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Style Dossier: The Rakish Mr. Neal Caffrey

8/20/2017

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n (sartorial) retrospect, Matt Bomer’s rakish turn as suave con-man turned F.B.I. criminal informant Neal Caffrey in USA’s (criminally) underrated White Collar (2009-2014) not only cemented his leading man status but also helped usher into existence a bonafide style icon — a contemporary challenger to the likes of Harvey Spectre and Don Draper — whose characteristic penchant for classic Rat Pack-inspired aesthetics and fine bespoke tailoring has proven to be a noteworthy source of inspiration time-and-again for those drawn to his unique stance on classic 1950s’ and 60s’ formal elegance done up with a modern sensibility.

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Having inauspiciously had the distinction of debuting in the shadowy midst of the Mad Men-induced cultural haze that defined the late aughts, White Collar, it warrants immediate note, was (seemingly) lost in the shuffle and consequently passed over by many. However, and as the age-old adage implies, there is truly no time like the present to make up for lost time (which in this instance entails catching up on an entertaining drama which has style and substance in spades to spare).

Now as for Mr. Caffrey in and of himself as a (fictional) gentleman and style icon, you could say that he is a man of truly aspiring sartorial fortitude whose complete ease and comfort in his own skin is at once immediately apparent, enviable and highly commendable (especially when you take into account that he is master to his wardrobe rather then slave to it as a result). Moreover, as an infamous con-man — and international art thief, racketeer and forger — it stands to reason that he is also a naturally gifted crowd pleaser whose chameleon-esque wardrobe, unwavering level of self-belief and characteristic charm, charisma, and social intelligence (i.e. disarming smile, craft, cunning, and tact) make for the type of well-rounded, romantically tinged Renaissance-man persona that I imagine many a gent (secretly) wishes they could call their own.

In such a manner having been cut from that rarified cloth of individuals who immediately draw attention (and turn heads) no matter where life takes them (for Neal that is his home base in Manhattan, New York right through to the Cape Verde Islands), Neal’s polished style is reflective of his social standing and arrives courtesy of an inspired mid 20th-century through-the-looking-glass view of the world whose residual effects become quickly apparent within the context of his ‘mid-century gone modern’ classic manner of dress.

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Inasmuch endearingly marked in character by what is an exquisite lineup of slim-fitting suits, dress shirts in a dizzying variety of styles, knit polos (with cuffed sleeves and waists), fitted henleys, skinny ties, vintage tie bars, black and brown polished oxfords, and his pièce de résistance (i.e. his signature mark of distinction), the (felt) fedora, the sartorial superlatives in which one could aptly bandy about Neal’s highly cultivated persona include rakish as well as debonair, romantic, suave and sophisticated (save that of many more).

That having been said, Neal’s refined sartorial persona is anything but boring, an empty carbon copy of one of his icons —  who, as it were, range from Cary Grant and Alain Delon through James Dean and the Rat Pack (amongst many other sartorial luminaries from the 40s’, 50s’ and 60’s) — or a superficial facade in which he has erected to disguise a lack of personality or characteristic substance; On the contrary, what Neal wears, and how he carries himself, each speak uniquely to who he is as a man and came to be as a direct result of costume designer Stephanie Maslansky understanding the character and his tastes to a tee and subsequently taking to the task of marrying the wardrobe staples from those eras in which she imagined would best suit him (i.e. his suits, fedora, footwear) with that of his aspirational outlook on life (i.e. his luxury lifestyle) and his distinctive modern tastes in style on route to crafting a completely authentic and endearing look that is an honest reflection of the man underneath the attire — worldly, confident, romantic, rakish…and flawed (as we all are). 

The result? 

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A charismatic lady-killer (i.e. Casanova) with a modern day Renaissance-man skill set that perfectly accentuates his highly detail-oriented wardrobe in all its polished grace and jack-of-all-trades versatility; a fictional character, as it were, who wears his bespoke tailoring and luxurious leisurewear with the sort of elevated panache and deeply-seeded confidence in which so few could ever imagine aping.

Neal is, after all and underneath the con-man veneer, a gentleman of style and substance who always puts his best foot forward, wears his heart on his sleeve, and keeps his best laid plans close to his (finely tailored) vest — an enticing characteristic proposition to any discerning eye to be sure.

Be that as it may, it should go without saying that at the end of the day what he seemingly lacks in scruples he more then makes up with his incredible dress sense, his glowing personality, and his true sense of occasion (the latter being somewhat of a dying art as we speak). 
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Howbeit, what Neal demonstrates in kind (throughout the duration of the series) is that dressing up not only has great individualistic (and professional) appeal but also holds considerable merit in that it signifies a mark of enduring respect for not only of ones self (self-respect) but all those around him (i.e. dressing in a smart, clean and appropriate manner shows he is a consummate professional/considered gentleman who holds his friends, family, colleagues and clients alike in such a high esteem that warrants putting in the added effort into his appearance). 

He understands, after all, that the way we dress, as well as the way others tend to judge and take account of how we present ourselves, has profound effects in both altering perceptions and (often) changing the course of our professional, private and social lives.

Insofar as such, Neal and Peter’s (his FBI handler) high-stakes exploits make as much for an enticing character study in both the life-altering powers of personal style and individual perception as they do for an engrossing viewing pleasure that simply delights and entertains. 

All that having been said, and in taking full stock of his glamorous Manhattan townhouse existence, his engaging cat-and-mouse subterfuge with Peter, and his intoxicating lifestyle and treasure hunting exploits, it is, without a shadow doubt, Neal’s wardrobe that ultimately proves the star of the show when all the dust settles (even if ever so slightly). 

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But, what can we learn from the man who aptly quipped that “Perception drives reality…which is precisely why dressing the (proper or roguish) part always matters” and who is acutely aware that, whether we like it or not, people respond to how we dress and carry ourselves? 

And, what can Neal teach the average gent — those without his incredible good fortune (meeting June), good looks, infamous skill set (purportedly scamming well north of $1 billion in stolen Nazi war loot) and resourcefulness — about making a lasting first impression, the power of signature pieces, and the critical importance of personal style?

Well, for starters here’s a succinct dossier on the highly covetable styling habits of the man himself, four inspired looks of his to channel today, and (to top it all off) a variety of sartorial musings and lessons from the series that illustrate what he can teach a modern gentleman about style…
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I  |  II  |  III  |  IV  |  V  |  VI  |  VII
(Alternative: Brooks Brothers Suit)
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​​: SHOP :
I  |  II  |  III  |  IV  |  V  |  VI

(Alternative: Heart & Dagger Topcoat)
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  1. If you have the confidence (or a fake it until you make it mentality), you can pull off/accomplish just about anything                                                                                                                                           
  2. The wool (navy or charcoal) business suit is both the most versatile of formal accoutrements and a gentleman’s sartorial prerogative                                                                                                                         
  3. A fine hat makes for a signature (statement-making) accessory unlike any other                                
  4. Every gentleman should have a tailor of his own and proceed to getting everything within his wardrobe altered to fit properly (fit is to style what air is to life after all)                                               
  5. A three-piece suit — jacket, trousers, vest/waist-coat — can take your style to the next level and is considered the modern gentleman’s suit of armour for good reason…                                              
  6. Every gentleman, no matter how suave or debonair his adopted sartorial aesthetic may be, needs a leather jacket (and a Breton-stripe jumper) to call his own                                                        
  7. The holy trinity of proportion should always be kept in mind when wearing a suit (i.e. skinny shirt collar + skinny tie + skinny lapels = sartorial nirvana)
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I  (Borsalino) |  II (Superdry) |  III (Suitsupply) | IV (Bass Weejun)  |  V (River Island)  |  VI  (Omega) 
———————--
 VII (Club Monaco or H&M)  |  VIII  (Thomas Pink)  |  IX (Suitsupply or Tie Bar)  |  X  (Reiss)  |  XI (Santoni)
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8. The dressing robe is a quintessential piece of gentlemanly leisurewear (i.e. being off the clock needn’t mean letting your style slip)
9. The Rat Pack are (and will likely forevermore remain) enduring style icons
10. The dress shirt is, unlike the suit, the best place to experiment with prints and checks (i.e. to inject character into a classic look)
11. Your style (and wardrobe) should play off as an honest reflection of the man you are (or fancy being) in that it instantly conveys to the world (i.e.makes the first impression) who you are as an individual, what your values and tastes are, and often the level of confidence, ease in your own skin, self-respect and pride you have in your appearance.
12. An attention (or lack thereof) to detail can make or break any look (i.e. the devil is in the details)
13. Every gentleman should have one signature (whether statement-making or subdued) accoutrement to call his own that people can immediately identify him by
14. A fine-gauge turtleneck (i.e. rollneck) works (and looks smashing) year-round
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15. Dressing the proper part (i.e. always following dress codes and opting for appropriate attire) can open up unexpected doors & get you into most anywhere (it helps bring success in life)
16. Learning how to dress for the season at hand (or rather the climate in your locale) by means of rotating your wardrobe and investing in fabrics that befit the season (i.e. linen in summer; wool in winter) is an essential (and critical) skill that will allow you to comfortably cut a dash from January right through December with panache (much alike Neal)
17. Don’t be afraid to experiment with your accessories (within reason) as they are what will give an average outfit the lift it needs to reach the next level (or simply help get you out of a style rut)
18. And last, but certainly not least, a gentleman always wears his clothes, they never wear him (i.e. Style is all about comfort, fit and compatibility not flashiness and wearing designer labels)
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contemporary Renaissance man of the highest (criminal) order with a uniquely cultivated skill set, romantic disposition, and a sharp, discerning artistic eye that collectively attest to the fact, Neal’s infectious charm, charisma, and confidence prove to be (throughout the series 81 episodes) as compelling, nuanced and engrossing as is his finely tailored wardrobe and Rat Pack-inspired signature aesthetics. 

Being more than but an empty porcelain mannequin whose expensive clothing simply wears and defines him (or works to disguise a lack of personality/characteristic substance), the way Neal dresses not only propagates his fine tastes and illustrates his chameleon-like sartorial dynamism but also reflectively serves in purpose as an authentic extension of who he is as a man, how he perceives the world, and what he both values and (stylishly) yearns for in life (i.e. a luxe & high-stakes cat-and-mouse lifestyle). 

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I  (Borsalino. $180) |  II (Borslino. $350)  |  III  (Borsalino. $280) |  IV (Goorin Bros. $80)
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Howbeit, his signature prim-and-proper aesthetic perfectly befits the sort of man he set out to be in that it caters to his modern tastes and high-class lifestyle while also paying proper homage to the sophisticated gentlemanly cuts, flattering neutral colour palette, and romantic expressionism in dress (and characteristic discourse) of his bygone (1950’s/60s’) sartorial muses — those who had a strong influential hand in molding his worldly views. 

The result?

An immediately identifiable, completely relatable, utterly adaptable state of classic dress that he effortlessly pulls off with aplomb while imbuing with charm and distinctively marking with refined panache. 

Inasmuch, the best way to describe his style would be mid-century gone modern seeing as it marries his contemporary styling sensibilities and the classic 50s’ euro flair of Messrs Cary Grant, Marcello Mastrioanni and Alain Delon (seasonal tailoring, knit polos, etc.) to that of the rugged yet refined (Preppy-Americana) leanings of icons the likes of James Dean, Steve McQueen, and Paul Newman (think cable-knit cardigans, denim, etc.).

As such, you could say Neal’s unique style finds its characteristic balance — as well as its enduring strength and draw — not solely in its richness of quality or cost but rather in its traditionally neutral tonal harmony (i.e. universally flattering grey/charcoal with reds, tonal blues, browns with white, all-blacks, stripes on solids, etc.), flattering fit, professional uniformity, and subtle statement-making discourse (i.e. his hats and accessories do most of the talking). 

Purposefully devoid of anything loud (i.e. bright oranges, yellows, etc.), graphic (i.e. trendy prints; animals), gaudy (i.e. logos) or overly ostentatious (i.e. gold chains or oversized watches), his wardrobe is consequently one more-or-less defined by its fine rotation of fitted classic (two and three-piece) suits, retro knit polos, vintage skinny ties and rakish fedoras — the latter of which is his characteristic signature.

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That having been said, it bears note that most of what Neal wears (i.e. his wardrobe at-large) was to his great fortune ‘inherited’ — save for, of course, his ankle tracker — in the series pilot from the late husband of his lovely land-lady, (arguable) saviour and continued benefactor to be, June, after the two crossed paths in a thrift shop the day of his release from prison (i.e. he had nothing of his own at the time).

Be that as it may, and granted you don’t have a life-altering, serendipitous meeting alike Neal’s yourself that lands you a bespoke wardrobe in one fell swoop, Neal’s rich tastes and style can indeed still function as a sartorial reference point for any and every sort of gent no matter his budget seeing as there are realistic (i.e. considerably more affordable) alternatives to his bespoke staples available everywhere in this day and age — including those provided/illustrated above (with accompanying shopping links).

Everything from variations on his dressing robes through his suits (made-to-measure is a sound alternative to stand in for his bespoke creations) can be had from a variety of brands — from both those, like Thomas Pink, who outfitted Neal in the show to many like-for-like alternatives — who each offer a take of his everyday core staples in an enterprising range of price vantages that will benefit most any budget. 

Inasmuch, Neal’s style is, much like the timeless icons of the sleek 50s’ and 60s’ aesthetic that inspired his wardrobe and characterization, aspirating yet attainable as well as luxe yet wearable — so proceed accordingly.

All that having been said, my final piece of advice would be, should you choose to take up cultivated arms in a sartorial manner alike Neal’s that is, to seek out the signature staples in his wardrobe that not only best reflect your tastes but that you could comfortably say would play off as a seamless extension of who you are as a man and simply make them your own.
 
For you see, and if there were but one takeaway style lesson to glean from Neal, (it is that) you can wear most anything (i.e. even a bolo-tie if so inclined) given you have the confidence to do so and feel both natural and comfortable in your own skin in due process. 

Neal’s style is, after all, as much about balancing comfort, taste and compatibility as it is about having a charming characteristic joie de vivre and real sense of occasion attached to it that together help elevate it to being (subjectively) timeless and unassailable in both its enduring sartorial merit and universal appeal.

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Share your thoughts, anecdotes and opinions…

What's your take on Neal's unique brand of style? Is it for you or do you prefer the inspired aesthetics of one of his contemporaries (ie Mr. Specter or Draper for example)?

Chime in below should the desire strike to start a conversation…

ENJOYED THE READ? YOU MAY ALSO LIKE:
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  • Style Guide: 3 Ways To Dress For A Summer Picnic​

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