Speech teacher and successful matchmaker Mackenzie Simms decides to find a woman for her friend, handsome newspaper tycoon Rick Duffy. Though they’ve been each other’s go-to dates for the past month, Mac and Rick couldn't be more different: she is outspoken, sarcastic, and completely loathes his privileged lifestyle. He's laid-back, unassuming, and seems comfortable at an upper-class charity function. So why can't she stop thinking about him? Rick knows he and the opinionated-though-adorable Mackenzie are better off as friends, so he agrees to the double-date getaway Mac plans at his family cabin. But seeing Mac cuddle up with her “friendly” date rankles Rick beyond reason, and Mac regrets her matchmaking scheme the minute she sees the way her beauty-queen cousin looks at Rick. Can Mac 'fess up to what's really in her heart, when speaking her mind puts everything at risk?