This 2000s Heartthrob Was Declared ‘Most Handsome’—See How He’s Changed Over the Years

This celebrity became famous after starring in a popular film series.

Years ago, he won many fans with his neat and stylish look and was called the “most handsome.” However, his recent appearance is very different, leading to mixed reactions on the internet. Some people say he looks unrecognizable now. The actor has even changed his style of clothing and talked about what inspired those changes.

Pictures of this well-known actor looking so different sparked many opinions online. Some people were interested in his new look, while others compared him to someone without a home.

In February 2022, he was seen in Los Angeles wearing a tight white tank top that showed off his toned arms, bushy gray beard, and thick, wavy salt-and-pepper hair. This new style was very different from his clean-cut look during his “Star Trek” days.

Some people online reacted by saying he looked like a homeless man. One comment read, “Looks like he could fit in with the homeless people on the streets there. I guess times are tough for everyone.”

Another user suggested, “He’s going for the homeless look. Someone toss him a bar of soap; he likely needs a scrubbing.” Two others agreed, while one person said, “Looks 55 and homeless! Great character actor!”

Others were curious about his change in appearance, with one person saying, “He was a nice-looking guy; I wonder what happened?” Another added, “It looks like he got stranded in the jungle for a year.”

One user reminisced, “He used to be so hot; now he looks like he’s recovering from something.” Many commented that he seemed unrecognizable. “I’m impressed anyone recognized him. He looks raggedy,” wrote one.

Another X user shared a collage of old photos of him. “Bad procedure to keep up ‘Hollywood standards’? Was so handsome. Almost don’t recognize him now. Sad!” After seeing his unkempt look, someone asked if that was really him, saying, “Didn’t recognize him…”

While some criticized his appearance, others still found him attractive. One X user called him “One of the most handsome men on Earth.” Another voted him as the “Most handsome man in cinema.”

Another person admitted she thought he was just an average guy growing up but now considered him “the most handsome guy I’ve seen.” One other user agreed, “He is definitely the most handsome.”

This actor was at his peak in the 2000s. He had various guest roles on TV and made his movie debut alongside Anne Hathaway in “The Princess Diaries 2: Royal Engagement” in 2004.

He continued to act in movies and TV shows but became very famous after being cast as James T. Kirk in the “Star Trek” reboot in 2009.

From once having sophisticated, clean, and attractive looks to looking almost unrecognizable today, here is the 2000s heartthrob who was once called “most handsome.”

In 2004, Chris Pine had a clean-shaven look with short, dark brown hair styled neatly. His youthful face was smooth and free of any facial hair.

At the premiere of “The Princess Diaries 2: Royal Engagement,” Pine kept the same clean-shaven style but with shorter, neatly styled hair, still showing a fresh and vibrant look.

By 2005, Pine’s appearance began to change slightly. His hair was still short but looked a bit longer and more tousled, adding a casual style.

The Los Angeles native maintained a clean-shaven face, showcasing a clear complexion. His overall look became more relaxed while still looking professional.

In 2006, Pine’s hair gave him a laid-back yet stylish vibe. His appearance combined relaxed charm with a refined edge, reflecting his ongoing evolution in Hollywood.

By early 2007, Pine’s style shifted again. His hair was fuller, and he had a more sophisticated appearance, showing a touch of maturity that added to his charm.

In March 2007, the actor’s look became a bit rugged yet polished, showing his growth in the industry.

In 2010, Pine’s style showed more sophistication. At the Academy Awards, his hair was shorter and neatly styled, giving him a refined appearance suitable for the prestigious event.

In early 2012, Pine looked sleek and polished. He had light stubble, adding a rugged touch to his smooth face, and his eyes showed confidence and charm.

By June of that year, the “Wonder Woman” star’s appearance was still sharp but slightly more casual, with well-groomed hair that looked relaxed yet stylish.

In 2013, Pine blended polished sophistication with a relaxed style. His hair had volume and texture, and he sported a light beard.

During this time, Pine’s love life made headlines. He was seen kissing a beautiful Icelandic beauty queen in Paris after visiting historic sites together.

In early 2014, Pine presented a refined look. His hair was styled neatly to complement his formal appearance at the Golden Globe Awards.

Pine, who starred in “Hell or High Water,” had a more textured hairstyle and sported a light beard.

In early 2015, Pine looked elegantly classic. His short, sleek hair and beard highlighted his facial features.

In early 2016, Pine’s hair had more length on top, giving it volume. He had a light beard that added a rugged look to his clear complexion.

In an interview during this period, Pine shared, “I don’t even feel like I picked it. I just started doing plays in college. Then I went to LA. Then I got an agent. It just sort of rolled like a very slow snowball into what I’m doing now. It’s very weird.”

In 2017, Pine chose a different look and shaved his head himself out of boredom.

He explained, “I went through phases. I had long hair and a beard, then tried a mustache. That was fun. Then I shaved the back of my head.”

Once his hair grew back, Pine had a bold style with a natural, slightly tousled texture that gave him a relaxed yet sophisticated vibe for the premiere of “Outlaw King.”

In 2019, Pine changed his hairstyle again, opting for longer hair parted in the middle, perfectly suiting the Emmy event he attended.

Beyond his looks, Pine admitted he sometimes feels insecure, sharing, “[…]I’m the kid who was made fun of. That insecurity still runs incredibly deep.”

In February 2020, Pine attended a Pre-Oscars dinner, showcasing a refined cut and clean-shaven face, emphasizing his clear skin and mustache.

During this time, he also adopted a casual and stylish look for a relaxed outing in Los Angeles with his then-girlfriend, actress Annabelle Wallis.

In 2021, Pine appeared rugged and casual, with longer hair styled in natural waves and a full beard, giving him a mature look.

During this time, actress Audrina Patridge revealed she briefly dated Pine after meeting in Las Vegas, but their contrasting lifestyles caused things to end.

In March 2022, Pine showed a refined look with longer hair and silver highlights, enhancing his sophisticated style.

By July, he adopted a relaxed look while attending Comic-Con, with slightly longer hair styled casually.

In October, Pine maintained a stylishly textured look with light stubble, adding a rugged touch.

Around this time, Pine reportedly broke up with Wallis, known for her role opposite Tom Cruise in “The Mummy.” They had been dating since 2018.

In March 2023, Pine showed a modern style with naturally wavy hair, giving him a casual vibe. His eyes looked confident and friendly.

Later that month, he appeared on “Jimmy Kimmel Live!” with a stylish look and neatly styled hair, keeping a sleek appearance.

By November, he attended a “Wish” photo call, sporting a light beard that added a mature touch to his clear complexion.

During this time, there were rumors about a woman seen with him in Italy. When asked if she was his girlfriend, one person claimed she was not.

In April 2024, Pine attended the 49th Chaplin Award Gala looking sharp in a classic black tuxedo, with a salt-and-pepper hairstyle and well-groomed beard.

That month, he also attended the premiere of his new movie, “Poolman,” discussing his transformation over the years. He mentioned reaching a point where he doesn’t care anymore.

Pine shared, “This whole film, what I love is the joy of design, clothes, cinema, shooting on film, and weird characters.”

For the movie premiere, Pine’s look was inspired by his style icon, Lapo Elkann, saying, “The short shorts were inspired by Tom Selleck. There’s no lie about that.”

With longer hair, Pine revealed he is experimenting with early ’80s Harrison Ford looks. He explained, “I really like a penny loafer with Levi jeans and a blazer; I think that’s pretty fly.”

Pine, whose publicist joked about his long hair, has also been open about his struggles with his appearance, sharing that he lost a role due to his “awful skin.”