Ryan Phillippe and Son Deacon Talk Fashion and Father-Son Bond (Exclusive)
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Ryan Phillippe, the renowned actor, and his son, Deacon, recently shared insights into their shared taste in fashion and the strong bond they share. At a glitzy event hosted by J.Crew at 190 Bowery in New York City, just before the commencement of New York Fashion Week, the father-son duo engaged in a candid conversation with PEOPLE about their mutual love for fashion.
The pair discussed how they influence each other’s fashion choices, with Ryan shedding light on his approach to encouraging his children, including Deacon and Ava (his daughter with Reese Witherspoon), to embrace their unique styles. Deacon, at 21 years old, mentioned their common interests in sports, music, food, and art, highlighting the strong connection they have beyond just fashion. They both expressed how their shared sense of humour and musical preferences bring them closer, showcasing a special relationship between a father and his son.

Despite a significant 20-year age gap, Ryan and Deacon Phillippe revealed a deep connection that transcends generational differences. They acknowledged their shared interests in sports, music, and art, indicating a strong foundation for their bond. Their conversation with PEOPLE at J.Crew’s event offered a glimpse into their intertwined relationship, demonstrating a blend of mutual admiration and respect.

The father-son duo’s attendance at J.Crew’s exclusive event at 190 Bowery signified not only their appreciation for fashion but also their connection to the iconic American brand. Ryan, known for his roles in movies like “Cruel Intentions,” highlighted the timeless appeal of J.Crew, lauding its classic Americana aesthetic. Deacon also shared fond memories of the brand, emphasizing its reputation as a go-to for sophisticated attire, underscoring their shared appreciation for enduring style.
The Phillippe men’s sartorial choices reflect a preference for classic, timeless pieces that transcend fleeting trends. Ryan, with decades of experience in the spotlight, emphasised the importance of selecting wardrobe items that withstand the test of time. Deacon, evolving from a penchant for streetwear to a more refined style, echoed his father’s sentiment, embracing a more enduring fashion sensibility as he matures.
In a heartwarming revelation, Deacon disclosed how he often borrows pieces from his father’s wardrobe, citing Ryan’s impeccable style as a source of inspiration. Ryan, in turn, shared how his son’s evolving fashion taste influences his own choices, showcasing a dynamic exchange of ideas and styles within their familial relationship. Their shared affinity for fashion serves as a unique channel for mutual admiration and connection.
As a father to Deacon, Ava, and Kailani, Ryan emphasised the importance of supporting his children’s individuality and personal growth. He acknowledged the evolving tastes and styles of his kids, expressing pride in witnessing them explore and define their unique identities. By fostering an environment of creativity and self-expression, Ryan exemplifies a nurturing approach to parenting that celebrates his children’s autonomy.
The Phillippe family’s story is a testament to the enduring bond between a father and his son, accentuated by a shared passion for fashion and a deep-rooted connection that transcends mere appearances. Through their candid conversation with PEOPLE, Ryan and Deacon offered a glimpse into their world of shared interests, mutual influence, and unwavering support for each other’s personal growth. As they navigate the realms of fashion and fatherhood, the Phillippe duo sets a heartwarming example of familial love and camaraderie.
