Izzy is loveable, disorganized - but chaotic. An impulsive bet with her friends on February 29th results in her proposal to her long-term boyfriend. To her dismay, he accepts Julie, Izzy's best friend, is having marital problems. Her husband is behaving oddly and her job as court reporter leads her to fall head over heels in lust with the accused. A drunken night out leaves Izzy filled with guilt. Did she - or didn't she? She vows to redeem herself and avoid the mistakes others in her dysfunctional family have made. All seems to be going well - until at the engagement party an uninvited...