Editor’s note: Stick around The Style Guide for more seasonal menswear suggestions. And read on for a special reader giveaway opportunity!

Contemplating this great Dickies X-Series denim giveaway in Prospect Park. The X-Series 5-Pocket Pant is pictured here. Japanese flannel from the Dickies 1922 line. Waxed Cotton Field Jacket by Johnston & Murphy. Color No. 8 Diplomat Boots by Thursday Boots. Waterbury Chrono by Timex x Red Wing Heritage. Glasses by Frameri.
Maybe it’s because your Style Guide author lives and breathes menswear, but it can be pretty darn fun to discover new and unexpected things about brands you thought you knew. Take Dickies, for example. The classic workwear brand has nearly 100 years of history to its name, and a long lineage of outfitting workers for both everyday and more extreme situations. That includes military uniform production during World War II, and commercial production thereafter. Maybe you wore their overalls or hooded jackets — or still do — on the job. However, there’s more to the brand now than workwear — and that, of course, is why we’re here today. The brand has taken a nuanced, measured approach to lifestyle gear in the past few years, including its heritage-focused 1922 line. That approach extends through to its X-Series denim, a run of both slim and straight-cut jeans and five-pocket pants made with soft-yet-durable ringspun cotton and flexible fabric. The even better part? From the Slim Fit Tapered Leg variety to the Slim Fit Straight Leg option or the Skinny Fit iterations, you’re looking at denim that’s priced at about $30 — seriously, $30. Who would’ve thought? It was definitely refreshing to learn about the brand’s revamped approach at an NYC showcase event this past September, and after taking a pair of the Slim Fit Tapered Leg jeans with me on both a fall weekend trip to Providence and an October trip back to Michigan, I can vouch for the quality, comfort and fit, through and through. I also had the good fortune to check out a pair of the Slim Fit Tapered Leg 5-Pocket Pants, done up in a comfortable ringspun twill and pictured at the top of the page. They really are perfect for fall style, particularly when teamed with a soft Japanese Flannel Shirt from the brand’s 1922 line.
I’ve also found that the dark-wash pairs of X-series denim pair well with everything from my trusty Taylor Stitch Long Haul Jacket and a chambray shirt to a slim V-neck sweater and leather chukka boots — and I’m sure you will, too! Why’s that? Well, we’re giving one lucky winner — sorry, just one — the option to win their favorite pair of Dickies X-Series denim! Just follow the instructions via this link, and there you have it! Good luck, and thanks for reading!
To win one pair of Dickies X-Series denim of your choice, follow the instructions in this link.
Editor’s note: This contest ends at 12 a.m., Thursday, November 17th.