Bitvise Tunnelier for SSH tunnel/Socks proxy?
Just thought I'd mention a program I've used a little called "Tunnelier". It's a great little package from bitvise that's free for personal use (and even some use within corp. env.). Not sure just how the license would work with Portable Apps, but I thought it'd be worth mentioning:
http://www.bitvise.com/tunnelier.html
Among the cool features of this little package are SSH tunneling, full transparent FTP to SFTP translation (great given the number of FTP based portable apps in the dist), all sorts of local proxy service capabilities (SOCKS 4/5, etc), and command line sftp and ssh clients.