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" RANDY CANDLER, 49, CLOTHING SALESMAN, SAN FRANCISCO HOW HE WON Randy showed up at our San Francisco competition looking confident and sophisticated in tailoring that was old school but far from stodgy. Building on the solid foundation of a tweed sport coat, he added color and personality with a brown cashmere vest and a bold orange tie. WHY HIS CLOTHES FIT Randy&amp;#039;s sense of style is inextricably linked to his livelihood: He works for a high-end men&amp;#039;s store. There&amp;#039;s a fine line to walk, however. &amp;quot;If I get too dressed up, maybe I don&amp;#039;t sell as well,&amp;quot; he admits. &amp;quot;Nobody wants to dress better than the boss, and for me, the boss is the customer.&amp;quot; FIRST ACT AS BEST-DRESSED MAN: CONCEDE THE TITLE &amp;quot;Willie Brown, ex-mayor of San Francisco: He is the best-dressed man in San Francisco, not I. He just didn&amp;#039;t show up. That man is passionate about clothing.&amp;quot; A WORD OF ADVICE FOR HIS FELLOW REAL MEN &amp;quot;Italians have an innate sense of style. If you&amp;#039;ve got an Italian friend and he says you&amp;#039;ve got to do something about your shoes or that your shirt is horrible, listen to him.&amp;quot; RANDY&amp;#039;S WINNING LOOK: Three-button wool jacket by Oxxford; wool vest and silk tie by Kiton; cotton shirt and wool trousers by Incotex; silk pocket square, Best of Class by Robert Talbott; leather shoes by Barrett; stainless-steel watch with leather strap by Baume &amp;amp;amp; Mercier. Weigh in at esquire.com.  CLIFTON WILSON, 26, CLOTHING SALESMAN, DESIGNER, AND ENTREPRENEUR, PHILADELPHIA HOW HE WON Clifton was the standout at our Philadelphia competition thanks to his quiet, assured polish and impeccably cut three-piece suit. Lean and fitted at the waist with a natural shoulder and flat-front, flared trousers, the suit was topped off with a maroon checked shirt and thickly knotted maroon silk tie. WHY HIS CLOTHES FIT Clifton&amp;#039;s suit looks as if it was made for him--and it was. A salesman at a men&amp;#039;s clothing store, Clifton&amp;#039;s also an aspiring designer and the suit was partly his creation. &amp;quot;Going to work is like going to school. I know why customers buy what they do, and I use that to create things that work for everyone.&amp;quot; WHY WE&amp;#039;RE BUYING OUR NEXT SUIT AT THE SALVATION ARMY &amp;quot;I used to go to thrift stores and buy a suit for eight dollars. I&amp;#039;d take it to the tailor and get it recut for fifty dollars, and I&amp;#039;d have a custom suit for fifty-eight dollars. I did that for years.&amp;quot; A WORD OF ADVICE FOR HIS FELLOW REAL MEN &amp;quot;Allen-Edmonds. Cole Haan. Ferragamo. Their shoes are nice because the leather&amp;#039;s good. You could have the same pair of shoes for years. And with these companies, you can always send them back and get them rebuilt.&amp;quot; CLIFTON&amp;#039;S WINNING LOOK:  Three-piece custom-made suit by Hickey Freeman; cotton shirt by Nordstrom Custom; silk tie, Best of Class by Robert Talbott; leather shoes by Cole Haan; stainless-steel watch with leather strap by Guess. Weigh in at esquire.com.  KEVIN PIUNNO, 43, REAL ESTATE BROKER, CLEVELAND HOW HE WON At our Miami contest, Kevin impressed the judges with his classic but resolutely modern style. Wearing a light-colored suit, a blue-and-beige-striped shirt, and beige shoes, he looked comfortable, not casual. His secret weapon was a beautiful bright-orange paisley-patterned tie, perfectly knotted at the neck. WHY HIS CLOTHES FIT Kevin makes deals with all the important tools: straight talk, firm handshakes, and pristine suits. &amp;quot;When I walk into a presentation or a building showing, I want to look right. I meet with presidents and vice-presidents of companies. I have to dress the part.&amp;quot; THE ORIGIN OF HIS STYLE: VIOLENCE &amp;quot;When I was in third or fourth grade, this kid hit me, and I got a bloody nose. I fell and got grass stains on my yellow bell-bottoms. I was more concerned about the grass stains than I was about the bloody nose. That was the beginning of it all.&amp;quot; A WORD OF ADVICE FOR HIS FELLOW REAL MEN &amp;quot;If you go to the smaller stores where they&amp;#039;re a little more service oriented, they really help you put it all together. Don&amp;#039;t just run into a department store and say, &amp;#039;Okay, I want that shirt.&amp;#039; Patience makes a huge difference.&amp;quot; KEVIN&amp;#039;S WINNING LOOK: Three-button wool suit by Perry Ellis; cotton shirt by Eton; silk tie by Brioni; leather shoes by Tod&amp;#039;s; stainless-steel watch by Maurice Lacroix; glasses by Flexon.Weigh in at esquire.com. KEVIN SMITH, 46, FACIAL PLASTIC SURGEON, HOUSTON HOW HE WON Kevin&amp;#039;s approach to the Houston competition was daring yet simple: a modern twist on the southern gentleman. He wore a crisp seersucker suit matched with immaculate wing tips and an engaging combination of striped patterns on his shirt and tie. And we liked his glasses. WHY HIS CLOTHES FIT &amp;quot;As a plastic surgeon, you can have a little leeway in your style. You don&amp;#039;t have to be so rigid; you can play with colors.&amp;quot; Kevin&amp;#039;s in the style business anyway: &amp;quot;When I operate on my patients, I tell them they&amp;#039;re about to get a &amp;#039;Smitty&amp;#039;--a customized facial-plastic-surgery procedure designed especially for them. Fendi, Gucci, Ferrari, Bentley--you&amp;#039;re getting a Smitty.&amp;quot; NICE SPECS &amp;quot;They&amp;#039;re tortoiseshell, a reissued style from the early 1900s. If you look closely, you&amp;#039;ll notice the half rim is on the bottom, not on top. They never fail to get a compliment.&amp;quot; A WORD OF ADVICE FOR HIS FELLOW REAL MEN &amp;quot;We can all buy the same gray suit. Everybody makes the same gray suit. But the difference is how you maximize the gray suit. The shoes, the socks, the belt--play with the foundation.&amp;quot; KEVIN&amp;#039;S WINNING LOOK: Two-button cotton seersucker suit by Haspel; cotton shirt by Harold Powell; silk tie, Best of Class by Robert Talbott; leather shoes by J. M. Weston; glasses by Lafont.Weigh in at esquire.com.  ANTHONY ROGERS, 37, POLICE OFFICER, HEMPSTEAD, NEW YORK HOW HE WON Anthony entered our New York competition looking equal parts old Hollywood and Manhattan sophisticate. He wore a brown sport coat, relaxed fiannel pants, a crisp dress shirt, and a blue tie.  WHY HIS CLOTHES FIT A flattering ensemble may be the gentleman&amp;#039;s uniform, but Anthony has actual standard-issue attire; he&amp;#039;s a police officer. &amp;quot;The uniform I have has a boxy fit. Fashion doesn&amp;#039;t apply. You get spit on it; you get blood on it. But on my days off, I put on something nice. It&amp;#039;s a release.&amp;quot; And why does Anthony find it so necessary to represent his brothers in blue? &amp;quot;Block cops are notoriously bad dressers.&amp;quot; COURAGE FEELS LIKE VELVET &amp;quot;An acquaintance of mine who works at a department store suggested a velvet blazer instead of corduroy. It steps it up in terms of class. I bought it about two years ago, when they really started to come on strong, fresh out of the gate.&amp;quot; A WORD OF ADVICE FOR HIS FELLOW REAL MEN &amp;quot;This is my only pair of cuff links. I used to be a transit cop in New York. These are old New York City subway tokens. It&amp;#039;s nice when your style says something about where you come from.&amp;quot; ANTHONY&amp;#039;S WINNING LOOK: Two-button velvet jacket by Michael Wesetly; cotton shirt by Banana Republic; wool trousers by Boss Black; leather shoes by A. Testoni. Weigh in at esquire.com.  "^^<http://www.w3.org/2001/XMLSchema#string>
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