Plot Summary

Grace and Ryan met online in junior high on a fan website. Instantly hitting it off, they made a pact to never talk by phone, only by written communication, so they've never heard each other's voices. They don't even know each other's last names, so they could never Google each other, either.

The one thing they have done besides email almost daily over the past 12 years is to send photos. But being birds of a feather, both of them felt too inferior and shy in junior high to send their real photos. Instead, they each sent photos of their good looking best friends instead of themselves. And to keep up the charade, both have continued to send photos of their friends. After all, what's the harm? It's not like they would ever meet in person.

That is, until Ryan lands his dream job that will coincidentally take him to Grace's city for 4 days. Both Grace and Ryan have long since grown out of their awkward youth phases. Grace is beyond pretty, but still thinks of herself as that acne prone girl with the braces. Ryan is handsome, but can't shake the feeling he's still a scrawny kid getting picked last for dodge ball. And after all the years of sending their friends photos instead of their own, both Grace and Ryan are too ashamed to meet each other. And so they ask their best friends Hannah and Josh to stand in for them, both thinking their friend is meeting with the real pen pal.

Upon meeting, Hannah and Josh try to remember all the details they should know about each other, but repeatedly goof up, making for some good comedy. Unable to pretend to be someone else, their true personalities start to shine through, and much to the horror of Ryan and Grace they begin falling for each other.

Adding to the complications is Ryan's boss, whose company is about to go public. That is, IF Grace doesn't blow the IPO sky high by unearthing the secret Ryan's boss is hiding.