Oh, boy! Oh, Bailey! What are you going to do when Fate decides to have a little fun? Bailey Devlin is convinced the stork was drunk the day he dropped her in her mother's lap. Mom is blond and beautiful; Bailey redheaded and gawky. Mom's heart longs for her missing-in-action husband; Bailey's for a man she can count on. Now mom is off looking for her one true love, while Bailey is about to realize her dream and become a lawyer. Yet, as the bar exam looms, there is mischief afoot in the heavens. According to her horoscope, the man who will change her life is coming to her door. The man who shows up isn't even close to one she has dreamed of, but Bailey is about to find out the hard way that he is the man she needs.

Oh, Boy! Oh, Bailey! Find a penny, pick it up; just don't bank on Lady Luck Bailey Devlin is on the fast track to happiness. The bar exam is behind her (for the second time), Jeffery adores her, and her hobbled together family of misfits becomes dearer by the day. The future isn't just bright, it is dazzling. But Lady Luck has taken note and decides a little mischief is in order. As Bailey and Jeffery set out for a very special weekend, they come across a penny in the most amazing place. It doesn't take long for Bailey to realize that she made a big mistake picking this one up, and now Bailey is on a tear to put things right. But Lady Luck is no pushover and Bailey learns that bad luck might just be the best luck of all.

Oh, Boy! Oh, Bailey! Just when you think it's going to be smooth sailing, Venus messes with your rudder. Bailey Devlin has booked passage on a cruise ship, on a quest to find out once and for all who has hooked her foot loose, sexy, funny Ethan, or handsome, adoring, steady Jeffery. Her plan is look Ethan in the eye and kiss him once. Bailey is sure that is all it will take for her to know if her ship sailed when Ethan left San Francisco, or if she wants to stay docked in Jeffery's safe harbor. Just when she thinks her plan is watertight, the seas get rough. If she's not careful Bailey will sink both ships before she gets to port.