Rock Lee has a crush on Haruno Sakura. He mounts numerous "love offenses" on the target of his affections, but Sakura easily brushes them off. He recruits Tenten, hoping to show Sakura how cool he can be, but...

Hoping to get closer to Sakura, Lee slips a love letter into her handbag without her knowing or catching him. Later, when he sees her happily carrying a love letter envelope from someone else, he becomes depressed! Naruto hatches a plan to cheer Lee up by stealing the other letter before Sakura can read it.

The Hidden Leaf Village is holding a sports meet! Lee is called upon to read the Athlete's Pledge of Fair Play, but screws up in front of the entire stadium. Hoping to save face, he swears to outperform everyone at every event. Will Guy-sensei's advice of "be confident and you'll win every time" awaken a well-intentioned demon within Lee?

Lee and his team are on guard duty at the front gate, but they'll have to be more vigilant than the TSA to prevent Orochimaru and Kabuto from sneaking in!

Lee is flummoxed by Guy-sensei's new "Smooth Operator Fist," but not half as much as he is by Orochimaru's love letter!

Lee and Naruto are both vying to be on Sakura's team for a research trip to the old capitol city. But when they're stuck with Neji, they settle for tailing her instead...

Evening falls and Lee wants to slip away from the Sensei's to go hang out with the girls. He sends Konohamaru in to do some recon, While the young ninja is caught, he manages to leave behind a single scrap of paper...

Lee's team stumbles upon Akatsuki's hidden base, and Deidara is determined to chase them out before the rest of his teammates learn about his history with the hard-working ninja and his pals.