Anyone heard of plentyoffish.com? An ex coworker of mine use to use it to find dates and I remember commenting on how horrible the site looked (they've upgraded it since I last went there)
There was an article in the WSJ about how this free dating site earned $1 Million in AdSense in about two months. And the guy runs the site all by himself.
http://online.wsj.com/article/SB117987775136211487.html
What's cool is that this site is not nearly as fancy as some of the more popular dating sites (Match, eHarmony, etc.) but it's free and it offers a service that people want.
Can you imagine earning $1 million from Google in a year? I need to get busy and boost my checks!