Technical question: Anonymous, trace-free, 2+2 browsing?

[WeGotScrewed]

Cross posted to News, Views and Gossip

In my workplace, moderate personal web browsing is tolerated by the IT department. However, they do keep a log of the sites that I visit, and 2+2 is visited very frequently. I mean, if I were to be unproductive during work, they would rather me not be constantly surfing poker/gambling websites - and that is probably frowned upon.

I have been thinking, how can I disguise my visits as legitimate web traffic in their logs? I have been thinking about two solutions.

1) Use a commercially available secure anonymizer (like www.anonymizer.com) where I need to pay them something like U$10 per month? Wouldn't the use of an anonymizer arouse unnecessary suspicion as it will be shown in the company's logs?

2) Use SSH tunnelling and use my personal computer at home as a host?

Do bosses really frown on their workers for visiting these kind of sites? Any experiences? Has anybody implemented this kind of solution to hide it from them?