I absolutely love fashion. I especially love men’s fashion because although most men dress very similarly, some men take it an extra step and elevate their wardrobes. These steps put them far ahead of their competition, even if the step they took was small. Fashion is not just about the clothes you wear, it is how you wear them, and I think this notion is key in men’s fashion. I put together a list of men I think are some of the best dressed I’ve ever seen and wanted to share. So in no particular order, here are some of the best-dressed men, in my opinion.
To start off, I have Timothée Chalamet. His style is simultaneously unique yet simple, and I think he perfectly masters the “extra step” men can take to elevate their closets. He can pull off a classic suit but if he does, expect it to be adorned in sparkly appliques or in a bright color or pattern. The best part is that he mostly styles himself. At only 26 years old, he has curated an incredibly impressive style that transcends from the red carpet to the street, where he also has showcased a mastery of athleisure and street style. It is rare for me to see him in something I dislike.
Next, I have Harry Styles. There really isn’t one box into which I can put his style because it has been all over the place for years, but that is definitely not bad. His performance outfits are out of this world, even when it’s an obnoxious pattern in bright colors. Each tour that he has done has its own characteristic of outfits that leave his fans guessing what is in store for the next show. I can’t lie when I say some things he wears are atrocious, BUT he wears everything confidently, making the outfits more appealing. His style has a feminine touch to it, but his confidence brings masculine energy that creates an even and interesting contrast.
I am confident that with Jacob Elordi being so tall, he has run into some issues when trying to dress stylishly, but he really knows how. I would definitely say that his best strength is street style. He seems to have an endless collection of graphic tees that feature various things like James Dean, Elvis Presley, Titanic, and more. Whenever I see photos of him out and about, he looks casual and cool and embodies looking so stylish it seems effortless. His red carpet style is very classic and simple, but I think it works perfectly for him. He doesn’t need to wear over-the-top pieces because it doesn’t fit his aesthetic.
There is no way I could make a list of fashionable men and not talk about one of the kings of cool, James Dean. Dean is credited with fuelling rebellion in teenagers during the 1950s due to his role as Jim Stark in Rebel Without A Cause. He, unfortunately, died before the movie was released, but his legacy lives on. His style was considered to be extremely laidback and cool. He is one of the reasons that jeans became so mainstream. He even was denied from marrying his girlfriend Pier Angeli because her mother disapproved of his jean-wearing. His red jacket, white t-shirt, and jeans symbolize teenage angst and rebellion; as simple as they seem, they will forever be iconic.
Austin Butler is someone who just exploded in popularity this past summer because of his role as Elvis Presley in Baz Luhrmann’s biopic Elvis. I always knew who he was and thought he was attractive, but this year has shown me that not only is he a phenomenal actor, he is a phenomenal dresser as well. He mastered a masculine red carpet style that is not just a plain suit. His Elvis press outfits were out of this world, and he looked effortless on every carpet he walked on. His street style is also great and is very similar to that of Jacob Elordi.
I never thought I would put Brad Pitt on my best-dressed men list, but his recent press tour outfits for Bullet Train made me change my mind. Suddenly, he has emerged as this style icon, as I’ve seen people refer to him on Twitter. The skirts and bright colors are not something I would have expected from Pitt, who I only remember wearing simple black and grey suits. I don’t know if he got a new stylist or if this was his own decision, but he has definitely made for some really fun looks. I will say he had some pretty stylish looks in the 90s, but since then, he has been fairly simple.
Tyler the Creator
Bright colors mixed with neutrals are part of how I describe Tyler the Creator’s style. Whether it is a sweater vest with shorts and knee-high socks or a polo with slacks and sneakers, you better guarantee that he will put together a great outfit and always with a hat of some sort. I really like his style because it is unlike anyone else on this list. He truly has curated his own closet full of a combination of vibrant colors and browns, and I really love it.
Contrary to my NBA-obsessed brother’s opinion, I do think Russell Westbrook is a great dresser. I often hear NBA fans, including former player Charles Barkley, criticizing his style and saying he doesn’t know how to dress. But if this were true, he would not have been invited to the Met Gala–fashion’s most important event–multiple times. His style is unique because it is not what people expect from an athlete. He is one of the true masters of street style and athleisure and could teach a class on how to do it correctly. He is unafraid of wearing things deemed shocking, including the color pink (gasp!) and a skirt.
Lil Nas X
Definitely one of the most eclectic people on this list is Lil Nas X. His style is very shocking and bright, which is one of the reasons that I love it. He is not afraid of wearing something that will turn heads, whether a hot pink cowboy suit or a massive gold cape that changed into gold armor and a gold bejeweled bodysuit. He is challenging the norm and bringing in feminine aspects that most men would refuse to try and do.
Without the fashion influence of Elvis Presley, many of the performers we know and love today may not dress the way they do. I can definitely pull similarities between Harry Styles and Elvis regarding performance wear. Elvis was a huge leather lover and often wore leather bejeweled jumpsuits to perform. I give him major props because I cannot imagine how hot he must have gotten. His former wife, Priscilla Presley, has talked about how he loved getting dressed up and would often wear suits daily because he did not like feeling underdressed.
I am actually really obsessed with George Harrison’s style in the 60s and 70s. I think he is the perfect poster child for men’s 70s hippie fashion. He wore bright colors, plaids, denim, flare pants, vests, and more. He had this cool vibe that made his outfits look specially curated and expensive, but I guess that could just be a perk of being in the most successful band of all time.
To end my list, I have one of my mom’s favorite artists, Prince. His style was one that is still seen today in artists like Lil Nas X and Harry Styles. He had an extremely feminine style that was shocking and out there. Whether it was a ruffled undershirt, a lace bodysuit, or the iconic purple suit, Prince pulled it off, and he will forever be remembered as a fashion icon.