Drew Barrymore is Haunted by her Daughter’s Sassy Reaction to Her 1995 Playboy Cover


Drew Barrymore, the renowned actor and talk show host, has found herself in a Catch-22 situation regarding her 1995 Playboy cover and her 11-year-old daughter Olive’s outfit choices. In a candid interview with Christina Aguilera during “The Drew Barrymore Show,” Barrymore shared the challenges she faces as a mother and the influence her past has on her daughter’s fashion choices. Aguilera, who has also dealt with similar situations, offered her perspective on empowering her own daughter.

The Playboy Cover Haunting Drew Barrymore

Barrymore revealed that her daughter Olive often requests to wear crop tops, and when she denies the request, Olive points to her mother’s Playboy cover as justification. The cover, which Barrymore posed for at the age of 20, has become a point of reference for her daughter. Aguilera, too, faced a similar situation when her daughter expressed a desire to wear a crop top after witnessing her mother’s risqué fashion choices.

Embracing Empowerment and Individuality

Both Barrymore and Aguilera emphasized that they have no regrets about their past choices and want their daughters to feel the same. They believe in empowering their children to be comfortable in their own skin and express themselves freely. While they understand the challenges of following in their footsteps, they encourage their daughters to embrace their individuality and make choices that align with their own values.

Communicating with Children

Aguilera highlighted the importance of open communication with children about their parents’ past experiences. She shared that she talks to her children about her own journey in a way that is age-appropriate and helps them understand the complexities of the world. Aguilera believes it’s crucial for her daughter to develop a strong sense of self and a healthy attitude towards her body and sexuality.

Navigating Labels and Judgments

Both Barrymore and Aguilera acknowledged the presence of labels and judgments in society. They emphasized the significance of teaching their daughters to differentiate between people with good intentions and those with bad intentions. While they want to protect their children from potential harm, they also want them to feel empowered and confident in their bodies.

Looking Back with Pride

Barrymore expressed her love for every minute of her Playboy shoot in 1995. At the age of 20, she saw it as an opportunity to express herself and make choices that felt right for her. Aguilera echoed this sentiment, emphasizing that their decisions were not made to please others but were an expression of their own desires and individuality.

Empowering Future Generations

Barrymore and Aguilera hope to empower their daughters to navigate the world with confidence and self-assurance. They believe that embracing their bodies and feeling good about themselves is an essential part of this journey. While they understand the challenges their daughters may face, they want them to grow up with a strong sense of self and the ability to make choices that align with their own values.

The Journey of Motherhood

Barrymore and Aguilera’s experiences highlight the complexities of motherhood and the unique challenges that come with being in the public eye. They navigate the delicate balance between their own pasts, their children’s desires, and societal expectations. Through open communication and empowerment, they strive to raise strong, confident, and independent young women.


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Drew Barrymore and Christina Aguilera share a common bond as mothers who have faced the challenges of balancing their pasts with their children’s desires. They embrace their own choices, encourage their daughters to express themselves, and teach them to navigate the complexities of the world. As they continue their journey of motherhood, they hope to empower future generations to embrace their individuality and feel confident in their own skin.