In the throes of a quarter-life crisis, Megan panics when her boyfriend proposes. She takes an opportunity to escape for a week, hiding out in the house of her new 16-year-old friend Annika and her world-weary single dad.

On the first day at his new school, Cameron instantly falls for Bianca, the gorgeous girl of his dreams. The only problem is that Bianca is forbidden to date until her ill-tempered, completely un-dateable older sister Kat goes out, too. In an attempt to solve his problem, Cameron singles out the only guy who could possibly be a match for Kat: a mysterious bad boy with a nasty reputation of his own.

Megan's approaching 30 with a good degree and a boyfriend in hand, but when he proposes at her friend's wedding and everyone seems to think that the best way to advance in her career is to take a seminar where you find out what animal you are, Megan's understandably feeling lost. After meeting teenagers who want her to buy them beer, Megan is drawn into 16-year-old Annika's simpler life. She ends up moving in with Annika and her single father, juggling the life of a teen and that of an adult, two romantic interests, and the feeling of lagging behind.