Long Live Labor Day Weekend Weather

AskMen Style Defined: Stylish Globetrotter Caleb Thill

Long Live Labor Day Weekend Weather

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Here at AskMen, we strive to bring you new and interesting content to help answer any questions you may have from sex and dating to health and fitness and food and booze to of course, style and grooming. In our latest installment of the AskMen Style Defined series, we talk to Caleb Thill.

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Born in New Jersey and raised in Kansas City, Missouri — with a brief stint in Hawaii — Thill landed in New York City about three years ago and from what he told us, he’ll be here for a while, in between fantastic foreign forays of course.

“When I’m not traveling, I get so much [inspiration] from NYC,” he tells AskMen of the main muse within his otherwise mobile lifestyle. “No matter where I go, NYC will always be an inspiration and home to me.”

So what got this travelin’ man into taking his style international? Not what you might expect: “To be 100 percent honest, it kind of started by accident,” he admits. “I studied violin performance most my life before realizing I had too many passions to just focus [on one]. I’m obsessed with traveling and love a last minute adventure …” And here he is. After three years in the city, and his site only passing one year this spring, Thill has made a name for himself among the jet set.

“My personal Instagram page just kind of morphed into what it is now. If you go back far enough, you can see high-school pics of me with friends and everything. [Now] I treat [it] as a visual journal of sorts.” As his “journal,” grew, so did those interested in following along, which has lead to quite a noteworthy project he is currently working on.

“Currently, I’m getting so much of my inspiration from traveling and seeing new places [and] different cultures,” he explains. “I just came back from a two week solo bike trip through the Costa Brava region of Spain (which you can read all about here) and I’m currently on a trip through Amsterdam and Comporta, Portugal for a project with KLM Airlines.”

Nice work if you can get it, and for Thill, he gets a lot of it.

View this post on Instagram

A post shared by Caleb Thill (@calebthill) on Aug 12, 2019 at 9:15am PDT

But what made us pick this summer outfit as the summer comes to an end? Celebrating the season with one final hurrah over Labor Day weekend. Whether it’s the Costa Brava region of Spain or the local swimming hole — which for someone like Thill, is a chic rooftop pool in Williamsburg, one of Brooklyn’s most desirable neighborhoods — there is still plenty of warm summer weather to enjoy.

“For me, my summer style — specifically beach and vacation style — is generally just a colorful, loud swimsuit with a simple camp collar linen shirt,” he tells us about this selected staple, which mimics other outfit inspiration from his recent Instagram photos. “When you just have a simple shirt, you can go pretty crazy with your swim trunks … I think my whole summer style inspiration is the film ‘The Talented Mr. Ripley.’”

Items to shop inspired by Thill’s look:


stylish mens clothes reebok club monaco amazon

28 Palms Linen Camp Shirt, $45 at Amazon.com
Club Monaco Printed Swim Shorts, $90 at MrPorter.com
Reebok Classic Leather Sneakers, $75 at Reebok.com
Devereux “DVRX” Hat, $35 at DvrxThreads.com
Ray-Ban Sunglasses, $163 at Amazon.com


stylish mens clothes bathing suit camp collar shirt white sneakers

Hartford Linen Camp Shirt, $165 at MrPorter.com
Vilebrequin Printed Swim Shorts, $260 at MrPorter.com
Grenson Sneaker 12, $275 at Grenson.com
Balenciaga Logo Cap, $450 at MrPorter.com
Oliver Peoples Sunglasses, $515 at OliverPeoples.com

What’s next for the globe-trotting Thill? “For Labor Day, I’ll be with a friend in Comporta, Portugal — about an hour south of Lisbon,” he says. “It’s supposed to be a laid back version of St. Tropez-meets-Montauk. I’m very excited to be staying at the newly opened Quinta da Comporta hotel.”

He adds: “For Fall, I’m most excited for going [to upstate New York] with friends and apple picking. I love those cheesy fall activities so much. My 2020 bucket list is to bike a 600 mile road through Patagonia in Chile.”

We’re all about keeping the swim trunks on as far into September as we can — no matter which country we’re in — but what about you? What do you want to see? Do you have a look or social media account you like?

Follow us on Instagram and Twitter and friend us on Facebook to share your best looks or tell us about someone we should check out. Tag us and use the hashtag #AskMenStyleDefined to get our attention. Or email us directly at Editorial@AskMen.com with “AskMen Style Defined” in the subject line. Maybe next week, we’ll pick you!

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