Self-proclaimed bachelor Dillon Hanley is happy with his life until he meets a young girl and her single mother who live next door to his mother in Mankato, Minnesota. From the first meeting, his life spirals out of control. He's sure his mother is matchmaking and the beautiful Jill Baxter is in on the plot, but Dillon can't stay away. Dillon, who professes to dislike children, becomes friends with Jill's daughter and is pulled into a relationship with her mother. Unfortunately, Jill had a bad experience with her first love and doesn't trust her own judgment when it comes to a relationship with a man. She feels Dillon is not sincere and she doesn't want to have her or her daughter's hearts broken. As his attraction with Jill develops into something, Dillon must deal with the reality that he is barreling headlong into the very thing he's spent his life avoiding, marriage and parenthood.