Every ‘Sexiest Man Alive’ Winner From the Past 25 Years, Who Deserved It And Who Didn’t

Elba was seen as one of the most textbook picks, with fans praising his classy, charismatic, and globally recognizable persona.

Brosnan was about to start work on his fourth James Bond film when he received the title.

Being 47-year-old at the time, he was seen as a classy and elegant pick for a more mature audience compared to his predecessor.

His casting as the superhero Thor and blockbuster presence made him a globally recognized appealing figure by 2014.

Already famed for his role as Wolverine, his cover came amid global recognition of his physique, charm, and on-screen versatility. He was married to Deborra-Lee Furness at the time.

Pitt became the first man to win People Magazine’s “Sexiest Man Alive” title twice, picking it up in 1995 and again in 2000.

Readers at the time widely regarded him as an obvious pick, with his Fight Club era six-pack and high-profile marriage with Jennifer Aniston making the choice feel natural.

Depp’s recognition coincided with the huge success of the first Pirates of the Caribbean, which turned him into a pop culture sensation.

Clooney joined Pitt in being one of the very few to win the title twice (first in 1997, then in 2006).

His win was received with almost unanimous acclaim. Much like Brosnan, his appeal as a mature Hollywood lead made it a no-brainer.

Jonathan Bailey’s 2025 win marked a first in the title’s history, as he became the first openly gay man ever to be named Sexiest Man Alive.

After his win, he told People he was well aware of the reaction readers would have to his victory. “There are so many people that should get this before me,” he said.

Rudd joked that, now that he was officially a winner, he would be “finally be invited to some of those sexy dinners with Clooney and Pitt and B Jordan.”

Depp secured his second title in 2009, right after starring in crime drama Public Enemies, putting him in the rare “twice-winner” club.

This win wasn’t as well received as the first, with some feeling the choice was redundant.

When Michael B. Jordan won, he told People that his friends used to tease him about being “always next in line,” doomed to end up as a runner-up every year.

Online, Jordan is among the most praised picks, with many naming him among their personal top 5.

Tatum’s title came months after Magic Mike became a box-office and cultural phenomenon. With 21 Jump Street also out that year, his reign as Hollywood’s new “it” guy was undeniable.

Famous for his comedic charm, Reynolds aligned with the magazine’s pivot to a younger market, and marked a contrast with the more mysterious and mature choices of years past.

On the cover story he joked about taking on roles where “my gut is hanging over… a whole new kind of sexy.” 

To this day, McConaughey is seen as a laid-back, rugged, and down to earth man, which makes him irresistible to many fans.

Evans, who had already become a pop culture sensation after his run as Captain America ended in 2019, said the honor felt like “a weird form of humble bragging.”

To this day he remains one of the most praised figures in the award’s history.