Thread: Can't email books to Kindle with Gmail
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Old 02-16-2019, 03:08 PM   #1
Teeny
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Posts: 30
Karma: 12906
Join Date: Aug 2016
Device: Kindle PW 11th
Can't email books to Kindle with Gmail
I got a Fire HD 10 (7th gen) and I tried to email books to Kindle from my gmail as always but I'm getting the error below. I don't know if the problem existed before I got the new Kindle or not 'cos I hadn't emailed books in awhile.

Code:
Starting job: Email Diamond in the Rough: Four Kings Security Book Four to chrisazaria@kindle.com 
connect: (u'smtp.gmail.com', 465) 
connect: (u'smtp.gmail.com', 465) 
reply: '220 smtp.gmail.com ESMTP h137sm3549035wmg.41 - gsmtp\r\n' 
reply: retcode (220); Msg: smtp.gmail.com ESMTP h137sm3549035wmg.41 - gsmtp 
connect: smtp.gmail.com ESMTP h137sm3549035wmg.41 - gsmtp 
send: 'ehlo [192.168.43.63]\r\n' 
reply: '250-smtp.gmail.com at your service, [5.144.200.59]\r\n' 
reply: '250-SIZE 35882577\r\n' 
reply: '250-8BITMIME\r\n' 
reply: '250-AUTH LOGIN PLAIN XOAUTH2 PLAIN-CLIENTTOKEN OAUTHBEARER XOAUTH\r\n' 
reply: '250-ENHANCEDSTATUSCODES\r\n' 
reply: '250-PIPELINING\r\n' 
reply: '250-CHUNKING\r\n' 
reply: '250 SMTPUTF8\r\n' 
reply: retcode (250); Msg: smtp.gmail.com at your service, [5.144.200.59]
SIZE 35882577
8BITMIME
AUTH LOGIN PLAIN XOAUTH2 PLAIN-CLIENTTOKEN OAUTHBEARER XOAUTH
ENHANCEDSTATUSCODES
PIPELINING
CHUNKING
SMTPUTF8 
send: AUTH <censored> 
reply: '534-5.7.9 Application-specific password required. Learn more at\r\n' 
reply: '534 5.7.9  https://support.google.com/mail/?p=InvalidSecondFactor h137sm3549035wmg.41 - gsmtp\r\n' 
reply: retcode (534); Msg: 5.7.9 Application-specific password required. Learn more at
5.7.9  https://support.google.com/mail/?p=InvalidSecondFactor h137sm3549035wmg.41 - gsmtp 

Sending failed...
 
Traceback (most recent call last):
  File "site-packages\calibre\gui2\email.py", line 44, in run
  File "site-packages\calibre\gui2\email.py", line 134, in sendmail
  File "site-packages\calibre\utils\smtp.py", line 158, in sendmail
  File "site-packages\calibre\utils\smtplib.py", line 648, in login
SMTPAuthenticationError: (534, '5.7.9 Application-specific password required. Learn more at\n5.7.9  https://support.google.com/mail/?p=InvalidSecondFactor h137sm3549035wmg.41 - gsmtp')
I'm attaching my preferences. My calibre is the 3.31 and I can't update anytime soon 'cos I don't have internet. Also NO I don't want to use GMX or other email.
Attached Thumbnails
Click image for larger version Name: preferences.png Views: 466 Size: 83.5 KB ID: 169761  
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