10 Tall Men’s Date Night Outfit Ideas to Look Your Best

10 Tall Men’s Date Night Outfit Ideas to Look Your Best

When it comes to date night, rocking the right outfit is everything—especially for tall guys who want to flaunt their height and style. At American Tall, we get that the perfect fit boosts your confidence and keeps you looking sharp. That's why we've put together some of our favorite tall men's date night outfit ideas that’ll have you turning heads and, more importantly, feeling amazing. Ready to level up your date night look? Let’s dive in!

Shop Our Entire Tall Men's Collection

1. The Vibe: Effortlessly Cool

Get the Look:

  • Men's Tall Classic Polo with Embroidered Logo in Midnight Plum: See It Here
  • Carman TAPERED Chinos in Desert Khaki: See Them Here
  • Cupsole Tennis Sneakers for Tall Men in White: See Them Here

This classic polo in midnight plum is a versatile piece that can easily transition from a casual day out to a stylish date night look. Paired with our desert khaki chinos, you'll achieve a balanced, smart-casual vibe that’s perfect for any dining experience. The white cupsole tennis sneakers add a clean finish to the outfit.

2. The Vibe: Go Beachy

Get the Look:

  • Coastal Perforated Tall Men's Polo Shirt in Navy and Aqua Palms: See It Here
  • Hybrid Shorts for Tall Men in Marine Navy Mix: See Them Here
  • Cupsole Tennis Sneakers for Tall Men in White: See Them Here

For a laid-back, yet polished look, opt for this coastal perforated polo shirt featuring a refreshing navy and aqua palms print. Team it with marine navy mix shorts for a perfect beachside date night; or if there’s no beach, why not bring the beach with you! The white sneakers complete this relaxed yet stylish ensemble.

3. The Vibe: Smart Casual

Get the Look:

  • Men's Tall Blazer in Light Grey Houndstooth: See It Here
  • Stretch Cotton MODERN-FIT T-Shirt for Tall Men in White: See It Here
  • Americana Collection Carman Tapered Fit Jeans For Tall Men in Crown Blue: See Them Here
  • Cupsole Tennis Sneakers for Tall Men in White: See Them Here

Nothing says smart casual like a light grey houndstooth blazer. Paired with a white modern-fit t-shirt and crown blue jeans, this outfit strikes the perfect balance between looking cool and feeling cool. Top it off with our signature white cupsole tennis sneakers for a look that’s sure to impress.

4. The Vibe: Easy-Going Charm

Get the Look:

  • Short Sleeve Shirt for Tall Men in Navy Pindot: See It Here
  • Men's Tall Ribbed Undershirt Tank Top in Bright White: See It Here
  • Garment Dyed Linen Casual Pants for Tall Men in Heron Grey: See Them Here

Opt for a navy pindot short-sleeved shirt for a charming, yet casual date night outfit. Layered over a bright white ribbed undershirt and paired with heron grey linen pants, this look is effortlessly stylish and perfect for a relaxed evening with your date.

5. The Vibe: Sophisticated, Retro and Relaxed

Get the Look:

  • Linen Blend Ribbed Knit Polo Shirt for Tall Men in Stone: See It Here
  • Tall Men's Relaxed Pleated Trouser in Black: See Them Here

Achieve a sophisticated yet relaxed look with a stone-colored ribbed knit polo. Paired with black relaxed pleated trousers, this tall men’s date night outfit idea has a retro feel and is perfect for an evening where you want to look sharp without sacrificing comfort.

Get the Look:

For a look that’s both simple and refined, try a ash grey stretch knit oxford button shirt. Pair it with black straight-leg chinos and white sneakers for a sleek, classic date night outfit for tall guys that's perfect for an evening out in the city.

7. The Vibe: Rugged and Refined

Get the Look:

  • LJ&S Canvas Shirt Jacket for Tall Men in Sahara: See It Here
  • Stretch Cotton MODERN-FIT T-Shirt for Tall Men in White: See It Here
  • LJ&S STRAIGHT LEG Jeans for Tall Men in Machine Blue: See Them Here

Channel a rugged yet refined vibe with a canvas shirt jacket in sahara. Paired with a white modern-fit t-shirt and machine blue straight-leg jeans, this look is ideal for a casual dinner date or a night at the movies.

8. The Vibe: Bold and Stylish

Get the Look:

  • Faux Leather Bomber Jacket for Tall Men in Black: See It Here
  • The Essential SLIM-FIT Crewneck Men's Tall Tee in White: See It Here
  • Carman TAPERED Jeans for Tall Men in True Black: See Them Here

Make a bold statement with a black faux leather bomber jacket. Paired with a white slim-fit crewneck tee and true black tapered jeans with a pair of sneakers, this date night outfit exudes a tall guy’s unmatched confidence and style—perfect for a night out on the town.

9. The Vibe: Classic Elegance

Get the Look:

  • Wool Coat for Tall Men in Camel: See It Here
  • Washed Oxford Shirt for Tall Men in White: See It Here
  • TAPERED-FIT Stretch Dress Pants for Tall Men in Charcoal Heather: See It Here
  • Men's Leather Brogue Oxford in Black: See It Here

For a touch of elegance, opt for a camel wool coat paired with a white-washed oxford shirt and charcoal heather dress pants. Complete the look with black leather brogues for a truly timeless and sophisticated date night outfit.

10. The Vibe: Casual Comfort

Get the Look:

  • Original Essentials SLIM-FIT Long Sleeve Tall Men's T-Shirt in Black: See It Here
  • Dylan SLIM-FIT Jeans for Tall Men in Olive Green Wash: See It Here
  • Wearever Fleece Crewneck Tall Men's Sweatshirt in Grey Mix (Optional): See It Here

For a laid-back yet stylish date night outfit idea, choose a black slim-fit long-sleeve t-shirt paired with olive green slim-fit jeans. Feel free to add a grey fleece crewneck sweatshirt for extra warmth (and, of course, style) on those cooler nights.

Find Your Perfect Date Night Outfit at American Tall

Dressing well for a date night is all about feeling confident and comfortable. With American Tall's thoughtfully designed styles and tall men’s date night outfits, you can look your best and impress effortlessly. Our clothing is tailored specifically for tall men over 6’, ensuring you stand out for all the right reasons. Explore these stylish looks and more, and find your new go-to date night outfit today.

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