This Hollywood icon’s recent transformation has sparked quite a buzz online, leaving fans doing double-takes at his unrecognizable look. Let’s take a look back at how he appeared in the early days of his career compared to his appearance today.

This ’90s and early 2000s heartthrob, best remembered for his roles in movies like “I Know What You Did Last Summer” and “She’s All That,” once captivated audiences with his youthful charm and good looks. Today, though, fans are reacting with surprise as he looks notably different from his heyday.

After stepping back from the spotlight to focus on family life, this beloved actor, now in his late 40s, has embraced a more private lifestyle. Here’s a closer look at how this Hollywood veteran’s appearance has evolved over the years.

1996

Known for his youthful charm, the celebrity, whose father was a famed actor and comedian, was seen in 1996 with a fresh face, short dark hair, and a sleek tuxedo look, attending the Golden Globe Awards.

1998

By the late ’90s, he captured hearts and dominated red carpets with effortless style. In 1998, the actor attended a movie premiere sporting a suit paired with a blue shirt while rocking a spiky hairstyle.

By December, the public figure opted for a relaxed navy blue outfit at the “Shakespeare in Love” premiere, further embodying his effortless charm.

During this period, the film star was romantically involved with Kimberly McCullough, who was his date at the premiere. Years later, she reflected on their relationship with humor, writing on X, “This is when you say ‘Thank you universe for not letting me marry this one!’ What a douche.” The actress was reacting to an article about her former lover, who talked negatively about a fellow celebrity.

1999

As the decade came to a close, the actor’s appearances reflected the peak of his early fame. In January 1999, he posed with an introspective look, dressed simply in a light sweater.

By August, the Hollywood star appeared in the film, “Head Over Heels.” One scene showed him in a crisp blue shirt, presenting a clean-cut style.

In September, he walked the red carpet with Kimberly, sporting a dark suit with a burgundy shirt, giving him a refined and classic look.

Later in November, he kept things understated at the “End of Days” premiere, choosing a soft gray sweater that matched his easygoing yet confident aura.

2000

With the turn of the millennium, the actor’s look evolved along with his career. In June 2000, he appeared in a scene from “Boys and Girls” with a thoughtful expression, resting his chin on his hand, exuding a contemplative vibe.

By August, he attended an award ceremony, radiating a fresh-faced look in a simple gray T-shirt, capturing the easygoing essence that endeared him to fans.

2001

By 2001, the celebrity surprised fans with a fresh transformation, embracing an edgier aesthetic that marked his growth. In January, he attended the Golden Globe Awards, sporting a bold platinum-blond look paired with a sharp black suit and silver tie.

Later, in August, he attended a movie premiere with a closely shaved head and casual attire, showcasing his laid-back approach amidst his ongoing popularity.

That same month, the “Scooby-Doo” star appeared at MTV’s “Total Request Live” sporting a similar hairstyle from the previous event.

2002

Entering 2002, Freddie Prinze Jr.’s life reached new heights, both personally and professionally. He married actress Sarah Michelle Gellar in a romantic, cliff-top wedding in Costa Careyes, Mexico.

Around 75 close friends, including Shannen Doherty and Dulé Hill, joined the celebration. The newlyweds, both costars in “Scooby-Doo,” enjoyed a festive evening with their guests, featuring steak, lobster, and live salsa music.

Later that same year, the Hollywood couple complemented each other in black and white looks for an award ceremony hosted in New York City.

2003

With the new year underway, Freddie embraced fresh opportunities in 2003, expanding his talents onto the stage. In January, he joined the cast of the play “This Is Our Youth” and donned a sophisticated black turtleneck and wire-rimmed glasses for the occasion.

2004

As 2004 unfolded, Freddie balanced the excitement of movie premieres with the demands of on-set roles. He channeled a laid-back style when he showed up to the “Scooby-Doo 2” premiere in a graphic tee and cap.

By October, the Los Angeles native took on a tougher look while filming a scene in New York for the movie “Nailed Right In.”

Later that year, Freddie honored his late father, Freddie Prinze, with an emotional star-unveiling ceremony in Hollywood. He expressed deep gratitude for the love and respect shown to his father’s memory.

Freddie hoped his father’s Hollywood star would bring joy to all who passed it, celebrating the legacy of laughter and love his late dad had left behind.

2006

By 2006, the public figure continued to charm audiences with his approachable style. In February, he appeared on MTV’s “Total Request Live” wearing a casual brown jacket over a red shirt, as he engaged with fans on stage.

2007

In 2007, Freddie’s style took on a rugged simplicity as he attended film events. For one occasion, he opted for a casual look, wearing a khaki jacket over a dark shirt, exuding understated confidence.

2010

Several years later in 2010, the “Summer Catch” star embraced a more mature, classic style. He wore a pinstripe flat cap with a casual zip-up sweater at the premiere of the eighth season of the TV show “24,” bringing a touch of vintage flair to his relaxed look.

2014

By 2014, Freddie had found his stride in voice acting and fan conventions. During a Comic-Con, he sported a simple, dark button-up, embracing his role within the “Star Wars” universe.

2017

Embracing a new chapter, Freddie shifted his focus from acting to cooking in 2017. The star released his cookbook, “Back to the Kitchen,” in June of that year, sharing 75 recipes inspired by his New Mexico roots.

2019

Embracing a fresh look, Freddie returned to the spotlight in 2019. While on the set of a TV show, he sported a salt-and-pepper hairstyle and casual black henley with jeans.

2020

Stepping into 2020, Freddie embraced a relaxed, down-to-earth style on screen. His hair, now a refined gray, paired with a casual black jacket and light shirt, added a grounded warmth to his appearance.

2023

Freddie’s look in 2023 showcased his evolving yet effortlessly charismatic facial features. In January, he sported a neatly groomed beard that framed his face, adding definition to his jawline, with a relaxed expression under his signature fedora.

By October, his gray hair and demeanor accentuated a more distinguished look, showing a balance of maturity and warmth.

In December, the actor’s soft grin and expressive eyes radiated holiday cheer, complemented by a subtle blend of gray in his beard, emphasizing his grounded and timeless charm.

2024

Freddie’s family life remains at the heart of his journey, adding depth to his enduring appeal. In September 2024, he celebrated 22 years of marriage with Sarah, sharing the milestone on Instagram. The couple has two children, daughter Charlotte Grace, born in 2009, and son Rocky James, welcomed in 2012.

Reflecting on fatherhood, the dad of two, whose own father tragically passed away when he was just a baby, once shared, “For me being a father, not having a dad, it makes it my No.1 priority. So when my daughter was born, that was pretty much it for me. I became a full-time father. It’s not a job. It’s what I love to do.”

Now 48, Freddie’s recent posts with his family have sparked conversations online, drawing attention to his evolving appearance. Social media users voiced mixed reactions, with some expressing surprise or disapproval.

“I did not recognize Freddie Prinze Jr. at all,” one comment read, while another noted, “It doesn’t look like him.” A more critical user questioned, “Why’d you ruin your face, man?”

Freddie Prinze Jr.’s journey from ’90s heartthrob to dedicated family man and passionate cook has been one of transformation, both on and off the screen. While his appearance may have evolved over the years, the star’s commitment to his family, his love for cooking, and his grounded nature remain unchanged.

In an industry where reinvention is often met with mixed reactions, Freddie’s focus on what truly matters to him—his wife, children, and personal passions—shows his authenticity.

As he continues to share glimpses of his life with fans, the veteran star reminds us that growth is a natural part of the journey, and sometimes, the best transformations happen behind the scenes.