Heir to the Anderson Corp. throne, Daniel is turning 30 and his parents have been trying to get him to settle down. They decide to throw a ball, to find a suitable mate.

Robert Hightower thinks he's got the perfect life until his girlfriend discovers that she's pregnant and decides she wants to get married and "nest." In a quandary, Robert begins to buckle under the pressure as his homeboys line up to watch his back, while girlfriends of Robert's better half rush some much-needed moral support in her direction.

Cynical blogger/author Lisa who's sworn off dating is swept off her feet by a seemingly perfect man. Things get complicated when she learns he works for an upscale dating service and was hired by her best friend.