This Dating Site Matches Up You... and Your Clothes

DateWithStyle.com answers your call for fashion help

"Ugh, what should I wear?!" It's a common cry from closets around the country -- particularly on date nights. But never fear, wardrobe-challenged singletons! DateWithStyle.com, along with its cyber Cupid partner Elitemate.com, offers its members free fashion advice for when they need to dress to impress.

Here's how it works: After you submit a photo, a style expert evaluates your fashion sense and provides some suggestions on how to create a look that will land you a second date. The site also sends out tips on organizing your closet, choosing the right makeup and hairstyle and picking the right restaurant or bar.

Upgraded (a.k.a paying) members can speak to consultants on the phone about their clothing conundrums, while elite members receive a visit from a personal stylist to help them shop!

Fair warning: The site is a little rough around the edges and isn't as polished as other online matchmaking companies, like Match.com or eHarmony.com.

What are some of your dating wardrobe dilemmas? Chime in now!

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