Q:

Postfix POP3 NOQUEUE: reject: RCPT error

I am getting an NOQUEUE: reject: RCPT error when trying to send mail via POP3 and Postfix (note: IMAP works fine). 
Feb 21 06:57:04 r2d2 dovecot: pop3(br@telecomm.com): Disconnected: Logged out top=0/0, retr=0/0, del=0/0, size=0
Feb 21 06:57:05 r2d2 dovecot: pop3-login: Login: user=<br@telecomm.com>, method=PLAIN, rip=67.85.57.155, lip=107.191.60.48, mpid=65868, TLS, session=<iwJKrZMPpABDVTmb>
Feb 21 06:57:05 r2d2 dovecot: pop3(br@telecomm.com): Disconnected: Logged out top=0/0, retr=0/0, del=0/0, size=0
Feb 21 06:58:06 r2d2 postfix/smtpd[65869]: connect from ool-4355399b.dyn.optonline.net[67.85.57.155]
Feb 21 06:58:07 r2d2 postfix/smtpd[65869]: NOQUEUE: reject: RCPT from ool-4355399b.dyn.optonline.net[67.85.57.155]: 554 5.7.1 <ool-4355399b.dyn.optonline.net[67.85.57.155]>: Client host rejected: Access denied; from=<br@telecomm.com> to=<br@telecomm.com> proto=ESMTP helo=<Bradmini>
Feb 21 06:58:08 r2d2 postfix/smtpd[65869]: lost connection after RCPT from ool-4355399b.dyn.optonline.net[67.85.57.155]
Feb 21 06:58:08 r2d2 postfix/smtpd[65869]: disconnect from ool-4355399b.dyn.optonline.net[67.85.57.155]

SSL and all else appears to work correctly, just outbound POP3 won't send to gmail
I am testing on Outlook and SSL is selected with port 587
postconf -n
broken_sasl_auth_clients = yes
command_directory = /usr/local/sbin
config_directory = /usr/local/etc/postfix
daemon_directory = /usr/local/libexec/postfix
data_directory = /var/db/postfix
debug_peer_level = 4
debug_peer_list = 127.0.0.1
debugger_command = PATH=/bin:/usr/bin:/usr/local/bin:/usr/X11R6/bin ddd $daemon_directory/$process_name $process_id & sleep 5
html_directory = /usr/local/share/doc/postfix
inet_protocols = ipv4
mail_owner = postfix
mailman_destination_recipient_limit = 1
mailq_path = /usr/local/bin/mailq
manpage_directory = /usr/local/man
mydomain = ex-mailer.com
myhostname = r2d2.ex-mailer.com
mynetworks =
newaliases_path = /usr/local/bin/newaliases
proxy_read_maps = $local_recipient_maps $mydestination $virtual_alias_maps $virtual_alias_domains $virtual_mailbox_maps $virtual_mailbox_domains $relay_recipient_maps $relay_domains $canonical_maps $sender_canonical_maps $recipient_canonical_maps $relocated_maps $transport_maps $virtual_mailbox_limit_maps
queue_directory = /var/spool/postfix
readme_directory = /usr/local/share/doc/postfix
relay_domains = proxy:mysql:/usr/local/etc/postfix/mysql_relay_domains_maps.cf list.zippy-mail.com
sample_directory = /usr/local/etc/postfix
sendmail_path = /usr/local/sbin/sendmail
setgid_group = maildrop
smtp_tls_note_starttls_offer = yes
smtp_use_tls = yes
smtpd_authorized_verp_clients = permit_sasl_authenticated
smtpd_client_restrictions = permit_sasl_authenticated
smtpd_helo_restrictions = permit_sasl_authenticated
smtpd_recipient_restrictions = permit_sasl_authenticated, reject_unauth_destination
smtpd_relay_restrictions = permit_sasl_authenticated, defer_unauth_destination
smtpd_sasl_auth_enable = yes
smtpd_sasl_authenticated_header = yes
smtpd_sasl_local_domain = $myhostname
smtpd_sasl_path = private/auth
smtpd_sasl_security_options = noanonymous
smtpd_sasl_type = dovecot
smtpd_sender_restrictions = permit_sasl_authenticated
smtpd_tls_CAfile = /etc/ssl/postfix/smtpd.pem
smtpd_tls_cert_file = /etc/ssl/postfix/smtpd.pem
smtpd_tls_key_file = /etc/ssl/postfix/smtpd.pem
smtpd_tls_loglevel = 0
smtpd_tls_received_header = yes
smtpd_tls_session_cache_timeout = 3600s
smtpd_use_tls = yes
soft_bounce = no
tls_random_source = dev:/dev/urandom
transport_maps = hash:/usr/local/etc/postfix/transport
unknown_local_recipient_reject_code = 550
vacation_destination_recipient_limit = 1
virtual_alias_maps = proxy:mysql:/usr/local/etc/postfix/mysql_virtual_alias_maps.cf
virtual_gid_maps = static:125
virtual_mailbox_base = /usr/local/virtual
virtual_mailbox_domains = proxy:mysql:/usr/local/etc/postfix/mysql_virtual_domains_maps.cf
virtual_mailbox_limit = 51200000
virtual_mailbox_limit_maps = proxy:mysql:/usr/local/etc/postfix/mysql_virtual_mailbox_limit_maps.cf
virtual_mailbox_limit_override = yes
virtual_mailbox_maps = proxy:mysql:/usr/local/etc/postfix/mysql_virtual_mailbox_maps.cf
virtual_maildir_limit_message = Sorry, this user has overdrawn their diskspace quota.  Please try again later. 
virtual_minimum_uid = 125
virtual_overquota_bounce = yes
virtual_transport = virtual
virtual_uid_maps = static:125

A:

Your Outlook mail client, as shown in your image:
  
is not set to use SASL authentication.   Outlook's "Outgoing Server" dialogue may not be self-explanatory: "Log on to incoming mail server before sending mail" means do not SASL authenticate, but POP first.   However, your Postfix settings require SASL:
smtpd_client_restrictions = permit_sasl_authenticated

It's not clear what you want to do from your question.   If you really want POP-before-SMTP, you will need to run a daemon such as pop-before-smtp to read your mail logs and add IP addresses to a db file that postfix/smtpd reads, like this:
smtpd_client_restrictions = permit_sasl_authenticated, check_client_access hash:/var/lib/pop-before-smtp/pop.db

Otherwise, just select "Use same settings..." as the authentication method in the mail clients and use SASL.