Advertising on a website ranked 24th-most popular in the U.S. and whose readers are over 90% affluent males in their 20's and 30's sounds like it would be the perfect place for DressMonkey to invest its advertising dollars. However, we don't appear to be the only company aware of such a watershed moment for putting their marketing budget to work; plenty more are knocking at the door of Kevin Rose's Digg.com.

Rose leads a new wave of 20-something-year-old's whose fresh networking ideas are taking full advantage of today's Web 2.0 user-centric capabilities. Their successes are givng rise to a pool of young "Frat Boy" entrepreneurs.

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