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How to wear it: Sleek Penny Loafers in Summer

May 4, 2015 By Joe | Heads up: Buying via our links results in us getting a commission (not always, but just about), which helps keep the lights on around here. We also take your privacy rights seriously. Head here to learn more.

Joseph Abboud “Jared” Slip-On Penny Loafer – $89.95

The sleek penny loafer is the perfect warm-weather shoe for guys who like to dress up a bit, but still want to embrace the relaxed vibe spring and summer bring. The shape and leather uppers are like a trim dress shoe, but they loose the laces. The elongated silhouette & slim sole is similar to most monk straps, but there’s no flash from buckles. And that higher reaching vamp & tapered toe box keeps them away from the more casual boat shoe/weejun loafer look.

They’re inoffensive but still confident. They look great when worn sockless. And they go with everything from jeans to loafers. Here’s a few examples of how to pull off putting on a pair (or two) of this highly versatile style of shoe:

 

With a blue unstructured sportcoat and light pants

With a blue unstructured sportcoat and light pants | How to wear it: Sleek Penny Loafers in Summer on Dappered.com

  • Sportcoat: J. Crew Ludlow Italian Cotton Unconstructed – $228. Does go on sale.
  • Shirt: Nordstrom Smartcare in White – $55.00
  • Pants: Bonobos Oxleys. Unavailable at post time, but they do seem to show up at the start of summer?
  • Belt: Joseph Abboud via Nordstrom Rack (unavailable)
  • Watch: Hamilton. More dress chrono suggestions can be found here.

Right in the wheelhouse. Instead of  a dark navy blazer, something more true-blue. Instead of yellowish-khakis, a grey oxford cloth pant. The warm tones of the shoes really jump against that cool-toned backdrop, and you avoid the yacht-club look. Preppy but not barf-inducing.

 

With a mid-gray suit

With a mid-gray suit | How to wear it: Sleek Penny Loafers in Summer on Dappered.com

  • Suit: J. Crew Crosby in Worsted Italian Wool – $650. Hard to get on sale. Review here.
  • Shirt: Nordstrom Smartcare in White – $55.00
  • Watch: Orient Explorer Dual-Time Automatic – $358.03
  • Sunglasses: American Optical Original Pilot Black Frame Gray Lens – $41.00

You absolutely can go monochrome in warm weather. Skip the socks, keep the shirt collar open, and as long as your suit isn’t a super dark charcoal (but instead something in the middle) then you’ll be just fine. Incredibly clean.

 

With jeans and a light sportcoat or blazer

With jeans and a light sportcoat or blazer | How to wear it: Sleek Penny Loafers in Summer on Dappered.com

  • Sportcoat: J. Crew Factory Unconstructed Linen/Cotton – $98 – $128ish
  • Jeans: Bonobos – $98. Or, whatever your favorite pair of jeans happens to be
  • Shirt: Ledbury – $125 Pricey, but does go on sale, and that lowered 2nd button is perfect for summer
  • Sunglasses: Ray-Ban – $78.70
  • Belt: Jomers – $20. Currently sold out, but hoping they do another run
  • Watch: Hamilton (discontinued)

An easy way to still get some use out of your favorite jeans as the weather starts to heat up. As long as it’s not sweltering out (the sun has gone down), dark denim + a lightly structured, lighter shade sportcoat should go great together. It flips and updates the old blue-blazer + light chinos outfit the Thurston Howell crowd knows so well. Just make sure there’s minimal lining to your jacket. That option from J. Crew Factory has a totally unlined back w/ acetate lined sleeves.

 

White & Black, light & casual (but still put together)

White & Black, light & casual (but still put together) | How to wear it: Sleek Penny Loafers in Summer on Dappered.com

  • Polo: UNIQLO Button Down Collar DRY Fabric – $24.90
  • Pants: Banana Republic Vintage Straight 5-pockets. From a few seasons back. Not exactly the same, but these are pretty close?
  • Belt: Joseph Abboud via Nordstrom Rack (unavailable)
  • Watch: Seiko (sadly, unavailable)
  • Sunglasses: Persol 714 with blue lenses. The foldable 714 comes in a bunch of lens/frame options, but the black & blue can be tough to find.

This is the one that most guys are going to push-back on and be scared to try. White & off white and… black? Not brown? Don’t knock it ’till you’ve tried it. If you’ve got a favorite watch that happens to be on a black strap, this would be a decent way to wear it more often in warm weather. Plus, those Abboud loafers don’t come out of the box with the highest of shine. They’re dressed up in shape, but lean somewhat matte in finish. That’ll help them look more casual.

ABOUT THE SHOES: DSW’s Joseph Abboud Jared loafer lists at $89.95, goes on sale from time to time, & ships free if you join their email list and use code SHIPR. Fit is true to size. 10.5 fits like a 10.5 D. Leather quality is decent for the price. Nice and pliable. Made in China. Available in black or cognac. Want to invest in something higher quality? Try Jack Eriwn’s blake-construction Abe loafer.

How to wear it: Sleek Penny Loafers in Summer on Dappered.com

Filed Under: Accessories, Clothing, Dappered Classics, Shoes, Watches Tagged With: dress loafers, how to wear it, Joseph Abboud, penny loafer

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