If an email is sent to you and the senders email address has been spoofed, if you click reply the address changes to a fake email address. How do I monitor exchange logs to say if the "From" field in the email email is not the same as the "Return-path" field then alert me ?

X-Sender-Id - This is the real sender

The "Reply To" header is presented to the end-user but the actual reply goes to a field called "Return-Path" 

Return Path: This field is what the mail server would use if the end-user chooses to reply to sender

From: This is address from someone you know \ trust, the email address of the impersonated sender.


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Most providers check the account with the sender address, and disallow if the sender address dosn't match with sender. Try if you have a setup box network, to use your provider network smtp server without authentification on smtp 25 port, and most of time the mail can be sent. But with that method, many receiver servers will tag directly this mail as spam/dangerous. You can try that directly in your message tool (outlook,...) it s the same behavior as you code.

You are trying to use the 'fake from' address to actually send the email which isn't what you want to be doing. You just want to 'spoof' it and make the recipient think that the email came from a different address. You do that by defining the sender details in the message body.

You could do it e.g. by smtpd_recipient_restrictions. There are several tests for detecting fake and invalid domains and hostnames in both sender and recipient address, and HELO hostname:

On the other hand the IP address spoofing sender domains may already be blacklisted on some DNS RBL, and you could decide to add some blacklists with reject_rbl_client. This particular IP seems to be only blacklisted in Servicesnet:

But well, if you aren't supposed to receive mail from South Korea, you could use this list. On my personal mail server all Chinese IPs are rejected with 550 Thank you for supporting Free Tibet., because I receive nothing but spam from China. (And that's not even close to the most rude example from my check_sender_access list.)

In the attachment, there is "Header from" field pointing to an appropriate (trusted) sender, but the "Client" field displays unwanted and potentially dangerous sender. If there a method to block such fake senders?

In Microsoft 365 organizations with mailboxes in Exchange Online or standalone Exchange Online Protection (EOP) organizations without Exchange Online mailboxes, EOP includes features to help protect your organization from spoofed (forged) senders.

When it comes to protecting its users, Microsoft takes the threat of phishing seriously. Spoofing is a common technique that's used by attackers. Spoofed messages appear to originate from someone or somewhere other than the actual source. This technique is often used in phishing campaigns that are designed to get user credentials. The anti-spoofing technology in EOP specifically examines forgery of the From header in the message body, because that header value is the message sender that's shown in email clients. When EOP has high confidence that the From header is forged, the message is identified as spoofed.

Email authentication: An integral part of any anti-spoofing effort is the use of email authentication (also known as email validation) by SPF, DKIM, and DMARC records in DNS. You can configure these records for your domains so destination email systems can check the validity of messages that claim to be from senders in your domains. For inbound messages, Microsoft 365 requires email authentication for sender domains. For more information, see Email authentication in Microsoft 365.

Spoof intelligence insight: Review detected spoofed messages from senders in internal and external domains during the last seven days. For more information, see Spoof intelligence insight in EOP.

Allow or block spoofed senders in the Tenant Allow/Block List: When you override the verdict in the spoof intelligence insight, the spoofed sender becomes a manual allow or block entry that only appears on the Spoofed senders tab on the Tenant Allow/Block Lists page at =SpoofItem. You can also manually create allow or block entries for spoof senders before they're detected by spoof intelligence. For more information, see Spoofed senders in the Tenant Allow/Block List.

It's important to understand that a composite authentication failure doesn't directly result in a message being blocked. Our system using a holistic evaluation strategy that considers the overall suspicious nature of a message along with composite authentication results. This method is designed to mitigate the risk of incorrectly blocking legitimate email from domains that might not strictly adhere to email authentication protocols. This balanced approach helps distinguish genuinely malicious email from message senders that simply fail to conform to standard email authentication practices.

Deception: Messages from spoofed senders might trick the recipient into selecting a link and giving up their credentials, downloading malware, or replying to a message with sensitive content (known as business email compromise or BEC).

This message didn't come from service.outlook.com, but the attacker spoofed the From header field to make it look like it did. The sender attempted to trick the recipient into selecting the change your password link and providing their credentials.

The message really did come from Microsoft, but users have been conditioned to be suspicious. Because it's difficult to the difference between a real password reset message and a fake one, users might ignore the message, report it as spam, or unnecessarily report the message to Microsoft as phishing.

If at all possible, admins should avoid using allowed sender lists or allowed domain lists in anti-spam policies. These senders bypass most of the filtering stack (high confidence phishing and malware messages are always quarantined). For more information, see Use allowed sender lists or allowed domain lists.

The "MAIL FROM:" line defines the SMTP envelope sender, and the From: is defined in the message DATA. There are ways to protect against this, but they are defined in the mail server logic, not in the protocol itself.

For instance I, as a mail provider, may require a user to authenticate using a user@domain type username. Then my mail server might require that any mail they send have an envelope-sender and a From: header that matches the user they authenticated as. Additional technologies like DKIM and SPF can help in this area also.

Email spoofing is a form of impersonation where a scammer creates an email message with a forged sender address in hopes of deceiving the recipient into thinking the email originated from someone other than the actual source. Scammers will use email spoofing to help disguise themselves as a supervisor, professor, or financial organization to trick users into performing some type of action. Scammers use this method of deception because they know a person is more likely to engage with the content of the email if they are familiar with who sent the message.

It is important to always remain vigilant when receiving mail whether it is from an unknown sender, someone you are close with, or an organization you are familiar with. Cyber scammers are always looking for new ways to exploit individuals for their own personal gain.


At this point, mail coming from your.domain to your.domain would be rejected unless the sender is listed in the Sender Group SPOOF_ALLOW, as it would be associated to a MFP that does not use the sender verification exception table.


Here are example SPF records for common email setups that use Google Workspace and other senders. Every example includes _spf.google.com, which is required to send mail with Google Workspace.

In computer networking, IP address spoofing or IP spoofing is the creation of Internet Protocol (IP) packets with a forged source IP address, with the purpose of concealing the identity of the sender or impersonating another computing system

A phishing email is an email that appears legitimate but is actually an attempt to get your personal information or steal your money. Some deceptive emails appear to be from a safe sender but, in fact, have a "spoofed" source address to fool you. Here are some ways to deal with phishing and spoofing scams in Outlook.com.

Spoof Intelligence from Microsoft 365 Advanced Threat Protection and Exchange Online Protection help prevent phishing messages from reaching your Outlook inbox. Outlook verifies that the sender is who they say they are and marks malicious messages as junk email. If the message is suspicious but isn't deemed malicious, the sender will be marked as unverified to notify the receiver that the sender may not be who they appear to be.

Outlook shows indicators when the sender of a message is unverified, and either can't be identified through email authentication protocols or their identity is different from what you see in the From address.

Not every message that fails to authenticate is malicious. However, you should be careful about interacting with messages that don't authenticate, especially if you don't recognize the sender. Also, if you recognize a sender that normally doesn't have a '?' in the sender image, but you suddenly start seeing it, that could be a sign the sender is being spoofed (impersonated). You can learn more about Spoof Intelligence from Microsoft 365 Advanced Threat Protection and Exchange Online Protection in the Related topics below.

The email address you see in a message may be different than what you see in the From address. Sometimes phishers try to trick you into thinking that the sender is someone other than who they really are.

In this example, the sending domain "suspicious.com" is authenticated (not necessarily malicious), but the sender put "unknown@contoso.com" in the From address. Not every message with a via tag is suspicious. However, if you don't recognize a message with a via tag, you should be cautious about interacting with it. 0852c4b9a8

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