Kate, a middle aged married working mother of two, is in the midst of a mid life crisis. Tired of the rut she is in and the day in/day out grind (work, housework, cooking, school obligations (helping with homework, carpools, sports, fundraisers, etc)) she takes a weekend away to reevaluate who she is at this stage in her life and what she wants. During this time of self reflection, a blast from her past catches up with her over a drink at the bar. As the memories and drinks flow will she realize she's right where she needs to be or will she regret the path not taken?

Tessa Young is an 18 year old college student with a simple life, excellent grades, and a sweet boyfriend. She always has things planned out ahead of time, until she meets a rude boy named Hardin, with too many tattoos and piercings who shatters her plans.