Men's Date Night Outfits
Slim Moleskin Pant - Smoke Signal
$100.00
Now $40.00No Style Cash? Extra 25% Off At Checkout
Slim Moleskin Pant - Dark Oak
$100.00
Now $40.00No Style Cash? Extra 25% Off At Checkout
Slim Moleskin Pant - Dark Trees
$100.00
Now $40.00No Style Cash? Extra 25% Off At Checkout
Slim Moleskin Pant - Black
$100.00
Now $40.00No Style Cash? Extra 25% Off At Checkout
Slim Moleskin Pant - Tapestry Navy
$100.00
Now $40.00No Style Cash? Extra 25% Off At Checkout
Slim-Fit Dress Shirt - Navy Mini Geo
$75.00
Now $45.00No Style Cash? Extra 25% Off At Checkout
Slim-Fit Dress Shirt - Textured Brown
$75.00
Now $30.00No Style Cash? Extra 25% Off At Checkout
Slim-Fit Dress Shirt - Burgundy Texture
$75.00
Now $45.00No Style Cash? Extra 25% Off At Checkout
Slim-Fit Dress Shirt - Pink Multi
$75.00
Now $59.97Extra 40% Off Sale at Checkout. Final Sale. No Returns or Exchanges.
Slim-Fit Dress Shirt - Charcoal Plaid
$75.00
Now $45.00No Style Cash? Extra 25% Off At Checkout
Slim-Fit Dress Shirt - Tori Geo Brown
$75.00
Now $30.00No Style Cash? Extra 25% Off At Checkout
Slim-Fit Dress Shirt - Purple Plaid
$75.00
Now $30.00No Style Cash? Extra 25% Off At Checkout
Slim-Fit Dress Shirt - Blue Stripe
$75.00
Now $30.00No Style Cash? Extra 25% Off At Checkout
Slim-Fit Dress Shirt - Light Blue Plaid
$75.00
Now $45.00No Style Cash? Extra 25% Off At Checkout
Slim-Fit Dress Shirt - Blue Plaid
$75.00
Now $45.00No Style Cash? Extra 25% Off At Checkout
Slim-Fit Dress Shirt - Navy Plaid
$75.00
Now $45.00No Style Cash? Extra 25% Off At Checkout
Slim-Fit Dress Shirt - Blue Mini Geo
$75.00
Now $45.00No Style Cash? Extra 25% Off At Checkout
Slim-Fit Dress Shirt - Midnight Plaid Warm
$75.00
Now $30.00No Style Cash? Extra 25% Off At Checkout
Slim-Fit Dress Shirt - Quartz Pink Multi
$75.00
Now $59.97Extra 40% Off Sale at Checkout. Final Sale. No Returns or Exchanges.
Slim-Fit Dress Shirt - Glen Blue
$75.00
Now $59.97Extra 40% Off Sale at Checkout. Final Sale. No Returns or Exchanges.
Slim-Fit Dress Shirt - Prep School Burgundy
$75.00
Now $45.00No Style Cash? Extra 25% Off At Checkout
Slim-Fit Dress Shirt - Blue Gingham
$75.00
Now $30.00No Style Cash? Extra 25% Off At Checkout
Slim-Fit Dress Shirt - Black Plaid
$75.00
Now $45.00No Style Cash? Extra 25% Off At Checkout
Slim-Fit Dress Shirt - Brown Stripe
$75.00
Now $30.00No Style Cash? Extra 25% Off At Checkout
Slim-Fit Dress Shirt - Burgundy Plaid
$75.00
Now $45.00No Style Cash? Extra 25% Off At Checkout
Slim Untucked Dress Shirt - Burgundy Stripe
$75.00
Now $45.00No Style Cash? Extra 25% Off At Checkout
Slim Untucked Dress Shirt - Black
$75.00
Now $45.00No Style Cash? Extra 25% Off At Checkout
Slim Untucked Dress Shirt - Basic Blue
$75.00
Now $45.00No Style Cash? Extra 25% Off At Checkout
Slim Untucked Dress Shirt - White
$75.00
Now $45.00No Style Cash? Extra 25% Off At Checkout
Slim Untucked Dress Shirt - Br Houndstooth
$75.00
Now $45.00No Style Cash? Extra 25% Off At Checkout
Slim Untucked Dress Shirt - Burgundy Plaid
$75.00
Now $45.00No Style Cash? Extra 25% Off At Checkout
Slim Untucked Dress Shirt - Charcoal Windowpane
$75.00
Now $45.00No Style Cash? Extra 25% Off At Checkout
Slim Untucked Dress Shirt - Gray Stripe
$75.00
Now $45.00No Style Cash? Extra 25% Off At Checkout
Slim Untucked Dress Shirt - Navy Plaid
$75.00
Now $37.50No Style Cash? Extra 25% Off At Checkout
Slim Untucked Dress Shirt - Pink Plaid
$75.00
Now $59.97Extra 40% Off Sale at Checkout. Final Sale. No Returns or Exchanges.
Slim Untucked Dress Shirt - Burgundy Houndstooth Warm
$75.00
Now $45.00No Style Cash? Extra 25% Off At Checkout
Slim Untucked Dress Shirt - Blue Gingham
$75.00
Now $22.50No Style Cash? Extra 25% Off At Checkout
Slim Untucked Dress Shirt - Blue Stripe
$75.00
Now $22.50No Style Cash? Extra 25% Off At Checkout
Slim Untucked Dress Shirt - Navy Geo
$75.00
Now $59.97Extra 40% Off Sale at Checkout. Final Sale. No Returns or Exchanges.
Slim Untucked Dress Shirt - Blue Plaid
$75.00
Now $37.50No Style Cash? Extra 25% Off At Checkout
Tailored-Fit Light Knit Suit Trouser - Light Gray
$150.00
Now $84.97Extra 40% Off Sale at Checkout. Final Sale. No Returns or Exchanges.
41 of 41 items
Related Items
- Men's Work from Home Outfits
- Men's Formal Shirts
- Men's Dress Jackets
- Men's Vacation Clothes
- Men's Suit Pants
- Men's Winter Clothes
- Summer Clothes for Men
- Suit Clothing For Men
- Men's Casual Jackets
- Business Casual Jeans for Men
- Men's Outerwear
- Men's Button Up Shirts
- Men's Business Casual
- Men's Pinstripe Trousers
- Men's Linen Clothes
- Men's Casual Polo
- Men's Work Shirts
- Men's Summer Shirts
- Men's Neckties
- Tall Men's Clothing
- Modern Suits
- Men's Silk Ties
- Men's Holiday Gifts
- Boyfriend Shirts
- Blazers And Jackets For Men
- Menswear Ties
- Chinos For Men
- Men's Suit Separates
- Suit Trousers For Men
- Tailored Suit For Men
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.







































