Brian, a 33 year-old playboy, has put walls up after a devastating breakup. This serial first-dater treats dating like a game as the countless women he meets online pale in comparison to his lost love. When he meets a woman who makes him nervous for the first time in ages, he grapples with relinquishing control. Will he be able to give in to a second date and a future with someone new? Ephraim, a 33 year-old single father, carries the weight of raising his young son and caring for his sick father all on his own.