Kennedy chose to pursue the boy of her dreams rather than attend an elite private school, but as their romance ends she gets a glimpse of the not-so-perfect life she might have had.
When seventeen-year-old Charlie Grant's four older siblings reunite for a wedding, she is determined they will have a perfect weekend before the family home is sold, but last-minute disasters abound.
Aspiring artist Abby decides that in order to give her art "more heart" she will complete a list of tasks over the summer, ranging from facing a fear to falling in love, but she soon finds the list more difficult than she imagined.