal.

Step 2 (optional)

Take this step only if you have trouble with Step 1, if you prefer not to take it, or if it doesn't solve the problem.

Start up in Recovery mode. When the OS X Utilities screen appears, select

          Utilities ▹ Terminal

from the menu bar. A Terminal window will open. In that window, type this:

res

Press the tab key. The partial command you typed will automatically be completed to this:

resetpassword

Press return. A Reset Password window will open. You’re not going to reset a password.

Select your startup volume ("Macintosh HD," unless you gave it a different name) if not already selected.

Select your username from the menu labeled Select the user account if not already selected.

Under Reset Home Directory Permissions and ACLs, click the Reset button.

Select

           ▹ Restart

from the menu bar.