Dappered

Affordable Men's Style

  • Don’t Miss Anything
  • Start Here
  • Essentials Shop
  • Latest Deals
  • Style Scenarios
  • Reviews

Style Scenario: What to Wear on a Summer Dressed Up Date Night

August 6, 2019 By Jason P | 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.

What are you going to wear? Sometimes it’s good to look at a few suggestions then add your own tweaks and ideas. That’s what these are for. In the summer, you may not want to go full-on suit and tie when headed out for a night with your significant other. The season is more relaxed, so, dress appropriately. You still want to sharpen your look, especially if it’s a special occasion or celebration. Be mindful of the plan for the evening and the locations you’re headed. We’ve already covered a more laid-back, casual date, so this is a look for somewhere a bit “nicer.” You want to look nice, but not overdressed. This date night look provides a bit more polish without being stuffy. As always, start here, and add your own personal touches. Date night is, after all, a personal event.

Style Scenario: What to Wear on a Summer Dressed Up Date Night | Dappered.com

The Jacket: Bonobos Unconstructed Sportcoat in Navy – $340 w/ SOLSTICE15 ($400). They really are something else. Spendy, because Bonobos, but you won’t regret the cost after wearing it a few times. Drapes beautifully, and exceptionally breathable. My favorite sportcoat I own, and one of my favorite pieces overall.

The Shirt: Nordstrom Men’s Shop Tech Smart Extra Slim Fit Check Shirt in Navy/White – $34.75 ($69.50). If you’re of a more athletic build, the extra slim fit is a blessing. It’s not overly slim- think of it more as an “extra tapered” or true athletic fit. This is the only shirt I’ve found that fits me perfectly off the rack. A summer appropriate pattern at a great price, and as always with Nordstrom, ships and returns free.

The Pants: BR Core Temp Chino in Olive –  $98. Steer from the yacht-club-combo of navy over khaki and opt for a more unique pairing with this olive shade in a temperature-regulating pair of chinos. Often excluded from promos, but has been getting some discounts in the last week or two. Full review here.

The Shoes: TRASK Brady Chukka Boot – $146.90 ($245). Impressive specs here for the price (here’s their main site which describes what makes up these chukkas). Stitched out construction, English suede from Charles F. Stead, and on sale via Nordstrom. Me? I don’t mind smooth leather boots in the summer, as long as they’re high quality. High quality = they’ll fit well and feel good. I like the Higgins Mill from Allen Edmonds.

The Belt: GAP Basic Brown Leather Belt – $26 ($39.50). I’m going to include this until a better option comes on the scene. Incredible durability, utility, and quality for the price.

The Watch: Orient Polaris GMT – $370. Can be found cheaper from third party sellers, but at $370 direct from the source, it’s a strong value. A timeless dial with GMT functionality leads this piece to punch well above the listed price. It’s honestly a beautiful watch that even non-watch types seem impressed with. 

The Socks: Nordstrom Merino Wool Blend Sock in Navy – 3 for $40. “Merino wool to keep cool.” Say that to yourself when wearing socks this summer. Breathability is key here, boots or not.

The Sunglasses: Warby Parker Topper in Matte Black – $95. These are unique. Keyhole bridge adds classic details, while a round, yet sharpened bottom adds some stand-out aesthetics. A stunner from Warby for this summer.

About the Author: Jason P. is a Dappered devotee, having curated the majority of his wardrobe through the site. He is an enthusiast of wool sweaters, chino pants, and affordable automatic watches. In his free time, you can find him at his boxing gym or antiquing with his wife.

Filed Under: Accessories, Clothing, Shoes, Watches Tagged With: style scenario, what to wear on a date, what to wear on a summer date

Continue the Conversation …

Want to share your thoughts on this article? Send us a tweet, join the discussion on Facebook, or hit us up on Instagram!

Don’t Miss Anything

Subscribe via email to get articles in your inbox or add Dappered on Flipboard. You can also follow us on Twitter, Facebook, and Instagram. Or subscribe to push notifications to get alerts immediately.

New Here?

Well, welcome to Dappered. Here are what we consider the most useful posts on the site if you're looking to put a little more effort into your appearance. Just want to see our favorite menswear products? Shop our essentials here.

Long Weekend Men’s Sales Roundup – 2023 Unofficial Start of Summer Edition

Long Weekend Men’s Sales Roundup – 2023 Unofficial Start of Summer Edition

25% off Bonobos. Target 20% off select (including a polopalooza winner.) 30% off BR. Grant Stone, Rhone, adidas, and $248 off the Billy Reid Bond Peacoat. Updated for the weekend.

J. Crew: 40% off Long Weekend Sale (new arrivals too)

J. Crew: 40% off Long Weekend Sale (new arrivals too)

Stretch chino shorts. Irish linen shirts. New sunglasses, camp mocs, seersucker short sleeve button downs, and more.

Repair, Don’t Replace – Getting Your Goodyear Welted Shoes Resoled

Repair, Don’t Replace – Getting Your Goodyear Welted Shoes Resoled

What’s worth it, when to do it, and what to expect when you’re getting your welted shoes fixed, recrafted, etc.

Follow Dappered on Instagram »

Men’s Fashion or Affordable Style?

Men's Fashion or Affordable Style?

Fashion is temporary and expensive. Style is timeless and affordable. Dappered® helps you work the retail system so that you can be comfortable, look sharp, and save money.

Want to share a great product? Email Us.
For a fit perspective, see Joe's measurements.
Make sure to read our affiliate disclosure.

CONNECT WITH DAPPERED

Thanks! Check your inbox or spam folder to confirm your subscription.

  • Facebook
  • Instagram
  • Pinterest
  • RSS
  • Twitter

Most Popular on Dappered

  • Long Weekend Men’s Sales Roundup – 2023 Unofficial Start of Summer Edition
  • J. Crew: 40% off Long Weekend Sale (new arrivals too)
  • Repair, Don’t Replace – Getting Your Goodyear Welted Shoes Resoled
  • The Dappered Space: Most Wanted Affordable Home Style May 2023
  • The Best Affordable Watches for Grads or Dads of 2023
  • Monday Men’s Sales Tripod – REI Anniversary Sale, Gustin’s CXL Briefcase, & More

Popular Topics

  • Best dress shirts to own
  • Best looking watches under $100
  • Best men’s dress shoes under $200
  • Nike Killshot sneaker alternatives
  • How to wear a suit without a tie
  • Suitsupply store review
  • Suitsupply Blue Line review
  • J. Crew Factory Thompson suit review
  • How much does it cost to tailor a suit?
  • Dopp kit essentials
  • Brown shoes with gray pants
  • Men’s style buying guide

Copyright © 2023 Dappered.com | Dappered, LLC | Dappered® is a registered trademark of Dappered, LLC

Hat tip: Magazine Pro Theme On Genesis Framework

Dappered does not collect or sell its users personal information | Disclosures: Privacy and Affiliates, Gilt.com, FTC

WPE

We work with partners that use cookies to understand how visitors use our site. Find out more.