Samantha Charleston has the worst luck when it comes to men and love. Giving herself at the tender age of 22 to a man 14 years her senior is a mistake she soon regrets when he walks out on her while she is down and out. Her best friend Kim suggest she release her mind from her problems for one night and meet another friend of hers going through the same struggles. Reluctantly she agrees but is surprised her blind date is not what she expected. Eric Severide had his fair share of bad luck when it came to love. Determined not to give his heart to another woman, he's on the path to become the biggest womanizer he can be. All he wants to do is have a good time with women and leave with no emotional ties. That is until he meets Samantha Charleston on a blind date. The two have too much in common not to be a match made in heaven, but both are too similar in personality to get along.