She has been watching him from afar for years, wishing and hoping. A simple bet will change everything!

Kelly Gifford has some crazy dating stories and past secrets. She has given up hope on finding love and even asks for matchmaking help. Rather than waiting, she decides to take a step and place a bet to get the man she has had her eye on for years to smile at her. Win or lose, she is still getting her date and needs to make the most of it.

Michael Marshall is a single father with more drama than any woman wants to deal with. He puts his son first and makes that very clear to the frustration of many women. All but Kelly Gifford, who knows his situation and still makes a move. He would be crazy not to give it a try.

Will the drama in both their pasts be too much to overcome when Kelly’s secrets come out and Michael’s ex decides to make trouble?