Life as the marketing director for a popular fashion boutique is overwhelming for Leila Sparrow, to say the least. She’s not sure what ever possessed her to add revamping her dating life to her already hectic schedule. Calling in renowned Date Shark, Eli Walsh seemed like a good idea until she actually met with him… Date Shark was only meant to be a side-enterprise to his thriving couple’s therapy practice, but Eli Walsh knows it’s become more of an obsession. At least, it was until he agreed to take on Leila. Somehow she has stolen his entire focus. He wants to admit his fascination with her and growing romantic interest, but he knows coming on too strong will scare her away. His plan to convince her that she is worth any man’s interest by first being her friend is challenged when his tips start to pay off and Leila begins dating Luke. Will his friendship with Leila mean the end to any romantic pursuit?

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.

Vance Sullivan has always been the rock everyone turns to for help... His work with patients recovering from traumatic events makes him the perfect person to help his friend, Guy Saint Laurent, with one of his Date Shark appointments. When Vance meets hesitant, frightened Natalie Price, he suspects she's hiding the truth behind her fears, and he's drawn in by a need to help her. Haunted by a terrible event from her past, Natalie can't even endure being touched without suffering a crippling panic attack... She doesn't know why, but Natalie feels Vance might be the only one who can help her put the pieces of her life back together. Despite the tension their arrangement causes with his girlfriend, their bi-weekly sessions seem to be helping...as long as he keeps his promise not to push her to reveal more than she's ready to share. Suddenly the tables have turned... When Vance suffers his own unspeakable tragedy, asking for help is the last thing he wants to do. Drowning in grief and guilt, crushed by betrayal and lies, Vance needs a lifeline. Natalie has no idea why anyone thinks she can help him, given her own deep-rooted fears-but she knows she has to try. A twisted notion of justice makes the danger all too real, and Vance and Natalie realize it might take one broken soul to mend another...