Web Filtering Software

[Lemur]

So wait, is Lemon Party, my desire to do some net nannying, or the DevDave/Louis/Strike three-way the creepy thing?

[Tellos Athenaios]

Lemon party and net nannying are the creepy ones. What DevDave/Louis and/or Strike get up to is at most merely disturbing.

[drone]

Just get the lemurling on 4chan already. If he can't surf for pr0n at home, he'll just do it at a friend's.

Is the plan for him to surf on your boxen, or is he getting a dedicated PC for himself?

[Xiahou]

I'd take a look at K9. It's from the people who make the Bluecoat web filter appliance- which is used by alot of schools.

Why K9? For starters, it's free. Secondly, it's free. It probably does some other stuff too.

Spoiler Alert, click show to read: 

Block web sites in more than 70 categories, including pornography, gambling, drugs, violence/hate/racism, malware/spyware, phishing
Force SafeSearch on all major search engines
Set time restrictions to block web access during designated times
Configure custom lists for "always allow" and "always block"
Override a web page block with password
Trust the enhanced anti-tampering, even children can't break
View easy reports to monitor and control web activity
Real-time categorization of new adult and malicious sites
Best free parental controls software/internet filter available
Compatible with Windows or Mac machines

[Lemur]

@Xiahou, great tip, thanks.

@drone, Maxwell has his own laptop, but he also drifts onto my netbook sometimes, and I allow him onto my gaming rig when he's been very, very good. So really I have one primary and two secondary computers to buffer for his impressionable, fragile mind.

It's not like I'm anti-porn, more that I'm pro-appropriate-age-stuff.

[Alexander the Pretty Good]

At work we sometimes try to get the virus-prone users to use K9. It (apparently) blocks out malware-laden sites as well as naughty bits. Can't say I've used it personally though.

[Risasi]

I concur on K9. I've used it off and on for about six years. Great for home user implementation. Whenever clients want something cheap/free that actually works, for their home use to keep their kids in line, K9 is my default answer. You can also leave it in passive mode and just have it report usage.
I once installed it for a Library on six kiosk machines, that about the only time I've used it in a corporate environment. There are more appropriate choices for corporate, IMO.

[Risasi]

I concur on K9. I've used it off and on for about six years. Great for home user implementation. Whenever clients want something cheap/free that actually works, for their home use to keep their kids in line, K9 is my default answer. You can also leave it in passive mode and just have it report usage.
I once installed it for a library on six kiosk machines, that about the only time I've used it in a corporate environment. There are more appropriate choices for corporate, IMO.