http://www1.bloomingdales.com/shop/product/j-brand-jeans-kane-slim-straight-fit-in-lightweight-raw?ID=1055401
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A comfortable, dark denim pair of jeans can work as your “go-to” pants for an evening out. This pair from J Brand is made of lightweight raw denim, making them perfect for the warmer months. The lighter fabrication will also make it a lot quicker and easier to break them in. The contemporary fit of this style creates a modern silhouette that will work with all your dressier sport shirts and casual sport coats. You can cuff them, as shown, but you certainly don't have to.
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http://www.scoopnyc.com/solid-linen-pant.html#
Mason - Solid Linen Pant
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These straight leg, modern fit linen and cotton pants from Mason, Italy’s premier casual pant maker, are perfect for dressing up when you want to leave the denim in your closet. The very neutral tan shade goes with everything. For a crisp and classic summer look, wear it with a solid white or patterned linen shirt. (Note that these are Italian sizes, so check Scoop NYC's size chart link for the conversion - it's accurate.)
http://www.tommybahama.com/TBG/Men/Pants/PRD_T1909/Sonoma+Standard+Fit+Pants.jsp
Tommy Bahama - Sonoma Standard Fit Pants
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From Tommy Bahama, these linen/Tencel pants have a luxurious feel and dressed-up look. They are perfect for a casual summer wedding with a great linen shirt. Or, pair them with a polo for an evening at your favorite restaurant. They are available in the two best neutral colors – stone and khaki.
http://www.agavedenim.com/CustomPages/agavedenim/Waterman-at-Agave-Denim-PID23119-7-314-12.aspx
Agave - Waterman Jeans
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From Agave, this is the perfect dressier pair of jeans for someone looking for a more relaxed silhouette. They are made of a luxe Japanese cotton denim, in a dark indigo rinse, with a bit of stretch. And just like the more contemporary fitting jeans in a dark wash, these will add a modern look to your wardrobe and still offer the comfort you like.
http://shop.nordstrom.com/s/santorelli-luxury-serge-flat-front-wool-trousers/2969054
Santorelli - Luxury Serge Flat Front Wool Trousers
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For a night on the town, or a work dinner, these all wool flat front pants from Santorelli are a great compliment to your dressier sport coats. They also elevate a sport shirt, when you are skipping a jacket for the night. Made in Italy and lined to the knees, these are comfortable fitting, versatile trousers that you will come back to for years to come.
http://www.neimanmarcus.com/Robert-Graham-Luca-Check-Sport-Shirt-Purple-/prod169020228_cat21150732__/p.prod
Robert Graham - Luca Check Sport Shirt
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This updated plaid from Robert Graham will make a statement with your dark washed jeans or cotton twill pants. The luxurious Italian cotton fabric, and the signature contrasting pattern inside the cuff and under the collar, makes this a great shirt for an evening out.
http://www.shopikebehar.com/Santa-Fe-White-Linen-D3680.htm
Ike Behar - Sante Fe Linen Shirt
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A crisp linen shirt adds a touch of sophistication to your after 5 wardrobe. This solid linen one from Ike Behar works under blazers and with all your summer pants and jeans. (Yes, that includes linen - you can wear a linen shirt with a linen pair of pants - just not of the same color.) The white is a must, but we can’t resist the additional great summer colors, either. This is definitely a place to buy more than one.
http://www.neimanmarcus.com/Hugo-Boss-Regular-Mercerized-Polo-Shirt-Gray/prod168760018_cat13140748__/p.prod
Hugo Boss - Regular Mercerized Polo Shirt
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When you need a dressier polo in a modern fit for a night out, this knit shirt from Hugo Boss is the answer. The shiny mercerized cotton, soft collar, and rich charcoal color make an eloquent statement. It looks great with your wool, cotton or linen trousers. And, of course, jeans.
http://www.tommybahama.com/TBG/Men/Polos/PRD_T22043/All+Square+Polo.jsp
Tommy Bahama - All Square Polo
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This polo from Tommy Bahama works with, well, everything. Besides the obvious shorts, we like dressing it up with cotton twill pants or dressier jeans. And you can easily throw on a sport coat over it for a meal at the club. The Model/polyester blend gives it a soft feel and the solid jacquard pattern adds an interesting and dressier texture. Pick your favorite colors – they’re all timeless choices. (Or, pick your favorite for that special dad in your life - Father's Day is just around the corner!)
http://www.shopikebehar.com/Luke-Navy-Brown-Poplin-Stripe-Shirt-528919307C.htm
Ike Behar - Luke Poplin Stripe Shirt
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We really admire the color combination of this striped sport shirt. Pulling brown and blue together allows us to mindlessly pair it with everything. And, really, isn’t that what every gentleman is looking for, when we are concentrating on a fun night out?
http://www.saksfifthavenue.com/main/ProductDetail.jsp?PRODUCT%3C%3Eprd_id=845524446681235
BOSS Hugo Boss - Lucas Plaid Sport Shirt
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Sometimes, the best things just speak for themselves. Like this Hugo Boss cotton plaid sport shirt. The crisp bold colors will go with everything and will certainly get you loads of compliments.
http://shop.nordstrom.com/s/canali-classic-fit-windowpane-sportcoat/3645206
Canali - Classic Fit Windowpane Sport Coat
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Don’t be intimidated by a bold statement sport coat. This lightweight wool one, with a classic windowpane pattern, is perfect for a dressy night out at your favorite upscale restaurant or for attending a dressy summer party. Where it with these Santorelli trousers - or your dark wash jeans. With or without a tie, it makes for a great summer outfit.
http://www.bonobos.com/navy-blue-washed-chino-blazer-for-men
Bonobos - The Washed Chino Blazer
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Are you familiar with Bonobos? If not, it is an online retailer, with great customer service and plans to open stores because it’s really taken off! The line started out with a focus on pants, and they nailed the fit so well, they successfully branched out into a full assortment of men’s pieces. This summer-weight, all cotton blazer is a great addition to your “going out” wardrobe. It’s soft construction and shorter length gives it a modern look that pairs with any color pants - from neutrals to pop colors, if you dare.
http://shop.nordstrom.com/s/boss-hugo-boss-jam-sharp-trim-fit-navy-stretch-wool-suit/3080085
BOSS Hugo Boss - Jam/Sharp Trim Fit Navy Stretch Wool Suit
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For those dressy summer evening weddings and other more formal events, this all wool navy suit from Hugo Boss is a dressing “win”. The James/Sharp model is a modern fit, with narrower lapels and a trimmer flat front pant. The rich dark navy shade will make you appropriately well dressed in every situation.
http://shop.nordstrom.com/s/boss-hugo-boss-sky-gala-trim-fit-wool-tuxedo-free-next-day-shipping/3261693?cm_cat=datafeed&cm_ite=boss_hugo_boss_%27sky/gala%27_trim_fit_wool_tuxedo_%28free_next_day_shipping%29:523667
BOSS Hugo Boss - Sky/Gala Trim Fit Wool Tuxedo
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Are you going to a “black tie” affair? Channel your inner-James Bond with this Hugo Boss tuxedo. The 2-button, notch satin lapel and satin-trimmed flat front pants are classic, so you’ll look elegant in it for years to come. (Sorry, Gents, Aston Martin not included.)
http://www.shopikebehar.com/Crosby-Spread-Blue-Twill-28GS151-400.htm
Ike Behar - Crosby Spread Dress Shirt
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Were you just admiring that Canali windowpane sport coat, but didn’t know what shirt and tie would work with it? Well, that’s what we’re here for. Try this Ike Behar all cotton, spread collar in solid blue or white. Both options will let the beauty of the jacket stand out.
http://shop.nordstrom.com/s/canali-woven-silk-tie/3727300
Canali - Woven Silk Tie
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From Canali, this yellow and tan woven silk will add a sophisticated “pop” to the Canali windowpane sport coat. Solid in appearance, the tie has an intricate 3-color pattern – a perfect statement for that beautiful jacket. And equally perfect with any brown and tan jackets you already have in your closet.
http://shop.nordstrom.com/s/boss-hugo-boss-gordon-ww-regular-fit-easy-iron-dress-shirt/3689260
BOSS Hugo Boss - Gordon Regular Fit Easy Iron Dress Shirt
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This blue/white check spread collar cotton dress shirt from Hugo Boss is a great compliment to any navy or tan blazer. The pattern makes it interesting enough to wear it with or without a tie, and still look polished.
http://www.bonobos.com/silk-blend-navy-multi-stripe-bowtie-for-men
Bonobos - SIlk Blend Bowtie
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Don’t automatically dismiss a bowtie as “not you”. They really are fun and fashionable – especially in the warmer months. This one from Bonobos works perfectly with a cotton navy blazer, and even the shirt we show here. Perfect for an evening out, or a day at the office when you want to make a bit of an individual statement.
http://store-us.hugoboss.com/boss/emmery-classic-fit-modified-point-collar-tuxedo-shirt/hbna50182398,en_US,pd.html
BOSS Hugo Boss - Emmery Classic Fit Tuxedo Shirt
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From Hugo Boss, this diamond weave textured cotton makes for a perfect tuxedo shirt. The pointed collar helps to provide a clean, modern take on formal dressing. Looking your best has never been so easy.
http://shop.nordstrom.com/s/david-donahue-woven-silk-tie/3431933
David Donahue - Woven Silk Tie
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Sure, when you are wearing a tuxedo, a black silk bowtie is always appropriate. (Little tip: Tie it just like you would tie your shoe. Don’t worry if it is perfect or not. A less than perfect bow makes it real! And we’re not just saying that.) But if you’re looking for something a little more modern, David Donahue also makes beautiful silk formal ties. This black/grey combination is truly elegant, but all the colors will stand the test of time – just like a bowtie.
http://shop.nordstrom.com/s/to-boot-new-york-felix-plain-toe-leather-derby/3595489
To Boot New York - Felix Plain Toe Leather Derby Shoes
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From To Boot New York, and made in Italy, this simple burnished shoe will work with your dressy sport coats, as well as your cotton flat fronts. The rubber sole adds just the smallest touch of casual design – with loads of additional comfort. Gents, please note this is an elongated style, so it runs a bit long – you may want to size down.
http://shop.nordstrom.com/s/donald-j-pliner-eveb-wingtip/3611429
Donald J Pliner - Eveb Wingtip Shoes
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From Donald J Pliner, these leather wingtip shoes have a casual rubber sole that takes a dressed up style and gives it a splash of modern style. These shoes are great with your khaki’s or jeans, and casual sport coats.
http://shop.nordstrom.com/s/martin-dingman-scotch-grain-leather-belt/3168159
Martin Dingman - Scotch Grain Leather Belt
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From Martin Dingman, this scotch grain leather belt is perfect for your dressier pants and outfits. The width is a nice, modern 1 ¼” keeping your look contemporary and clean.
http://www1.bloomingdales.com/shop/product/polo-ralph-lauren-reversible-belt-with-heavy-stitch?ID=481337
Polo Ralph Lauren - Reversible Belt with Heavy Stitch
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Why are we choosing this belt as an essential? Because of it’s reversible leather strap. That’s right, it’s a black belt and a brown belt in one. Perfect when you’re going on vacation for lighter packing.
http://www.tiffany.com/Shopping/Item.aspx?fromGrid=1&sku=11911544
Tiffany & Co. - Plaid Money Clip
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When we are going out, whether we are in a suit, or just a great pair of jeans, we don’t want to look like George Costanza. (You know what we mean – Seinfeld? The exploding wallet?) Keep your pocket line lean and mean, with this timeless money clip from Tiffany & Co. It’s truly elegant, yet masculine in design. Get it engraved for the perfect Father's Day gift.
http://shop.nordstrom.com/s/david-donahue-brass-cuff-link-stud-set/3151659
David Donahue - Cuff Link & Stud Set
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A formal cuff link and stud set from David Donahue is an essential for Black Tie dressing. We like the classic black look and simple design setting. Formal dressing is best when kept elegant and classic, don’t you think?
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