After total humiliation at her thirteenth birthday party, Jenna Rink wants to just hide until she's thirty. With a little magic, her wish is granted, but it turns out that being thirty isn't as always as awesome as she thought it would be!
Tom, greeting-card writer and hopeless romantic, is caught completely off-guard when his girlfriend, Summer, suddenly dumps him. He reflects on their 500 days together to try to figure out where their love affair went sour, and in doing so, Tom rediscovers his true passions in life.