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"College students are one of the biggest segments of our sugar babies and the numbers are growing all the time." Wade rewards students who use a email address to register on Seeking Arrangement by automatically upgrading their free, basic membership to a premium membership, allowing them to send unlimited free messages and granting them exclusive access to the site's cadre of VIP sugar daddies.

The site also includes a complimentary stamp on student profiles, certifying them as a "college sugar baby." Wade sees his company as providing a unique service, a chance for "men and women living through tough economic times to afford college." He bristles at the notion that he's merely running a thinly veiled, digital bordello, choosing instead to describe his site as one that facilitates "mutually beneficial relationships." Taylor doesn't explicitly refer to what she was doing in Greenwich as prostitution, but she now allows that her primary motivation was, indeed, money.

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But unlike other dating sites, where a user might also list preferred hobbies or desired traits, Taylor instead indicates preferences for a "sugar daddy" and an "arrangement" in the range of $1,000 to $3,000 a month.

Saddled with piles of student debt and a job-scarce, lackluster economy, current college students and recent graduates are selling themselves to pursue a diploma or pay down their loans.

But once on the train and no longer worried for her safety, she started to agonize over what she had just done. Jack isn't the name that appears on his American Express black card, but an identity he uses when shopping online for companionship and sex.

Jack says he meets up twice a week with a young woman from Seeking Arrangement.

He typically forks over about 0 a night -- and that's not including lavish dinners at Daniel or shopping excursions on Madison Avenue.

"Unlike a traditional escort service, I was surprised to find such an educated, smart population," says Jack, during cocktail hour recently at the Ritz-Carlton in Manhattan.

Rich guys well past their prime have been plunking down money for thousands of years in search of a tryst or something more with women half their age -- and women, willingly or not, have made themselves available.

With the whole process going digital, women passing through a system of higher education that fosters indebtedness are using the anonymity of the web to sell their wares and pay down their college loans.

She and her host ended up in his bedroom, where he peeled off her bikini.

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