Roisin O'Connor's latest newsletter dives deep into the tumultuous life of former pop star Justin Timberlake, from his rise to fame in NSYNC to his messy relationship with Britney Spears, including her revelations in her 2023 memoir. Timberlake's controversies range from encouraging Spears to have an abortion to his involvement in the infamous 'Nipplegate' incident at the Super Bowl with Janet Jackson. His cheating scandals with Olivia Munn and Alisha Wainwright have also tarnished his once squeaky-clean image. Most recently, Timberlake was arrested for driving while intoxicated in Long Island. Despite his tumultuous past, Timberlake continues to navigate the spotlight and controversy that surrounds him. For more inside scoop on music and entertainment, sign up for Roisin O'Connor's free weekly newsletter, Now Hear This.