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.
A young man awakens from a four-year coma to hear that his once virginal high-school sweetheart has since become a centerfold in one of the world's most famous men's magazines. He and his sex-crazed best friend decide to take a cross-country road trip in order to crash a party at the magazine's legendary mansion headquarters and win back the girl.
Although she has traveled all over the world, flight attendant Montana Moore has yet to find a man with whom she wants to settle down. However, with her sister's upcoming wedding and pressure from her oft-married mother, she's determined to get engaged in the next 30 days. In that time, her best friends (and fellow flight attendants) conspire to help her re-encounter her exes as she flies all over the country.
