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Chicago Dating

PHOTOS: Halloween Missed Connections In Chicago

Posted 01.01.2012 | Chicago

Halloween weekend is an understandably busy time for many single Chicagoans. With the temperature beginning to dip, one can almost hear the clock tick...

Rich Bucktown Guy Seeks Love Through ‘Millionaire Matchmaker’

Chicago Sun-Times | Chicago Sun-Times | Posted 10.25.2011 | Chicago

Daniel Kibblesmith has money. The Bucktown resident apparently made a small fortune at Groupon as a humor editor, working on corporate "cultural in...

Groupon Plays Cupid: Hosts The World's Largest Speed Dating Event

Posted 05.25.2011 | Chicago

You may be used to checking Groupon for deals on local food and facials, but this week, the site is trying to recruit some date-seeking singles. Gro...

Chicago Magazine Introduces The City's Most Eligible Singles

Chicago Magazine | Posted 05.25.2011 | Chicago

We asked all of this year's 20 most eligible singles (a world-class soprano, a rising-star chef, and a Cubs pitcher among them) to describe two facets...

Horror Stories From Chicago's Dating Front, Just In Time For Valentine's Day

HuffPost Eyes&Ears Local | Kwame Shorter | Posted 05.25.2011 | Chicago

Produced by HuffPost's Eyes & Ears Citizen Journalism Unit In the spirit of the approaching Valentine's Day, the Chicago Reader and 2nd Story, a stor...

Let Me Downgrade Ya'

Zondra Hughes | Posted 05.25.2011 | Chicago
Zondra Hughes

An American sistah like me is a downgrade; strictly booty call material.