Danny Burton is a 30-ish carefree single guy who has watched most of his friends move on to serious relationships. When his last remaining friend Shannon moves out to get married, Danny searches for a new roommate. A promising candidate is Justin, the owner of Black Eyes Bar in Detroit (frequently mispronounced "Black Guys Bar"). Justin and his friends - the nerdy Burski, oddball Shelly, and recently out-of-the-closet gay guy Brett - all have certain qualities that make them appear "undateable". While Danny himself has good luck getting women into bed, he is unable or unwilling to form a lasting commitment with any of them. Danny's attractive sister, Leslie, has similar fears about being undateable, having the "baggage" of being a mid-30s divorcee.