You could be forgiven for not associating Major League Baseball players with a surplus of swag. As the league most entrenched in staunch tradition, it’s no surprise that most teams’ #TunnelFits Instagram carousels leave a lot to be desired. Most are riddled with slim-fit chinos, Untuckit-esque dress shirts, and gruesome slim-fit shallow V-neck tees. Now and then, a player might lace up a pair of Jordans. That’s what we call a good day. 

However, to some degree, swag has always been present in America’s pastime. From Don Mattingly’s moustache to Ken Griffey Jr.’s backwards cap and chains, the cream always rises. These days, even in a relative swag desert, there are oases of drip on the diamond (sometimes in the form of literal diamonds). When Los Angeles Dodgers journeyman Miguel Rojas slammed the home run that ultimately doomed the Toronto Blue Jays in Game 7 of the 2025 World Series, he did so wearing a Van Cleef & Arpels Alhambra chain in — you guessed it — Dodger blue. The necklace became as much a part of the moment as the swing. 

Chains have long been a part of a ballplayer’s uniform, even at the nadir of the sport’s long style crisis. Still, there are dudes in the league today who are finding ways to express themselves on and off the field and defy the long-held conventional wisdom that baseball players don’t have swag. Below, find a few of our favourite baseball player ‘fits alongside an MLB-inspired shopping pick (or two).

Vladimir Guerrero Jr.

Guerrero takes the plate with undeniable aura, an aura that helped guide the Jays to their first World Series appearance since the early ’90s. But it doesn’t stop at his energy — Guerrero knows how to get dripped out like few other ballplayers can. While he’s been known to rock some impressive chains, we particularly took notice of his earrings this season. 

Earrings have been gradually forcing their way back into the menswear accessory zeitgeist, with Guerrero’s taking a particularly impressive sartorial swing: he’s worn a pair featuring his custom logo. The triangular pair is studded with diamonds and happened to serve as something of a good luck charm — he wore them during some of the team’s 2025 World Series game wins. 

Yoshinobu Yamamoto

Inspired by Yoshinobu Yamamoto

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SPEEDY P9 BANDOULIÈRE 40 ($14,700) BY LOUIS VUITTON MEN’S. PHOTO COURTESY OF LOUIS VUITTON.

Inspired by Yoshinobu Yamamoto

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SPEEDY P9 BANDOULIÈRE 40 ($19,600) BY LOUIS VUITTON MEN’S. PHOTO COURTESY OF LOUIS VUITTON.

Inspired by Yoshinobu Yamamoto

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SPEEDY P9 BANDOULIÈRE 30 BY LOUIS VUITTON MEN’S. PHOTO COURTESY OF LOUIS VUITTON.

Forgive us, but we gotta give the Jays’ mortal enemy his due here. Yamamoto is a fairly unassuming guy off the field (better dressed than most of his teammates), but spares no expense when it comes to luxury bags. Ballplayers are on the road for a hefty chunk of the year, so splurging on a quality backpack or duffel — like the Speedy P9 Bandoulière pictured above — isn’t uncommon. Many players are fans of Louis Vuitton, and Yamamoto has been spotted rocking the brand as well. However, he’s taken it a few steps further, rocking designer pieces you have to be dedicated to secure for yourself. Case in point: he pulled up to the 2024 Seoul Series, his MLB debut, with a Hermés Birkin in Dodger blue. 

Francisco Lindor

You don’t often get a ballplayer who knows how to throw a fit quite like Francisco Lindor. The guy is tapped into modern fashion in a big way; his pre-game fits rival any you’ll find in an NBA arena tunnel. Lindor will mix up swaggy streetwear with designer fashion — and not of the logo tee variety. He’ll pair luxe leather jackets with perfectly distressed denim, put together a killer matching set, and accent it with flashy chains. He’s got sneakers for days, great dress shoes for fancier fits, and regularly looks like he’s heading to a Paris Fashion Week runway show rather than a Tuesday afternoon game at Citi Field. Playing any sport in New York means there are going to be eyes on you at all times. That means it’s wise for any Mets or Yankees player to leave the slim chinos from Flaherty at home — take a note from Lindor. The city never sleeps. Your wardrobe shouldn’t either. 

FEATURE PHOTO COURTESY OF KELLY GAVIN/WBCI/MLB PHOTOS VIA GETTY IMAGES.