When 28 year old Megan (Keira Knightley) visits her 11 year high school reunion, she realizes that very little has changed in her life. She still lives with her high school boyfriend Anthony (Mark Webber), and works as a sign flipper for her father's accounting company. When her boyfriend proposes, she panics and crosses paths with 16-year-old Annika (Chloë Grace Moretz). Annika convinces her to buy her and her friends alcohol and she hangs out with them for the rest of the night. Afterwards she realizes that she needs to take a week off from her life and lies to her boyfriend, saying that she is going to a business seminar, but instead she goes to Annika's house and spends time there and also with Annika's attractive, single dad, Craig (Sam Rockwell).