Jeff Kinney’s Diary of a Wimpy Kid: The Third Wheel follows Greg Heffley as he tries (and fails) to navigate the world of middle school romance. When a Valentine’s Day dance is announced, Greg is determined to find a date—only to end up stuck as the awkward third wheel to Rowley and his last-minute date. Between cringe-worthy attempts at impressing girls, disastrous school events and family drama, Greg’s romantic ambitions quickly unravel in the most hilarious ways. Kinney’s signature humor shines as he captures the confusion and embarrassment of middle school relationships, making this book incredibly relatable for readers of all ages. I think this book is one of the funniest in the series because of how awkward Greg is when it comes to dating.