Did I mention Clooney’s love for suede Chukkas? For being such a man of culture, he proudly displays his beat up suede boots regularly. George understands that function matters. There is more to a shoe than what meets the eye. Obviously his favorite pair, you can get his look easily with cheap imposters, or you could try one of our comparable boots and see how you like them. The worst that can happen is you will look cool temporarily while trying them on. The studded rubber soles on these boots give a great feel for walking and make the construction water resistant.

The premium leather upper is accented by only two eyelets with waxed laces weaving in between them, one of the more old-school lacing styles on Chukka boots. Stitch-out construction lends itself to the durability of this beauty, as well as the structure of the whole upper. An interesting element on these is a full cork footbed. The benefit of something like a cork that depresses over time is that it will slowly form to your feet and then stop. Memory foam can get crushed and never really bounce back, so this is a great option if you tread heavy and have trouble keeping shoes comfortable. In the medium-high price range, the quality of these is gorgeous on a boot. Durability tends to come at a price and these are the epitome of durable.

Classy, slightly elaborate, and downright beautiful, wingtips have been loved by men of culture since they first hit the scene. Of course, our man George can often be seen in rich brown wingtips that show off his unique sense of style. Adding an element of surprise and sophistication to run-of-the-mill menswear is an easy feat with a style like this Macneil. Not that Clooney wears and run-of-the-mill suits. The detail of this wingtip is truly breathtaking, utilizing classic methods of embellishment, the Macneil features blucher with perforated brogue styling, an awe-inspiring combination.

Premium calfskin makes these feel as indulgent as they look, and the quality material is utilized even in the lining. The sole is constructed using Black Dainite, which creates a dark and brooding accent to the already deep palette of this wingtip. 360-degree Goodyear welted construction guarantees this is made in a way that doesn’t betray its appearance. A sturdy oil-infused Double Butyl outsole makes this a beautiful choice to wear anywhere. Poron insoles ensure comfort whether you’re going to work or play. This shoe is extremely elegant and in high demand and comes at a designer price tag. The craftsmanship isn’t matched by anything else on the market, and they will literally stop onlookers in their tracks with their look.

George Clooney isn’t always quite dressed only to impress. A man is nowhere without his loafers, it is one of those staples absolutely everyone should have at least one of. Clooney often wears his when taking a stroll or running errands. Comfort is key, of course, so finding a pair that reaches all your expectations in that department is a must. These Lexington Loafers are designed in New York but then specially crafted by hand in Brazil, giving a true artisan touch to the classic casual style. The monochrome black of these is sleek but unassuming. These would make an incredible gift for your favorite guy.

Gel padding on the insoles revolutionizes the experience of wearing these. In this loafer, they manage to pack lovely heel and arch support, the two most important areas of discomfort in shoes. For the upper, rich, supple, Nappa leather envelops the foot and provides a customized feel. Their outsole is rubber and very flexible as well, this is quite the loafer. When you have these on, you will feel like you are vacationing in Monaco and living in the lap of luxury. Their price is much more affordable than even the plane ticket there, thank goodness.

To be clear, George Clooney wears a tan suede boot in every photo of him within a casual setting, excluding athletic endeavors. In various levels of wear, it is clear what his standby is. The tan suede footwear looks most like a desert boot and they are dashing despite their well-loved appearance in the photos he is caught wearing them. If you’re looking to outfit your feet in a decidedly Clooney shoe, this is the one. This chukka from Bruno Marc totally emulates that effortless style that he adds to every ensemble with this shoe. It is the perfect balance of mature and tough. I absolutely love this style.

A plain suede upper is a perfect tone to go with basically any coordination of colors and fabrics. You could pair this with jeans like George frequently does, or khakis, all the way to corduroy. Durable but flexible, the tension points on this have reinforced stitching to ensure you get a long time of wear out of them. The classic three-eyelet closure and contrast stitching is notably on-trend and will remain on trend for years to come. Their outsole is non-skid and their insole cushioned, the perfect final touches to this casual staple. Extremely affordable, definitely a great piece to add to your collection with very little to lose.

Brown wingtips are a total classic, one that I hope, and believe, will never go out of style. The look calls back to early Americana and I love that vintage feel you get when you finish an outfit with a smart wingtip. Any man can pull off this style, and many do. George Clooney loves wingtips when he is wearing a suit, and he wears them pretty exclusively in pictures if it isn’t quite a tuxedo kind of occasion. EVA heel cups stabilize your steps, so you won’t be tripping over yourself on the red carpet, or any carpet for that matter, high-fashion or otherwise.

This Derby Room from Rockport’s Renly Collection is a real masterpiece. Trutech throughout the shoe responds to the way you walk and wear on the shoe itself. It will feel similar to a sneaker or casual boat shoe rather than a dress option. Cement construction will have this shoe outlasting most in your collection, a true feat. Ortholite in the sole creates a soft, cool, and dry environment for your foot. It is removable, so you can replace with orthotics, or just keep clean for a healthy footbed. The price on Rockports is always a great deal, and the comfort you’re receiving from the purchase will have you feeling like a movie star.

George can often be seen on the red carpet in a few signature looks. The glossy, patent tuxedo shoe is a staple for evening wear, and the way Mr. Clooney wears them might as well be an endorsement for the style alone. This pair is genuine calf patent, rather than the plastic of some lesser quality brands. Formal looks generally aren’t complete without a little shine, but the high gloss of this material will turn heads even more so than just a polished oxford. Blake construction makes this flexible and comfortable, stiff shoes are a nightmare when going out on the town, that we know. Don’t fall victim to a stuffy, too structured shoe just because you think you can’t be at ease in formal wear.

Leather lined insoles absorb moisture and keep the foot from slipping around while wearing. In the shoe, this creates more stable wear and more temperature regulation as well. Adjustable lacing always helps to create more form-fitting footwear. Classic cap-toes and a leather stacked heel will have you in a lap of luxury while you have these on. Slight cushioning on the insole seals the deal on this beauty. Due to it being calf leather, it is slightly higher than moderate to high dress brands, but not at all unreasonable. The quality is extremely covetable and the purchase goes to a humanitarian effort to invest in the children of the world.

Cap-toe oxfords are one of those shoes that will never go out of style. On the Dickinson, a contrast sole really makes the shined upper boast sophistication. Clooney loves an easy oxford, and he can often be seen wearing styles that similarly wow like this pick. Burnished brogue perforated trim is subtle, yet striking, adding texture in small details which lifts this uppers impact to the eye. This choice may look sleek and barebones, but inside the insole is actually fully memory foam and shock absorbing. If you’re on the go and attending galas like Clooney, you obviously need comfort, but even if your lifestyle is slightly less demanding, memory foam is a gift from the shoe gods.

Breathable linings are accented by the shoes rough-and-tumble construction, it remains light despite its reinforcements. Real stitch detailing on the contrasting sole lends a vintage appearance to this cap-toe, and the stacked heel elevates the whole look. Natural coloring on the sole includes an integrated heel tap, a classic feature often long forgotten on more modern inceptions of oxfords. Hand burnishing is responsible for the vintage look that radiates from this true beauty. The price on these is remarkable for a dress shoe of this caliber, and these can easily be added into the wardrobe of even the pickiest dressers.

Leather and mostly matte, with only a slight shine on the toe, the Grandin Plain is a favorite for ensembles that toe the line between formal and casual. Clooney is often seen dressing pretty casually, but he hits the perfect note when out promoting films or on a dinner date when he can be spotted wearing hybrid options such as this one. Flexible TR outsoles make this have great ground feel when walking, and the grooves of the outsole ensure they won’t crack due to tension from their ability to flex with the foot.

Cushion soft technology adds special padding on the heel and ball of the foot that looks and feels completely different than any other brand’s insole. Relieving pressure from the most worn parts of the foot is both good for your overall comfort but also your posture and muscles. Ortholite is utilized in many sneakers for its thin and lightweight build. In this shoe is provides cushion and regulation of heat to carry moisture away from the foot and keep your foot dry and supported. Feels like a sneaker, flaunts like something else entirely. These are in a reasonable price range for Clarks and the quality is outstanding, definitely worth trying if you are new to the brand.

Nappa leather adorns this matte cap-toe, and immediately when you look at it you see it isn’t quite like the others you have seen before. A mix of textures adorns this footwear to create depth and dimension to the classic style. George Clooney loves to add interest to timeless fashion, which is exactly what the Bram achieves with its mix of finishes. Completely monochrome, this relies on its quality and materials to make it stand out from other cap-toes like it. Small eyelets make the lace-up closure appear delicate despite its durability.

Shine on the rounded square toe is elongating and creates a sharper profile for the wearer. Extremely flexible construction won’t let you struggle to rock this, the ease, when you slip these on, is palpable. Padded insoles treat your feet like the boss you’ll look like when you step out in the Bram by Calvin Klein. The textured Nappa leather accent is truly remarkable when your eyes are taking in the overall design. Contrast topstitching is the perfect final addition to this beautiful build. The price is in the moderate range for the style, surprisingly, regardless of the supple Nappa leather being used here.

Lighter than the similar styles listed prior, this shoe is a more spring to summer look. Clooney steps out in suede offerings such as this year round, but for the warmer months, it can be nice to just have something in suede that doesn’t appear heavy. Suede is now an all-season fabric, and I feel that the light gray accents that on this oxford. Rear pull-on tabs, much like Florsheim was once famous for branding, are featured on this shoe for simple wear. It is always nice to have a dose of convenience in your fashion favorites.

Pinking trim on this Oxford by Florsheim really make it pop. What could be a kind of boring, monotone gray really comes to life with the contrast of the trim and sole, which is fully rubber, I should add. This footbed is fully cushioned from heel to toe, which is always nice for something that you wear often, as George does with these styles. The price is average for a real leather oxford, and it looks great with a wide range of outfits, so this is a great accessory to add into your wardrobe.