Created attachment 147247 [details] trousers_Makefile.diff when security/trousers compiles over security/openssl port, it tries to link base openssl and fails for an obvious reason. To fix, tell them proper place to compile and link via --with-openssl= CONFIGURE_ARGS.
Over to maintainer.
A commit references this bug: Author: hrs Date: Sun Sep 21 23:12:19 UTC 2014 New revision: 368793 URL: http://svnweb.freebsd.org/changeset/ports/368793 Log: Fix build when security/openssl is installed. PR: 193583 Changes: head/security/trousers/Makefile
Committed a fix. Thank you for your report!