All the times Justin Timberlake shaded his ex Britney Spears

Justin Timberlake and Britney Spears, who first met as child stars in Disney's 'Mickey Mouse Club,' soon became the 'It couple' of the '90s, until their breakup in 2002. Recently, Timberlake has been in the spotlight again after the release of Spears' memoir 'The Woman in Me,' reigniting interest in their tumultuous past. Let's take a closer look at the times the 'Mirrors' singer seemingly shaded the 'Gimme More' pop sensation.

Justin Timberlake's brutal two-word breakup message

Spears revealed that their relationship ended in March 2002 with a heartbreaking twist after Justin reportedly dumped her through a cold and concise two-word text message. She received this message while filming the music video for 'Overprotected' and it simply read, "It's over!!"

Britney Spears lookalike in 'Cry Me a River video'

One of the most infamous incidents was the release of Justin's second solo single, 'Cry Me a River.' The music video featured a Spears lookalike, a move that seemed to suggest that Justin was taking a not-so-subtle jab at his ex-girlfriend. The song's lyrics revolved around discovering a partner's infidelity, sparking further controversy and speculation.

Justin Timberlake cheated on Britney Spears

In Spears' memoir, she accuses Justin of cheating on her with "another celebrity," but does not disclose any names. However, in the year 2000, Justin was notably observed in the company of Nicole Appleton from All Saints. While Spears herself admitted to infidelity during their relationship, these allegations further fueled the public's perception of Justin's actions during their time together.

'Madonna wannabe'

During the 23rd Annual Rock and Roll Hall of Fame Induction Ceremony, Justin delivered a speech inducting Madonna. In what appeared to be a thinly veiled dig at Spears, he referred to having dated a "Madonna wannabe" in the past. Many interpreted this comment as a direct reference to his former flame.

Justin Timberlake publicly discredits Britney Spears' virginity pledge

During their relationship, both Justin and Spears publicly proclaimed their intent to remain virgins until marriage. However, in subsequent years, Justin openly admitted to their intimate relationship. In a 'Saturday Night Live' sketch, he joked, "Publicly they'll claim to be virgins, but privately, he'll hit it."

Justin Timberlake mocks Britney Spears' mental health struggles

In 2007, during a concert, Spears was undergoing treatment for her mental health and addiction issues. Justin, seemingly taking a jab at her indirectly, incorporated the chorus of Amy Winehouse's hit 'Rehab' into his performance of 'Cry Me a River.' This action raised eyebrows and sparked controversy, as many saw it as an insensitive response to the 'Toxic' singer's struggles.