As the oldest child, Jared Westmoreland is being pressured by his mother to set an example for his siblings to get married and start a family. Jared, like the rest of his brothers and cousins, swears off marriage. Jared is a high profile divorce attorney and has seen too many failed marriages. Understandably, this has negatively influenced his views of marriage. Although his parents have been happily married for years, he knows best for himself.
Then enters Dana Rollins the jilted fiancee of a client. Needless to say, it is love at first sight and despite his attempts to deny his feelings, he is smitten by this fiery dynamo. Jared helps her dissolve her dispute with his client and in return she agrees to help him out of a "jam". He asks her to be his date for a family event and one misconception leads to another and before he knows it, the family believes he is engaged to Dana. The charade must continue when Jared learns that his mother may be facing another bout of cancer and infers that his pending nuptials will help her through it.
Well as you can guess, the pretend engagement starts to feel pretty good and the rest is a sweet Jackson love story.