I slapped a packet sniffer on my machine at a former employer.  It was all raw data, but damn there was a lot of unencrypted plain text stuff being sent back & forth.

Put a linux box with an 80G Drive on it.

Run snort or other packet sniffer.

Fire up XWin, and run Ethereal

It will show the "streams" of all text transferred from each system, to each site, along with images.

Basically, everything that went over the wire unencrypted, broken down by source, destination, or protocl (ftp, http, telnet, etc)

Nothing in cleartext is "invisible", no matter how much "clutter" you try to put on the line with it.

I fired our first nanny when I was married (1999, before voice was king), watching tcpwatch in an ssh session to my house while at work.  She was looking through the personals at yahoo, and chatting with a few of them.

I printed out the chat sessions, the profiles of the guys she was talking to, and her profile, then got the wife, went home, and fired her an hour later.

She claimed it was "popups", and had the wife all sympathetic, until I showed her the rather "seedy" chat sessions which were a bit more raunchy than playboy's "letters".

Quoted: The network consists of a main computer (the bosses with router) and 3 other computers (yeah not very big) he isn't on his computer that much so i dont think he is sitting there watching, does anonomizer or the cloak work in hiding your stuff?

Best way to do it is set up a proxy/ "bounce" machine at your house, or an outside IP.  Make a VPN to it (software on both sides, like ssh), and then use that as your "primary" connection.

All the sniffer will see is continual encrypted traffic from your PC to the outside PC, with no information as to what it is (http, telnet, ftp, chat, etc).

Unless you have an outside proxy, the sites you surf can be found extremely easily.   Even using encrypted links (https, sftp, ssh), the site itself can be resolved, just not the information travelling between your system and the site.