Winter Date-Night Outfit Ideas Fashion People Wear on Repeat


(Image credit: @georgia_3.0@emnitta@emmaleger)

One feeling anyone can attest to experiencing is anticipation, especially when planning on going on a date. Whether you're meeting someone for the first time or have been with your partner for years, planning a special night out can make even the most anti-romantic fraught with emotions. There's already so much to worry about that the last thing you want to be anxious about is what to wear. And yet it can be hard to pick the best outfit for a night out, much less an evening in the middle of winter. 

Winter dressing presents its own challenges, but it's even harder when you factor in the desire to look sultry. After all, frigid weather doesn't make wearing the most risqué and skin-barring trends of the moment a practical decision. But before you let the stress of picking an outfit make you cancel that date, you'll want to keep reading. As we've dug through Instagram to find 30 sexy date-night outfit ideas, the fashion set relies upon.

Whether you're going to the museum, seeing a movie, or just want to make your date's jaw drop, these looks will bring the heat—no matter how cold it is outside. 


Sporty Sunglasses + Leather Tube Dress + Knee-High Boots
(Image credit: @indyabrown)

It might be cold outside, but if you don a leather tube dress and knee-high boots for the evening, you'll make things balmy. 

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Hat + Hoop Earrings + Turtleneck + Miniskirt + Tights + Faux-Fur Coat + Platform Boots
(Image credit: @sofiamcoelho)

Whether you're exploring the city or secured a table at the hottest new restaurant in town, you'll want to wear something that's both covered but sultry. Enter the look above. 

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Leather Moto Jacket; Knit Dress + Ankle Strap Pumps + Shoulder Bag
(Image credit: @mariaalia)

You don't have to show skin to look still hot. Simply opt for edgier pieces (aka a leather moto jacket styled over a knit dress with pointed pumps) to attain the "baddie" status. 

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Leather Trench + Leather Corset Top + Trousers + Heels
(Image credit: @cassdimicco)

Yes, this is the second time a leather ensemble is in the mix, but it's a formula that works. Opting for a leather trench styled over a leather corset with trousers and heels will ensure you're warm all evening and look smokin' too. 

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Leather Jumpsuit + Heels + Mini Bag
(Image credit: @michellaccc)

Planning on heading to your date straight from work? The key to having an office-friendly and date-ready outfit lies in picking a conservative piece with a little edge (i.e., a leather jumpsuit that can be paired with heels or ankle boots).

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Scarf + V-Neck Sweater + Slip Skirt + Tights + Slingback Heels
(Image credit: @dawn.tan)

Going somewhere a bit more formal for your date and don't want to be too risqué? Style a V-neck sweater with a slip skirt, tights, slingback pumps, and a scarf for a practical and pretty look. 

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Sultry Sweaterdress + Knee-High Boots + Shoulder Bag
(Image credit: @giasinatra)

When in doubt, opting for a sweaterdress with a sultry design detail (think high-slits or cutouts) will never be a bad move. 

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Matching Top and Pants + Vibrant Mules + Vibrant Mini Bag
(Image credit: @dadouchic)

Another easy outfit formula the fashion set relies on for date night? A matching ribbed set paired with a vibrant pair of mules and a mini bag. 

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Faux-Fur Coat + Cropped Sweater + Miniskirt + Metallic Knee-High Boots
(Image credit: @nitsanraiter)

Pro tip: The key to making any winter outfit more exciting lies in outerwear and accessories. The simple sweater and miniskirt in the back of your closet can be paired with a fun faux-fur coat and metallic boots for a perfect look for your evening with your special someone. 

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(Image credit: @lefevrediary)

Who says you can't wear a minidress in the winter? Style it with a faux-fur coat, tights, and platform shoes to make it more winter-friendly. 

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Sheer Blouse + Jeans + Pointed Heels + Pouch Bag
(Image credit: @lucywilliams02)

A rule of thumb for pulling off more "risque" pieces for the evening is to choose one statement piece to pair with your wardrobe staples. Take, for example, the translucent sheer top trend we've seen everywhere. When styled with jeans and pointed heels, it becomes an effortless ensemble. 

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Faux Fur Duster Cardigan + Sweater + Jeans + Wedges + Shoulder Bag
(Image credit: @yoyokulala)

Faux-fur cardigans have been trending for a while now, and we're not mad about it. Styling one with jeans and wedges makes for the perfect date-night look. 

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Scarf + Sunglasses + Shoulder Bag + Chunky Knit Sweater + Miniskirt + Knee-High Heeled Boots
(Image credit: @nnennaechem)

Are you planning on just grabbing a cup of hot cocoa with your partner? Keep it casual and opt for a chunky knit sweater paired with a miniskirt and knee-high heeled boots. `

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Wool Coat + Halter Top + Skirt + Knee-High Boots
(Image credit: @shhtephs)

Just because it's winter doesn't mean you can't wear more warm-weather pieces. Simply invest in a great wool coat that you can wear over your favorite halter top and skirt pairing. 

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Pinstripe Blazer + Choker + Maxi Dress + Belt
(Image credit: @hannamw)

Another way you can stay covered but still look cute when it's cold out is by opting for a maxi dress. Make it feel a bit more risqué by styling it with edgier pieces like sporty shades, a menswear-inspired blazer, and a choker necklace. 

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Wool Coat + Slip Dress + Heels
(Image credit: @alllisonho)

Are you already running behind getting ready for your date? When you're in a pinch, pull out the slip dress in the back of your closet, throw on a heavy wool coat, and add heels (or knee-high boots) for a simple yet sultry last-minute outfit idea. 

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Off-the-Shoulder Sweaterdress + Over-the-Knee Heeled Boots
(Image credit: @emilisindlev)

Honestly, it doesn't get hotter than an off-the-shoulder sweaterdress styled with over-the-knee-heeled boots. If they aren't gawking when you wear this, they're not the one. 

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Mesh Top + Belt + Relaxed Denim + Pointy Heels + Shoulder Bag
(Image credit: @emmaleger)

Opt for a fun mesh top paired with relaxed jeans and heels, and you'll be ready to go wherever the evening takes you. 

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Hoop Earrings + Faux-Fur Coat + Tank Top + Leather Pants + Flip-Flops + Handbag
(Image credit: @emnitta)

There's nothing better than showing up to a dinner date knowing you look like an entire snack. Why not pair a faux-fur coat with a matching tank and leather pants? It's a look that will have them saying, "Yes, chef."

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Denim Top + Matching Denim Miniskirt + Silver Shoulder Bag + Silver Wrap-Up Pumps
(Image credit: @iziangus)

Want to wear your favorite denim skirt and button-down? Make it feel more special for the evening by styling it with metallic shoes and a matching bag. 

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Shoulder Bag + Shearling Jacket + Denim Skirt + Knee-High Boots
(Image credit: @georgia_3.0)

For a more casual date-night, try pairing a shearling coat with a denim skirt with a slit and knee-high boots. 

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Blazer Dress + Printed Tights + Platform Heels
(Image credit: @ninasandbech)

Let us let you in on a little insider trick: Any outfit is winter-ready if you have the right undergarments. Don't be afraid to layer or add a printed tight into the mix. 

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Choker + Off-the-Shoulder Sweater + Lace Skirt + Leg Warmers + Ballet Flats
(Image credit: @vivian.yrl)

Don't want to wear heels on your date? Opt for a trendy flat (like ballet flats) styled with sexier pieces like a lace skirt and an off-the-shoulder sweater. 

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Bomber Jacket + Tank + Cargo Pants + Ankle Boots
(Image credit: @oumaymaboumeshouli)

Embodying that "cool girl" energy on your date is as simple as styling a bomber jacket with matching cargo pants, a tank top, and ankle boots. 

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Turtleneck Minidress + Knee-High Boots + Mini Bag
(Image credit: @emmanuellek_)

When you have no idea what to wear on a date, the safest bet is always to keep it simple. Wearing a turtleneck dress with knee-high boots and a mini bag is a fail-proof outfit. 

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Flower Choker + Bodysuit + Velvet Blazer + Velvet Trousers + Sparkly Heels
(Image credit: @greceghanem)

It's not date night if you don't dress up, so why not do the most? Pair a bodysuit with a velvet suit, sparkly heels, and a floral choker. 

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Cropped Moto Jacket + Maxi Slip Dress + Cowboy Boots
(Image credit: @piashah_)

Pair a maxi slip dress with a moto jacket and cowboy boots for warmer evenings. 

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