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In 2024, Tom Holland took the top spot. The year before that? Seasoned actor and amateur Instagram chef Stanley Tucci swayed the electorate.
That’s right: I’m talking about SG Madness. And I hope you’re ready because the search for 2025’s most stylish man of the year is officially underway!
So, who will be crowned the winner this year? That’s up to you.
We’re rolling out the brackets and setting up the voting booths; all you have to do is pick your favorites to move forward.
Take a look at this year’s SG Madness bracket and consider: Who is the star whose style most inspires you, whether it’s on the red carpet or just out running errands?

Here’s what you need to know:
- Past SG Madness winners are ineligible
- If you’re wondering why stars like Ryan Gosling aren’t on the list, that’s why. Past winners are celebrated for their contribution to the men’s style pantheon of inspiration, but not eligible for future competition.
- Your fashion fave has to be booked and busy to make the cut
- Sometimes celebs go underground for a while—maybe they’re filming a new movie or working on a top-secret project. But the point is, if we didn’t see enough of a star this year, for whatever reason, he isn’t here.
- Stylish guys who’ve got bad vibes don’t get an invite to the dance
- You’ve searched the bracket and don’t see your personal celeb style inspo. If the celebrity isn’t a past SG Madness winner, is frequently in the public eye, but still didn’t make the cut? Well, tere’s a good chance he gives our team the ick. As such, he doesn’t get a seed to compete for the title of most stylish man of 2025. We’d encourage them to try therapy, and maybe he’ll get invited to the dance next year.
- Seeding is based on social media follower counts
- Not a perfect science, obviously, but a relatively objective system! That makes Timothée Chalamet, LeBron James, Post Malone, and Bad Bunny this year’s #1 SG Madness seeds.
So, are you ready to make your voice heard?
Follow Style Girlfriend on Instagram to vote!
The tourney starts this week with Round 1 matchups, and it’s all going down in IG Stories!
Take a peek at a few of the face-offs, below:








Remember, with great power comes great responsibility. You decide whose style reigns supreme, so make it count.
Content shared from stylegirlfriend.com.