I was recently asked what I would do with the domain blackbook.com . The site is currently stagnate and the owner was looking on ways to monetize it. First thoughts that came to mind was slam adwords on it. Then maybe put a blackbook vehicle estimator? What would you do?
Make it a list of potential dates (little black book). Allow people to sell to other people as leads and an introduction. Kind of evil... but there are enough twisted people out there. And certainly most of them are lonely.
Duh, the name has historical name value up the yin yang, and the site gets all sorts of traffic -- especially overseas! A failure to capitalize on this, by re-introducing the name within the industry that it garnered it's success would be a monumental waste of an asset. My suggestion, build an asset behind the name (for Sh*ts sake!).
3 people, myself included, found the name synonymous with a list of girlfriends. I know the car-price meaning, but it's not what I think of first. Now there's a market indicator :)
Something along the lines of a guy's blackbook with his ex-girlfriend numbers in it? You could make it the Internet version with links to their Facebook page, email , etc...