Hi Josh,
There are two things I can see in the original message:

1) trusted *clients* (acl authless_src src ...) are documented as being limited to the 10.46.11.0/24 range.
 The client testing is outside, in the 10.46.49.190 IP address.

 ==> Please check your authless_src list is correct.


2) The CONNECT request has zero dots in the "domain" name. Which means the /etc/resolv.conf settings other than nameserver apply to the hostname during lookup.
 ==> Please supply your /etc/resolv.conf contents.


HTH
Amos

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