When considering the most stylish men of the year, you have to take into account both formal and casual looks. Many celebrities - actors, athletes, musicians or otherwise - nail their red carpet appearances with the help of stylists and top designers, but drop the ball when it comes to casual wear. The true gentleman always displays the ability to look as stylish in dressed down attire as he does in a suit. For the last 16 weeks, Tom Brady has been reminding the world that no one does so better than him.

There’s something special going on in each of the seven looks above from his post-game press conferences this season. Notice Brady doesn’t experiment too much with color - he keeps it simple with a lot of black, grey, navy and white. He truly has mastered the timeless look of a grey suit, white shirt and white pocket square - both with a black solid tie (pic 1) or as a 3-piece without a tie (pic 7). Showcasing his ability to dress seasonally, both the grey flannel suit (pic 1), along with the plush black velvet jacket (pic 3) are staple pieces of a gentleman’s fall and winter wardrobe. Adding a touch of class to every formal look, Brady never forgets a white cotton pocket square.

As for his casual wear selections, what I appreciate most is his love for the shawl collar cardigan and opting for a black dress shirt instead of his usual white. The black shirt really adds a unique touch as a contrasting color underneath the grey and winter white sweaters. Anyone can wear a sweater over an open dress shirt - but the black stands out nicely,a long with the shawl collar and heavier weight knitwear.

The tuxedo is already back. Today a guy in a black suit faking it really sticks out, and not smartly. The creative black-tie set still tries to update it, with notch lapels, flap pockets and long ties, but the best-dressed guys show them up in proper kit. Red carpet photos are an argument for the cummerbund, recently discarded by modernists in black hip-huggers. Look at all that white shirt under their jacket button. Sorry, that’s not even semiformal. Braces or suspenders elevate tux trousers. If they have belt loops or cuffs, they’re not tux trousers. You might consider giving up belts altogether with suits. True, many Wall Street criminals have worn despicable suspenders, but that’s no reason to renounce the superior fit of trousers hung from the shoulders and not tied up at the hips. If you haven’t experienced that kind of suspense, there is a certain kind of freedom you don’t know. Boxers and suspenders are liberators of maleness itself!

Glenn O'Brien aka “The Style Guy”

@lordrochester / glennobrien.com

The Gentleman's 5: When it Comes to Suiting

1. Classy is always better than gaudy. The idea is to stand out and be memorable without being overbearing.

2. An immaculately-fitted suit of inexpensive material is miles ahead of a very expensive ill-fitting one.

3. Know what looks good on you and works with your build. A particular pattern or style fit may look better on you than someone else and vice versa.

4. You will always feel more confident at an event being overdressed than underdressed. If you’re not sure men will be wearing ties, bring one anyways. You can always take it off.

5. Don’t be afraid to splurge when it comes to suiting. One finely tailored or fully custom made suit will hold its value more than buying two or three of lesser quality.

Double-breasted, shawl collar waistcoat

This is a classy alternative for the gentleman who already owns a handful of three-piece suits with traditional single-breasted waistcoats/vests. Given its unique design, lose the jacket and you have an additional sophisticated look.


Scott Disick taking young Rob Kardashian to school in the menswear department.

Everything about Scott’s look (as always) is impeccable. His custom made 3-piece wide peak lapel suit is made of the finest cloth, accompanied by a perfect windsor knot and spread collared shirt. The sheen on the suit makes him stand out even more which is ideal for someone who is constantly photographed by the paparazzi. His pocket square is simple and pulls in the shirt and tie perfectly. Few do it better than Lord Disick. 

With style icons Kanye West and Scott in his immediate circle, Rob’s wardrobe is sure to get progressively better.

BEST DRESSED: 2013 Golden Globes - Max Greenfield

Here is your best dressed gent from the 2013 Golden Globes red carpet. And there wasn’t a close 2nd. Max Greenfield from the Fox TV series “New Girl” did it better than everyone in Hollywood including the likes of Leonardo DiCaprio and Bradley Cooper in his custom made one-button shawl collar tuxedo by Tom Ford.

The best way to stand out in a tuxedo is to meticulously take care of each detail. Pay attention as we break down every aspect of this impeccably styled black tie look which should be the blueprint for the next time you step into a tux:

  • The elegant shawl collar jacket is a timeless choice and cut perfectly trim at the shoulders and waist
  • The button stance accentuates his slim waist and allows for the crisp evening shirt to pop without revealing any white below the button
  • Subtle jacket detailing - button hole on the lapel (unusual for a shawl but a staple at Tom Ford) and satin piping besom pockets
  • Satin stripe down the side seam of the trousers
  • Fly front, covered button placket white evening shirt - no studs necessary (both fly front and a shirt with studs are equally as elegant)
  • Perfect amount of pocket square and shirt cuff showing - both should always be ½ to ¾ of an inch
  • Black satin bow tie nicely proportionate to his size
  • Final touch - matching satin cummerbund which keeps the waistline covered at all times including when the jacket is unbuttoned

Sartorial Review: Bradley Cooper - 70th Annual Golden Globe Awards

Bradley Cooper was a larger bow tie and a cummerbund away from being best dressed at last night’s Golden Globes. Everything about the tuxedo itself is impeccable: one-button, wide-peak lapel by Tom Ford fit to perfection. This was not the usual Tom Ford creation, however - it was designed with an eco-friendly OEKO-TEX certified woven wool as part of the Eco Age Green Carpet Challenge. Under the watchful eye of creative director Livia Firth, Eco Age is a new retail concept bringing together high fashion and going green.

The one-button stance is at the ideal height just a couple of inches above the waistline to ensure no white shows below the button, but as we can see in the next picture with his arms raised, there in fact is no cummerbund covering the waistline. I will never understand why cummerbunds were considered taboo at this year’s Golden Globes.

As for the bow tie, while I applaud Cooper for tying it himself - although a stylist may have done it for him - it’s way too small and completely disproportionate to the width of his lapels. It actually takes focus away from the otherwise amazing outfit.

He should stick with the standard-to-larger sized bow ties by Tom Ford that he usually wears like in the below from the 2011 British GQ Men of the Year Awards in London. This double breasted tux belongs in the red carpet hall of fame, holy sh*t!

Gentleman's Playbook Most Stylish Man of the Year: Tom Brady

Some men just flat out wear things better than others - whether it’s because of their size, overall looks, fine tailoring, or an innate ability to wear clothing impeccably. No one embodies these characteristics more than New England Patriots quarterback Tom Brady, our 2012 Most Stylish Man of the Year.