First date winter outfits 2023 here! Because I know you have been wondering what to wear on a first date in winter. POV You have been thinking about your first date outfit ever since the NYE party. So what to wear to a first date in winter 2023? One of these first date outfits for winter 2023, obviously! Whether you favour baddie styles with sensual cutouts or a wisp of romance with tulle and ruffles, I recommend you save those date outfit ideas for the second date. You want to look chic and cool on the first date.
Obviously, you should dress up for the first date – no matter the weather or cold, but do yourself a favour and don’t fool the guy with the 2-hour version of you. Scroll down to see the best first date winter outfits and pick the best first date winter outfit idea that fits your personal style and won’t look out of place no matter where he is taking you to. Ps. I made sure to put together the most fashionable first date winter outfits for the most popular first dates in 2023.
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Put together for the first date in winter 2023, make the seamless transition from the dating app to the real life dating with the best winter date wardrobe.
From cool denim pieces that offer comfort and spontaneity to a fabulous dress that brings that little special but not turning you into the 2 hour version of you, discover every option for the most popular first dates.
Indeed, dressing up for the first date comes with its own rules. While you don’t need to impress him all over again – you already impressed him to ask you out on a date. You want him to fall for you even more.
Given you were pointed to Brunette from Wall Street, your style is more refined, feminine, or chic. Or, in the best case, all three.
Remember, it is important to stay true to your style. But at the same time, you wish to look cool and collected, not too sexy but not boring either.
As challenging as dressing up for the first date is, here are the best first date winter outfits that are easy to copy.
THE BEST FIRST DATE WINTER OUTFITS
By the way, all the collages and product galleries in this first winter date outfit edit are hyperlinked and shoppable. You can shop for the perfect first date winter outfit instantly. To shop for the look you want to wear, simply click on the items you need to build your favourite first date outfit. Your clicks will take you to the online stores where you can purchase the selected items.
CUTE FIRST DATE WINTER OUTFITS FOR A MUSEUM DATE
Dressing up for a museum comes with its own set of rules. Moreover, for a museum date.
You don’t want to wear anything too opulent or casual, as you normally would to a modern gallery. But it is still important to look cute.
Here are four cute first date winter outfits for a museum date or gallery date that are cute but not too much. POV I could come up with four more – I love going to art galleries.
1 NAVY COAT WITH SILK BLOUSE AND VEGAN LEATHER PANTS WITH POINTY BALLET FLATS
For the romantic in you, choose an elegant silk blouse in a dreamy colour paired with vegan leather pants and ballet flats.
Ignore what the weather looks like outside, ballet flats are the shoes you want to wear at the museum. As a bonus, ballet flats will put him to the test. POV He will pass the test if he offers you a ride back home, making sure you don’t have to walk home in the snow.
2 SHORT PINK COAT ON A SHEER BLOUSE AND TWEED SHORTS WITH KNEE BOOTS
If you are not into ballet flats, play around with different fabrics and silhouettes for a cute fashion forward approach to winter datewear.
Intricate options of a sheer blouse and knee high boots with a cool girl attitude bring a contemporary update to a short pink coat.
For a gallery date you might prefer to stand out with quiet elegance.
3 DOUBLE BREASTED COAT WITH CROPPED SWEATER AND PUDDLE PANTS
Quality elegant yet demanding attention edged with a cropped sweater and layered with an elegant winter coat, you will be front and centre in his mind.
4 SHORT COAT WITH A TWEED DRESS AND KNEE HIGH BOOTS
The one and done option to keep you looking put together and feel warm in the cold museum, go for a short tweed dress. Easily styled with statement boots and a short coat, it transitions seamlessly into evening dressing with a spritz of date night perfume.
Make the easy transition to date night with a spritz of perfume, hair accessories or makeup.
5 DOUBLE BREASTED COAT WITH CHIC PANTSUIT AND HEELS
If you are rushed for time and know you won’t actually have time to get dressed for the date after a busy day at work, you can elevate your chic pantsuit with smokey eyes and a gloss you carry around in your purse.
By the way, did you know there is something about shiny lips that make men’s heart skip a beat? Science.
6 DOUBLE BREASTED COAT WITH SHORTSUIT AND KNEE HIGH BOOTS
If you don’t like wearing lip gloss, give a Y2K spin on elegance with a short suit and knee high boots.
A short suit always offers a fine balance between looking sexy and showing too much on a first date.
Going mini makes everything more special. But tone down with a cream coat. You don’t want to bring an extra dose of sass to the first date.
TRENDY WINTER FIRST DATE OUTFITS FOR A BOOKSHOP DATE
Let me tell you a secret; cool girl dressing for the first date has never been this easy. With an expanded array of options for a bookshop date, denim comes dressed up with playful jackets and bags that pop.
7 SHORT COAT WITH A SILK BUTTON DOWN AND GREY JEANS WITH BOOTIES
Bring a fashion forward approach to a bookshop date with a bag big enough only for a poetry book.
Take a fresh approach to dating with a more simple choice of silhouettes. At the same time, a pink coat and white silk button down land with plenty of attitudes. Romantic but cool, this effortless first date winter outfit still makes an impact with details that are interpreted through a lively and joyful colour palette.
8 LEATHER TRIMMED SHEARLING JACKET WITH GREY SKINNY JEANS AND HIGH BOOTS
Edged in shearling or covered with leather, a fabulous first winter date outfit comes extra fashionable with grey skinny jeans and high boots.
From skinny jeans to cool girl’s favourite leather trimmed shearling jacket, black and grey hues with a pop of vibrant pink will have you looking a treat for the second date ahead.
Ps. You can wear this outfit for a walk date as well – but change the boots. Or even better, opt for the next winter walk date outfit.
CASUAL WINTER FIRST DATE OUTFITS FOR A WALK DATE
Don’t opt out of leggings and a chunky sweater if a sweater and leggings are what you usually wear if he asked you out for a walk. But I hope you do. Especially if you wear leggings made of artificial fibres.
9 DOUBLE BREASTED COAT WITH BLACK WOOL LEGGINGS AND COMBAT BOOTS
Not to shame any brand, but lelosi fibre leggings (leggings made of polyamide and elastane) are a no for a first date. Or any date but a date in the gym. But on the other hand, you might just want to show him what he will get. If he can do with it, he is marriage material.
Even so, I know you will feel more confident in an outfit that delivers classiness.
If you live in leggings, opt for equally stretchy and comfortable skinny wool pants instead of microfibres, polyamide or elastane. With the softness and stretch, you will not feel any difference in comfort. But your spirits will be uplifted and you will look refined.
Embrace modern practicality with elegance when you pair your new “black leggings” with a double breasted coat and combat boots for the promenade.
10 PUFFER JACKET WITH SKINNY SNOW PANTS AND INUIKII BOOTS
You might want to stay warm and comfortable, but there is no excuse to sacrifice style points just because it is very cold and snowy.
A chic puffer jacket and skinny pants with inuikii boots will keep you looking stunning for a walk date in the snow.
FAQ FIRST DATE OUTFITS WINTER
If you are feeling overwhelmed by the outfit choices for the first date and still deciding between two first date outfits for winter 2023, go through FAQ – it will help, for sure.
It depends on where he is taking you, but one of these first date winter outfits will be perfect, for sure.
Something cool and chic – yet not the “2-hour version of you” outfit. Check fashionable winter outfits for the first date presented in this article for some first date outfit inspiration.
You can’t go wrong with a little black dress with long sleeves and a short coat, or either of winter dinner date outfits presented in this article.
A fashionable casual winter outfit. Check fashionable casual winter outfits that are perfect for the first date presented in this article to see the best casual first date winter outfits for winter 2023.
For a walk in the city you can wear a fashionable winter jacket like a leather trimmed shearling jacket with jeans and trendy winter boots, accessorised with a skinny scarf, wool gloves and a cashmere twist knot headband instead of a beanie, balaclava or any other winter hat that drops shadow to your face. Or a double breasted coat with skinny wool pants and combat boots and a headband if you are going to promenade. For a walk in the snow, opt for a trendy puffer jacket, skinny snow pants or high shine leather pants, and inuikii boots. Ps. Check the best first date walk winter outfits presented in this article to see what bag to wear with these trendy first date winter walk date outfits in winter 2023.
Only black leggings that can be labelled as black skinny wool pants.
A short coat with a silk button down and grey jeans with booties. But you can also wear a leather trimmed shearling jacket with grey skinny jeans and high boots. Check trendy first date winter outfits presented in this article to see how to accessorise these fashionable bookshop date outfits for a first date in winter.
Yes, jeans are ok for a first date in winter – for women. Check the best first date winter outfit with jeans in this article.
A navy coat with a silk blouse and black vegan leather pants with pointy ballet flats, or a short coat with a tweed dress and knee high boots. Or a sheer blouse with tweed shorts and knee boots. Finally, that fancy first date outfit with puddle pants and cropped sweater presented in this article.
Preferably not – a sweater is never a good option to wear to a date. But a cropped sweater styled with fashionable pants and double breasted coat can actually be a good choice for the first date in winter. Check first date winter outfits presented in this article to see how to style a sweater for the first date in winter. POV A cropped sweater, of course.
For winter 2023, a double breasted coat with a silk blouse and grey jeans with booties. See the outfit – it’s presented in this article.
It depends on the cafeteria, but you can’t go wrong with any of the bookshop winter date outfits presented in this article.
Either of the museum winter date outfits presented in this article.
A pretty blouse and leather pants, or shorts and knee high boots. Or a black pantsuit with some hair accessories – if you are rushed for time and don’t have time to get changed before the date and can only add a little touch-up in the car. See the first date winter outfits for a night out presented in this article for more inspiration.
THE BEST WINTER DATE OUTFITS FOR THE SECOND DATE
Now that you have picked your first date outfit, you better check the second date winter outfits immediately. More dates will follow!