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I'm not looking to block senders, I'm looking to block recipients. For instance, I've occasionally hit Reply and written an email to an address of the type do-not-reply@domain.com, no-reply@domain.com, or bounces@domain.com, and then wondered why I never got a response, only to see that they require responses through a web form or something.

There are also some addresses who might be CC'ed on a message, but who I would never want to reply to, for instance.

I'd like to make a filter for addresses like this, so that if I try to send to them, it either aborts and moves it to the Drafts folder, or it gets redirected to myself, etc.

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How about a label ("dev/null" perhaps), using a high-contrast color, to which all inbound mail from these sorts of addresses would get added to? It's not blocking, but it would probably get your attention. – Al E. Oct 28 '11 at 16:53
I've once accidentally misspelled someone's email address and now gmail always offers the wrong address first, I also want to block recipients! – domotorp Feb 8 at 17:02
@domotorp I did that too, so I renamed that new contact to "NOOOOOOOOOOOOOO" – endolith Feb 8 at 17:33

Filters apply to incoming mail, not outgoing. So as of now - you can't do anything to prevent yourself from replying back to these.

The closest you can do is create a label titled "do-not-reply-to-these-mails" which is bright red in colour as a reminder

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You could also write a time triggered google apps script that checks the recipients of recently sent messages and send you back a warning message if there is any on your 'blacklist'. This solution, however, wouldn't stop you from sending messages.

Here's an example of a script accessing sent emails.

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