So your text conversations are hitting the right note, and it’s time to finally meet up. Or maybe you’re due for a break from dinners on the couch and have an exciting night out planned. Whether it’s a first date or a reoccurring slot on your calendar, dressing up for a dinner date is an art. Throw in the extra variable of chilly fall weather and it’s like tackling a scientific formula. How do you show skin without freezing by the end of the night or make a statement in high heels without collecting a fresh set of blisters? Luckily, the below outfits will help you do just that.

The key to a successful date-night ‘fit is striking the delicate balance between romance, comfort, and intrigue. Whether you’re going on a movie date or are in for a Michelin-star evening, these looks are useful jumping-off points to formulate your own date-night uniform. All are A+ options, so keep scrolling to see them all as well as the pieces to shop for. Here’s to a road of successful fall nights ahead.

Maxi Skirt + Tube Top

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Photo:

@jullie.jeine

Style Tip: A tube shirt and column skirt create a cool silhouette that’s soft yet sleek.

Susana Monaco Faux Leather Tube Top

Susana Monaco

Faux Leather Tube Top

$128

Mango Flowy Long Skirt

Mango

Flowy Long Skirt

$50

Black Tube Top + Black Textured Pants

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Photo:

@fongminliao

Style Tip: When in doubt, head-to-toe black is always a winner. Start with leather pants and add in a simple black strapless top.

Madewell The Perfect High Waist Straight Leg Faux Leather Pants

Madewell

The Perfect High Waist Straight Leg Faux Leather Pants

$138

Vibrant Cutout Dress + Bright Sandals

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Photo:

@deborabrosa

Style Tip: Vibrant colors are heavy wardrobe lifters without much effort. A color this saturated is bound to get all of the attention.

Farm Rio + Net Sustain Cutout Lenzing Ecovero Sateen Maxi Dress

Farm Rio

+ Net Sustain Cutout Lenzing Ecovero Sateen Maxi Dress

$265

D'Accori Lust Crystal-Embellished Iridescent Leather Mules

D’Accori

Lust Crystal-Embellished Iridescent Leather Mules

$750

Sequin Halter Top + Tailored Shorts + Sheer Stockings

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Photo:

@annelauremais

Style Tip: As the chilly weather sets in, repurpose your tailored shorts with the addition of stockings. 

8 Other Reasons Kenny Top

8 Other Reasons

Kenny Top

$89

Zara Pkeated High Waisted Shorts

Zara

Pkeated High Waisted Shorts

$40

Long-Sleeve Knit Sweater + Voluminous Skirt

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Photo:

@hannamw

Style Tip: Low-key elegance is easy to achieve by pairing a voluminous A-line skirt and a fitted knit top.

Mango Perkins Neck Knitted Sweater

Mango

Perkins Neck Knitted Sweater

$60

Staud Sea Skirt

Staud

Sea Skirt

$225

Poplin Shirt + Straight-Leg Jeans + Heels

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Photo:

@sasha.mei

Style Tip: When your dress code requires you to look put-together but is not quite cocktail attire, try jeans with a crisp button-down and flashy heels.

Madewell The Signature Poplin Oversize Button-Up Shirt

Madewell

The Signature Poplin Oversize Button-Up Shirt

$85

Mango Shoe With Strass Bow Detail

Mango

Shoe With Strass Bow Detail

$100

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Photo:

@cassdimicco

Style Tip: The bright spot about cooler weather? The coats. A statement coat and heeled boots are really all you need to wow your date come October.

Saks Potts Foxy Shearling Trench Coat

Saks Potts

Foxy Shearling Trench Coat

$1570

H&M Knee-High Boots

H&M

Knee-High Boots

$80

Oversize Blazer + Cropped Top + Slip Skirt

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Photo:

@endlesslyloveclub

Style Tip: A boxy blazer with a fluid satin skirt create an interesting contrast that’s sophisticated yet modern.

Double-Breasted Jacket

H&M

Double-Breasted Jacket

$41

Vince Slip Skirt

Vince

Slip Skirt

$265

Ruffle Top + Jeans + Heeled Boots

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Photo:

@alllisonho

Style Tip: Take note of the current ’90s wave and pair your ruffled top with easy straight jeans. For casual drinks or a late-night walk, this combo isn’t too buttoned up. 

Mango Chiffon Ruffle Top

Mango

Chiffon Ruffle Top

$80

Levi's Ribcage Full Length Jeans

Levi’s

Ribcage Full Length Jeans

$98

Sheer Dress + Long Coat

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Photo:

@shhtephs

Style Tip: If you’re down for the risqué side of things, embrace the open-knit trend with a cool dress meant to catch eyes. To leave a little to the imagination, layer a leather coat over it.

Mango Leather-Effect Jacket

Mango

Leather-Effect Jacket

$140

Amanda Uprichard x REVOLVE Oren Mesh Maxi Dress

Amanda Uprichard

x REVOLVE Oren Mesh Maxi Dress

$194



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