Shaun Brumder is a local surfer kid from Orange County who dreams of going to Stanford to become a writer and to get away from his dysfunctional family household. Except Shaun runs into one complication after another, starting when his application is rejected after his dim-witted guidance counselor sends in the wrong form.
Wimpy Greg Heffley, now in seventh grade, thinks he has it all together. He has mastered middle school and gotten rid of the Cheese Touch. However, Greg's older brother, Rodrick, is itching to cut him down to size. He gets the perfect opportunity when their mother tries to force the boys to bond. Rodrick may be Greg's chief tormentor, but he feels his constant pranks are just what his little brother needs to prepare him for life's hard knocks.
Dating coach Alex 'Hitch' Hitchens mentors a bumbling client, Albert, who hopes to win the heart of the glamorous Allegra Cole. While Albert makes progress, Hitch faces his own romantic setbacks when proven techniques fail to work on Sara Melas, a tabloid reporter digging for dirt on Allegra Cole's love life. When Sara discovers Hitch's connection to Albert – now Allegra's boyfriend – it threatens to destroy both relationships.