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Unstructured
& Textured Navy Suit: A solid navy suit should be the foundation of your
tailored wardrobe. If you find an unstructured one in a textured fabric – like
this wool hopsack – it can serve as a go-to suit, blazer, or pair of trousers.
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This
is your workhorse business suit. You can wear it three times in one week and
nobody will even notice (the beauty of solid navy in the corporate world) Look
for a fabric that is dark enough to wear in the evening (to a club, semi-formal
event, etc.) to increase versatility. You can also consider using a slightly
more blazer-friendly button (like these gunmetal versions) if you find yourself
wearing it more often as a jacket. If you’ve been thinking about trying custom
or bespoke, this is a great place to start. In which case I recommend my
tailors at Michael Andrews Bespoke (mention Articles of Style for a 10%
discount) My pick online: midnight lightweight wool/cashmere suit by Suit
Supply
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Blazer with Texture and Pattern: A perfect sport coat, like a perfect pair of jeans,
can be worn over and over again for a multitude of occasions.
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Look
for something with some pattern and texture, in colors that have a little life
but are still subtle enough to go with most of your wardrobe This is a great
place to play with an interesting fabric blend, like this wool/linen/silk This
jacket should work with your navy suit trousers, both jeans, and the chinos (as
well as any of your shirts) My pick online: cotton/linen windowpane blazer by
Hugo Boss
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Dark Brown/Oxblood/Cordovan Wingtips The quintessential dress shoe with just enough
character for jeans on the weekend. Invest in something that you can have
re-soled and re-crafted Remember the “Golden Rule of Footwear“ My pick online:
“Jefferson” wingtip oxfords by Allen Edmonds (pictured)
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Brown Penny Loafers The timeless everyday shoe that can be dressed up or
down. Look for a classic penny shape with a round toe and a medium vamp I like
medium brown – especially if you go burgundy on the wingtips My pick online:
“Kenwood” penny loafers by Allen Edmonds
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Suede Ankle Boots You already know how I feel about sleek dress boots.
In chocolate suede, these are as versatile as they are sexy. If you live in a
rainy climate, you might want to consider going smooth leather There are
several styles of ankle boots to chose from – chukkas, chelseas, Jodhpurs, etc.
My pick online: “Ike” ankle boot in by Jack Erwin (pictured)
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Black low-top leather Sneakers I was going to go with white low-top sneakers, but
they don’t work as well at night. Black looks harder, sharper and more
sophisticated. It also works better with tailoredwear, in my opinion. Look for
something clean, simple and well-made Avoid logos, stripes, colors, hardware,
contrast soles, etc. The more stripped-down, the better. My pick online: “Achilles”
low top leather sneakers by Common Projects
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Neutral Trench or Mac A rain coat that’s not strictly for the rain. Make
sure it’s waterproof, neutral in color, and classic in design. Like this
treated cotton military trench. Look for something just slim enough to fit over
a suit/blazer, so it doesn’t look oversized over only a thin sweater The length
should hit around mid-thigh for greatest versatility (long enough to cover the
suit jacket/blazer, and short enough to wear casually with the jeans and loafers)
My pick online: Belted trench by Brooks Brothers Black Fleece (pictured)
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The Perfect Black Leather Jacket If you chose properly, this will become your go-to
piece for anything after sunset. Look for something trim fit and light in
weight (it’s a jacket, not a coat) Keep the design details minimal. Go
symmetrical with a classic collar and avoid any excessive hardware, zippers,
biker padding, heavy linings, etc. My pick online: leather club jacket by Todd
Snyder
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Slim Dark Denim No secret here. If you don’t have a go-to pair that
fits perfectly, keep looking. You want a pair that you look fwd to wearing day
in and day out, whether you’re dressed up or dressed down. Go slim straight (or
slight taper). Avoid “skinny”. Try on as many brands as possible to find the
best fit, then have them tailored after breaking them in. Wear them as much
possible and enjoy the break-in process. Try to avoid washing them if possible.
My pick online: “Kane” slim/straight jeans in RAW by JBrand (pictured)
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Faded/Vintage Denim As an alternative to the dark denim, look for
something with a little more character and a little more Spring/Summer feel. Authentic
distressing almost always looks better than factory distressing. Therefore, go
vintage and then go to your tailor. Again, keep them slim and straight/tapered,
but avoid anything that squeezes the thighs. My pick online: worn-wash selvedge
jeans by Wallace & Barnes
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Stone Grey Chinos Pale grey chinos are as versatile as a pair of pants
can get. Look for something flat front, slim fit, and wash them in the machine
to give them a broken-in feel. They should be blank in color enough to work
with virtually everything in your wardrobe. My pick online: “Medway” classic
twill chinos by Reiss
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Slim White Dress Shirt Every guy should have at least one classic white dress
shirt with a tailored fit and a strong collar. Keep it simple: no contrast
fabrics, colored buttons holes, funky design details, etc. Go semi-spread or
spread collar for greatest versatility (that oxford cloth button-down isn’t cut
out for formal or semi-formal events) My pick online: “Jaron” slim-fit dress
shirt by Hugo Boss
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Check/Plaid Oxford A check shirt (gingham, windowpane, tattersall,
plaid, etc) can be a workhorse come Spring/Summer. Look for something with a
pop of color that is still relatively neutral and has a light base (like this
white/khaki/burgundy) Go with a button-down collar since you’ll often be
wearing the shirt casually, but avoid anything overly “washed” with a flimsy
collar since you want the option of wearing it with a tie/jacket. My pick
online: windowpane oxford button-down shirt by Brooks Brothers Black Fleece
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Chambray/Denim Shirt The denim shirt is a staple because it can be dressed
up or down – especially if it’s cut like a dress shirt with a sharp cutaway
collar. Keep the fit trim and make sure the collar fits properly with a tie.
Look for a solid light wash (without too much distressing). It should look like
a dress shirt made of denim, rather than a casual shirt that isn’t meant to be
worn with a tie.My pick online: Italian indigo denim shirt by Alara (pictured)
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Tonal Pattern Henley The henley is an essential layering piece. You can
wear it on it’s own like a t-shirt, under a heavy shirt (like the denim above),
or over a button-down (like the white dress shirt, see outfit #7 below). It
should fit trim and hit right below the waistband A tonal block stripe is a
perfect way to add a little pattern, without competing with other pieces Invest
in a quality fabric (like this cashmere) and you’ll find yourself reaching for
it time and time again. My pick online: silk blend henley pullover by RRL
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Heather Grey Athletic Crewneck Back to basics with this one. Wear it to the gym,
wear it over a shirt, wear it under a blazer… You can pretty much wear it with
anything. Look for medium grey fleece with a touch of heathering The open
crewneck and raglan sleeve give it a sporty feel. Consider sizing down to get a
trim fit – you want it to be fitted and sleek My pick online: the original crew
by Levis (pictured)
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Silk Knit Tie in Seasonal Color Bring out a spring color that works with the rest of
your wardrobe. Solid options are burnt orange, mustard yellow, and deep purple.
Most knit ties are too thin (2″ on average) to tie a good knot. Look for one
that’s a little wider, like this 3″ number. My pick online: 3″ silk knit tie by
Brioni
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Lightweight Scarf in Silk, Cotton, or Linen Lightweight scarves are often overlooked. Therefore,
a silk, linen, or cotton piece is an easy way to stand out from the crowd
during the Spring/Summer months. Think color and pattern, but not overwhelming.
Linen and cotton are probably a little easier to “pull off” than silk, which is
a little more feminine, but also a little more suave. My pick online: paisley
print cotton scarf by Polo Ralph Lauren
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A Versatile “In-Between” Belt The perfect belt is a cross between dressy and casual.
This one, for example, is an O-ring belt (naturally leans casual) but cut in a
fine suede leather (which leans a little more dressy). If I only had one belt,
this would be it. Keep it narrow and sleek. Like 1-1.5″ narrow. Keep the
hardware minimal, and preferably silver. My pick online: suede O-ring belt by
Ralph Lauren
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A Classic Felt Fedora Last but not least, get yourself the classic
gentleman’s finishing touch: the lightweight felt fedora. Avoid really short or
“stingy” brims, look for something around 2.25-2.75″ Go brown or dusty grey for
most versatility Try on as many hats as possible to find one that looks natural
with your head/face shape. You want to be comfortable wearing it. My pick
online: rabbit fur felt hat by Christys’
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