Sending a special thanks to Dockers® for teaming up with us on this post. Check out more about the brand and shop the looks pictured here at®.

Guys are notoriously hard to shop for, so we’re making it easy! We’ve teamed up with Dockers® to round up a few of our favorite picks for the guy in your life this holiday season.

Our tip?  Basics don’t have to be boring; when in doubt, go with those classic pieces (and always needed items) that will be used, appreciated, and one step above the rest.

Five Pocket Straight Fit – Olive

These khakis are softer than you’d expect, and the dark olive color makes them perfect for transitioning from the office to dinner to running errands on the weekend. The straight fit is also flattering — not too tight and good for a wide range of styles.

Waffle Henley

Skip the tee and go for the henley. We love this long-sleeved style because it’s comfortable without skimping on a few little details to add in some rugged polish. Perfect for just about anything, any guy can find any number of reasons to wear this.

Double Stitch Belt

A staple item that any guy needs in his closet, this belt is a classy way to tie together anything from a tee to a button-up. (And to pair with the straight fit Five Pocket, obv.)

Tussock Chukka Boots

The perfect fall/winter and winter/spring transition boot. Want to know why? Because these leather boots hit at the ankle to provide extra warmth (and room for thick socks) without being too hot. They’ll look better with wear and conditioning as they’re worn, which makes them not just a great purchase, but a smart one, too.


Have you met Darling’s brother mag, wilderness ? Encouraging men (and women!) to reclaim a sense of adventure, wilderness’ first issue comes out just in time for the holidays. Get it for the guy who needs a reminder of what’s good, grand, and still to be sought in life.

Otis & Eleanor ‘Bongo’ Speaker

Quite possibly the coolest speaker we’ve seen in a while. We love the retro nod while still looking modern and sleek, and the size is perfect for portability. Your favorite DJ will appreciate that and  the built-in Bluetooth capability.

Public Supply Notebooks

You never know when the right idea will strike, which is why these slim, durable, and thoughtfully designed notebooks are a great gift for just about anyone. From backpack to back pocket, boardroom to coffee bar, these can be used anywhere. Pair with a few of those good pens (that always go missing) and your gifting is complete! What are your go-to guy gifts? Images via Milena Mallory


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