Guy Saint Laurent is too busy cursing his sister for roping him into taking over Eli's Date Shark business to prepare himself for the slew of bizarre women he's about to get involved with. This is the last venture he intended to take on, but somehow he's just become Chicago's newest, most reluctant Date Shark.

On top of dealing with bug-toting, mothering, obsessive women, Guy faces personal tragedy that changes his outlook on life, whether he wants it to or not. He's not sure what it is about Charlotte Brooks that draws him in, but getting her off his mind after a brief encounter proves impossible.

As Charlotte tries to help Guy deal with his loss, he begins to get the impression she's hiding something from him. He knows he could simply walk away, continue as he always has, but he suspects whatever she's hiding, she won't be able to face it alone.

Charlotte is the one woman who can capture his attention, but she may also be the one woman capable of breaking him.