AT FIRST GLANCE, the Web site SeekingArrangement.com seems like any other dating site. Most of the men are looking for fit, sexy women, and most of the women want nice guys who can make them smile and laugh. But if eHarmony or Match.com is a chatty social mixer, Seeking Arrangement is a down-and-dirty marketplace where older moneyed men and cute young women engage in brutally frank transactions.

There’s the 18-year-old from France asking for $5,000 to $10,000 a month from “a mentor who can provide me with the finer things in life and keep me happy!” And the 49-year-old investor from upstate New York willing to pay $5,000 a month for a “daytime playmate” for “intense connection without commitment.” Critics say the site is at best a convenience store for adulterers and at worst a virtual brothel, but Brandon Wade, Seeking Arrangement’s 38-year-old founder and chief executive, is unperturbed by the criticism. “We stress relationships that are mutually beneficial,” he says. “We ask people to really think about what they want in a relationship and what they have to offer. That kind of upfront honesty is a good basis for any relationship.”


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