> I have a home network set up with an OpenBSD gateway which is bridged to an
> ADSL router, two Windows XP machines and assortment of old boxes I play
> around with, and a few IP's available to me. What I want is remote access
> back to my windows boxes probably using VNC, and to be able to ssh to my
> gateway and into my network.

SSH and port-forwarding is probably simplest, and works well.

> At least one of the sites I wish to connect
> from uses a web proxy and I would have to tunnel through it. 

See ssh_config(5): ProxyCommand. If you must connect from Windows
too, PuTTY has a similar option.

> What software/techniques can people suggest, and how much of a risk am I
> exposing myself to by doing this? I have survived this far without it, but
> it would be nice to have. Can I do it without it showing up in a port scan?

If you know the IP addresses you'll connect from, that's basic PF
of course. If not, well, is there too much harm from an up-to-date
OpenSSH showing up? You can always turn off PasswordAuthentication
to help security.

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