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Last Updated: August 15, 2026
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![How to Generate an App-Specific Password for iCloud Mail [2026 Full Guide]](https://i.ytimg.com/vi/RpYRdHx9WNw/mqdefault.jpg)
![[Solved] smtplib.SMTPAuthenticationError: (535, b'5.7.8 Username and Password not accepted)](https://i.ytimg.com/vi/gOr-RQcfjMQ/mqdefault.jpg)
![How to send Email with Python: GMAIL ( App passwords ) + SSL + SMTP [ NO Gmail API, NO Oauth2 ]](https://i.ytimg.com/vi/K8wctbkR_NM/mqdefault.jpg)
