echo WITH_OPENSSL_PORT=yes >> /etc/make.conf

portsnap fetch update
portsnap extract

portmaster security/openssl (if portmaster command is not found go to *1)

openssl version (take a note of version number)

mv /usr/bin/openssl /usr/bin/openssl(VERSION)
ln -s /usr/local/bin/openssl /usr/bin/
cp /etc/ssl/openssl.cnf /usr/local/openssl/openssl.cnf

portupgrade -Rrf security/openssl

openssl version (Make sure it is different then before)

*1
    cd /usr/ports/ports-mgmt/portmaster
    make config
    make install clean