Men's Date Night Outfits

Slim Moleskin Pant - Dark Trees
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Extra 20% Off At Checkout
Slim Moleskin Pant - Black
Slim Moleskin Pant - Black
$100.00
Now $50.00
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Slim Moleskin Pant - Dark Oak
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Slim Moleskin Pant - Smoke Signal
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Slim Moleskin Pant - Tapestry Navy
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Slim-Fit Dress Shirt - Blue Mini Geo
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Slim-Fit Dress Shirt - Black Plaid
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First Look
Slim-Fit Dress Shirt - Blue Gingham
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Slim-Fit Dress Shirt - Charcoal Plaid
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First Look
Slim-Fit Dress Shirt - Navy Plaid
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Slim-Fit Dress Shirt - Purple Plaid
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Slim-Fit Dress Shirt - Blue Stripe
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Slim-Fit Dress Shirt - Glen Blue
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Slim-Fit Dress Shirt - Light Blue Plaid
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First Look
Slim-Fit Dress Shirt - Pink Multi
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Extra 50% Off Sale at Checkout. Final Sale. No Returns or Exchanges.
Slim-Fit Dress Shirt - Navy Mini Geo
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Extra 20% Off At Checkout
Slim-Fit Dress Shirt - Pink Plaid
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Extra 50% Off Sale at Checkout. Final Sale. No Returns or Exchanges.
Slim-Fit Dress Shirt - Blue Plaid
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Slim-Fit Dress Shirt - Tori Geo Brown
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Slim-Fit Dress Shirt - Textured Brown
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Slim-Fit Dress Shirt - Brown Stripe
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Slim-Fit Dress Shirt - Burgundy Plaid
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First Look
Slim-Fit Dress Shirt - Midnight Plaid Warm
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Extra 20% Off At Checkout
Slim Untucked Dress Shirt - Burgundy Houndstooth Warm
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First Look
Slim Untucked Dress Shirt - Gray Stripe
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Extra 20% Off At Checkout
Slim Untucked Dress Shirt - Navy Geo
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Slim Untucked Dress Shirt - Navy Plaid
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Slim Untucked Dress Shirt - Blue Gingham
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Slim Untucked Dress Shirt - Charcoal Windowpane
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Slim Untucked Dress Shirt - Blue Plaid
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Extra 20% Off At Checkout
Slim Untucked Dress Shirt - Blue Stripe
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Extra 20% Off At Checkout
Slim Untucked Dress Shirt - Pink Plaid
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Extra 50% Off Sale at Checkout. Final Sale. No Returns or Exchanges.
Slim Untucked Dress Shirt - Basic Blue
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Slim Untucked Dress Shirt - White
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Slim Untucked Dress Shirt - Black
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Linen-Blend Johnny Collar Polo - Deep Sea Teal
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Extra 50% Off Sale at Checkout. Final Sale. No Returns or Exchanges.
Linen-Blend Johnny Collar Polo - Camp Pink
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Extra 50% Off Sale at Checkout. Final Sale. No Returns or Exchanges.
Linen-Blend Johnny Collar Polo - Sweet Grass
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Extra 50% Off Sale at Checkout. Final Sale. No Returns or Exchanges.
Linen-Blend Johnny Collar Polo - Bella Rosa
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Extra 50% Off Sale at Checkout. Final Sale. No Returns or Exchanges.
Linen-Blend Johnny Collar Polo - Lazuli Blue
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Extra 50% Off Sale at Checkout. Final Sale. No Returns or Exchanges.
Linen-Blend Johnny Collar Polo - Summer Wheat
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Extra 50% Off Sale at Checkout. Final Sale. No Returns or Exchanges.
Linen-Blend Johnny Collar Polo - Blue Ravine
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Extra 50% Off Sale at Checkout. Final Sale. No Returns or Exchanges.
Elevate your style for a memorable evening with our curated selection of men's date night outfits, designed for comfort and sophistication to impress on any occasion.
SMART CASUAL STYLES
Achieve the perfect balance of relaxed and refined with smart casual outfits. Think tailored chinos paired with crisp button-down shirts or stylish polo shirts. These versatile combinations allow you to transition seamlessly from dinner to drinks, ensuring you look effortlessly put together. Add a lightweight blazer for an extra touch of sophistication, making it easy to dress up or down based on the venue.
DRESSY YET COMFORTABLE
Comfort is key when planning the perfect date night. Our selection features breathable fabrics and relaxed fits that allow for easy movement while maintaining a polished appearance. Opt for tailored joggers or soft knit trousers paired with a stylish sweater or a fitted shirt. This combination ensures you stay comfortable throughout the evening while looking sharp and ready for anything.
ACCESSORIES THAT IMPRESS
Complete your date night look with carefully chosen accessories that elevate your outfit. A classic watch, sleek belt, or stylish shoes can make all the difference. Consider adding a lightweight scarf or a statement jacket for an extra layer of style. These finishing touches not only enhance your overall appearance but also showcase your attention to detail, leaving a lasting impression.