Nobody knew what the Internet would become in the early '90s. At first, everyone thought it would function like some kind of gentleman's club, a place to go be anonymous and dirty. That's probably why Gary Kremen, founder of Match.com, snatched up sex.com first in 1994.
Yet the story behind the url is more fascinating than the site itself, which looks like nothing more than domain-squatting page: it's the most expensive url in the world. Last November, it sold for $13 million — a record — to a company called Clover Holdings, which according to Inc. is in the business of "selling remanufactured toner and inkjet cartridges."
I won't even touch that, and it's beside the point. Though Kremen lost sex.com to a conman (he was rewarded with millions in court), I suspect Match would still be the brand we all know on today's Internet — where real life and Internet life have become one — and sex.com would exist in the Internet's seedy underbelly.