High Roller Men's Guide

Red Wing Woolrich Boot

Red Wing Woolrich Boot
Red Wing and Woolrich have teamed up to make this sturdy and sporty boot. The boots have wool and leather panels, a thin leather lining for comfort and the classic Woolrich sole. Available in red/black buffalo, plaid and black/black. Made in the USA. ~$160.

Rag & Bone Motorcycle Boot

Rag & Bone Motorcycle Boot
Not sure if you’d be taking any corners while riding with these boots on but they are sharp looking and of superior quality so they can take a beating if need be. They have a leather and felted upper with contrasting wooden soles for the urban man. ~$500.

Head Louis Snowboard Boots

Head Louis Snowboard Boots
When it comes to snowboard equipment, one of the most important elements is your boots, as you are using them both on the slopes and in the lodge as well. These new Head Louis Snowboard Boots are some of the best boots around this year, and they come in two different versions, one with laces and one with a more technical lacing system. $300.

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Ralph Lauren Nansen Boot

Ralph Lauren Nansen Boot
Before you go out frolicking in the winter wonderland, be sure to protect your feet with a nice and comfy pair of boots first. Ralph Lauren fills this need and adds style to it as well with these Nansen Boots. Waterproof and weatherproof, the Nansen is a pull-on boot with leather and rubber all around the construction to keep the elements away from your feet. Leather shoelaces plus a leather drawstring at the opening ensures a good seal while the rubber outsoles give you traction. $295.

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Keep Shaheen Boot: Simplicity At Its Best

Keep Shaheen Boot: Simplicity At Its Best
This boot undeniably has a great style that one could not ignore. The boot comes with grey canvas that gives out an interesting blend. Its simplicity is what makes this boot even more interesting. $80.

Moncler Bernoises Explorer & Ferrand Short Boots

Moncler Bernoises Explorer & Ferrand Short Boots
For the winter season, Luxury winterwear outfitter Moncler has launched their weatherproof pairs of boots made of quality materials with nylon quilting details. $500-$600

Maharishi Sequoia Herringbone

Maharishi Sequoia Herringbone
You will never go out of style with a pair of Maharishi Sequoia leather boots. This season, this pair of footwear is a must. It has a distinct design combined with herringbone tweed. This combines style and comfort. $235.

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