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One winner will receive this wonderful signature chisel collar shirt and bowtie from Ozwald Boateng's new "Tuxedo: An Evolution" collection; part of their Evening Wear Look Book. The tuxedo remains a true classic form which never strays far from its origins. Part of London's Savile Row...

look at the Maddie Two-Tone Silk-Crepe Shirt Dress from Alice + Olivia. This classy and sophisticated garb has a creased emerald kilt and a clasp-binding black and beige crocodile-upshot pelt belt at the waistline area. It has an uncovered zipped up strap along the back that is partly...

Don't be afraid of patterns; stripes, gingham and checks are all very popular this year and look particularly great against the solid colour of the collar: So how should you wear this piece as a 21st century gentleman? Well, the easiest way is to utilise the contrast collar shirt with a...

Whether you're a shark or not, whether you work in the City or not, you should definitely have at least one spread-collar shirt in your wardrobe. Why ? Because there is always a day when you want to look dapper and neater and more powerful than everyone else on the planet. For these days, I...

For most of my life I have shunned collared button-down shirts like a dirty disease. I just never felt like they looked good on me and for certain periods of my life, they didn't suit my personal style. Lately, there's been a collared shirt revolution going on in my closet. I can't get enough...

Stud up your collar and make it a statement piece for any season. It's a popular trend right now that can edge up any look. The easiest way to wear this look is pairing a studded collar shirt with distressed jeans or printed bottom. For spring, you could also layer the look up with an...

The collared shirt. It never goes away entirely, but it does manage to make some waves every few years. The last time the menswear classic was as ubiquitous as it is now? The Clueless era, when Cher Horowitz's selections were ripe with embellishment and elongated hems. Today's iteration takes...

The island brother to the Oxford, the Cuban collar shirt (sometimes known as the cabana or camp/open collar) is an old-school staple – think Elvis meets Scarface – and it's making a major comeback. Akin to a condensed notch lapel, it's defined by a pointed, two-tiered collar, and usually...

Play a bit with colors with a pair of the Balenciaga Two-Tone Layered Seam Pumps. These pumps are made of suede and leather and they have layered seam designs on the sides. These shoes have elf-like pointed toes and the triangle heels are 3 ½ inches high. These two layer pumps are available in...

THINK SILLY takes stock of a new wide collar shirt from Japanese label TAKAHIROMIYASHITA TheSololst. Unorthodox in its approach, the shirt features an eclectic mix of materials and an interesting cut that surely makes it a stand alone piece. For those interested, it is now available to...