Aha! I think it is that for some weird reason, a SHA-384 certificate may
be the cause of this problem. I changed my server certificate to SHA-1
and TLS 1.2 works again. (and CUPS uses GnuTLS, so my OpenSSL cannot be
the problem)

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https://bugs.launchpad.net/bugs/1526999

Title:
  cups is intolerant to TLS 1.2

Status in cups package in Ubuntu:
  New

Bug description:
  CUPS 1.7.2-0ubuntu1.7 on Ubuntu Trusty has a security problem where
  connections using TLS 1.2 will fail, forcing a TLS 1.1 retry

  === How to reproduce ====
  1. Connect to the cups server with HTTPS
  2. Check the security info

  or

  1. openssl s_client -connect localhost:631
  2. See the error
  3. openssl s_client -tls1_1 -connect localhost:631
  4. See no error

  TLS 1.1 is not the newest protocol version, and therefore this can be
  considered a security issue.

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https://bugs.launchpad.net/ubuntu/+source/cups/+bug/1526999/+subscriptions

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