5 CLASSY WINTER DATE NIGHT LOOKS

Over 40 fashion blogger wearing a black faux leather skirt with a brown faux fur coat as one of 5 winter date night looks.

Happy Friday ladies! Well, it’s been crazy cold in Dallas lately and when I say crazy cold I mean like 10 degrees!  I’m not a lover of cold weather but that doesn’t stop me from going out. Most of you may know if you follow me on IG that I did file for divorce over a year ago and it’s looking like it will finally be final this week.  It’s been a long road but I will say that I’m thankful to have this whole thing behind me now.

I have recently started dating a bit (which I will share more on later) so I thought it was the perfect time to share some classy and timeless date night looks. These fabulous outfits can also be worn on girl’s nights out too!  So, whether you’re going out on date nights or fun GNO’s there is sure to be something for you in these 5 tastefully sexy night-out looks!

SHOP LOOK 1:

Over 40 fashion influencer from Dallas wearing a faux fur coat with a faux leather skirt.

Dallas woman over 40 showcasing 5 classy & chic winter date night looks.

TEDDY COAT (XS) – FOR LESS // WHITE BODYSUIT (XS) // FAUX LEATHER SKIRT (24) //  HANDBAG //  HEELS

CAMEL TEDDY COAT:

The first look on my list of 5 winter date night looks features this gorgeous oversized camel teddy coat from A.L.C. I adore topping off expensive-looking color combinations with effortlessly chic 3rd layers and this gorgeous coat checks all the boxes. I wear an XS and it fits true to size.

SHOP NOW

BETTER FOR BUDGET:

If the A.L.C. jacket above is a bit out of budget, no worries! I’m also linking this equally fabulous option from Express which has a much lower price point. It’s the same color but with a slightly more structured fit and it also happens to be 60% off right now! Either choice is a great option when you’re styling a fabulous date night or GNO look. I wear an XS and it fits true to size.

SHOP NOW

FAUX LEATHER MAXI SKIRT:

Maxi & midi skirts in all shapes, sizes, and fabrics have been red hot through 2023, so it’s safe to say this trend will carry through to 2024. Faux leather is another super hot trend and this amazing skirt gives you the best of BOTH worlds! It’s also part of a BOGO 50% off deal so if you want to grab both the jacket and the skirt you’ll get everything for an amazing deal. I’m wearing an XS in this must-have skirt.

SHOP NOW

Dallas fashion ICON wearing black jeans with a white bodysuit and Veronica Beard booties as a chic date night look.

SHOP LOOK 2:

Woman in her 40's showcasing a oversized faux fur coat with black jeans as one of 5 winter date night looks.

Dallas fashion stylist for women over 40 wearing a voluminous fur coat with black jeans as a casual GNO look.

BROWN FAUX FUR JACKET (XS) // BODYSUIT (XS)  // AGOLDE JEANS (24) //  HANDBAG // BOOTIES

BROWN FAUX FUR JACKET:

Look No.2 on my list of 5 classy winter date night looks is more on the casual side. This look would be perfect for a coffee date or lunch with the girls when it’s chilly out! This gorgeous faux fur coat brings all the attitude while keeping you cozy & warm. It looks and feels like real fur and the color is simply stunning. I wear an XS  in this winter wardrobe MUST-HAVE.

SHOP NOW

BLACK AGOLDE JEANS:

I paired the gorgeous faux fur coat above with this fabulous 90s pair of denim from Agolde. These are made with a more rigid denim so there is very little stretch. That means they’re going to give you more of that baggy silhouette that is all the rage in the denim world in 2024. I love the faded black wash and the more tapered straight leg is very flattering. I wear a size 24 in these chic black jeans.

SHOP NOW

Fashion blogger for women over 40 wearing a camel sweater dress with white faux fur coat as a chic winter date night look.

FAUX FUR COAT (XS)SIMILAR (XS) // CAMEL DRESS (XS)  //  HANDBAG //  HEELS

SHOP LOOK 3:

CAMEL DRESS:

In this example of a classy winter date night look, I’m letting this flattering camel dress take center stage. I chose to pair it with a trending metallic pair of heels and a luxurious faux fur coat to elevate this look. This dress is from Express, it fits like an absolute DREAM and with a price point under $100, what more can a girl ask for?! I wear an XS and find it fits true to size.

SHOP NOW

IVORY FAUX FUR:

How fabulous is this faux fur coat from Express? As soon as I saw it I knew it was coming home with me, and once I saw the price point I was REALLY sold. Unfortunately, there are limited sizes available but Express is really good about restocking fan favorites, so keep checking back! I wear an XS in this luxurious coat.

SHOP NOW

SIMILAR MORE SIZES:

Since the jacket above has limited availability, I wanted to link a similar alternative that has way more sizes in stock. This one is from Apparis which is one of my favorite brands that Nordstrom carries and it has a very similar cut and fit to the Express coat. I love the added texture the banding brings and the tall collar goes a long way towards keeping you warm in these freezing temps! I wear an XS in this jacket as well.

SHOP NOW

Dallas woman over 40 wearing jeans and a fitted camel blazer with a matching bustier top as one of 5 winter date night looks.

CAMEL BLAZER (XS) // BUSTIER TOP (XS)  // FLARE JEANS (0 REG) //  HANDBAG // HEELS

SHOP LOOK 4:

CAMEL FAUX LEATHER BLAZER:

One outfit formula that works every time is a fitted blazer and a really good pair of denim, and this blazer is a perfect option. Incorporating camel into a look is a surefire way to take it to the next level, especially when paired with the matching bustier top. I wear an XS in this gorgeous date night blazer.

SHOP NOW

CAMEL BUSTIER TOP:

As I said above, I don’t think there is a better combo than the matching bustier top to the blazer above. The croc-embossing brings the perfect amount of texture to this look and provides the perfect amount of visual interest. I wear an XS in this sexy date night top.

SHOP NOW

Dallas stylist over 40 wearing a burgundy blazer with black flare jeans as one of 5 winter date night looks.

BURGUNDY BLAZER (XS) // CORSET TOP (XS)  // FLARE JEANS (0 REG) //  HANDBAG // HEELS

SHOP LOOK 5:

BURGUNDY FAUX LEATHER BLAZER ON SALE:

The last look on my list of 5 chic winter date night looks starts with this stunning faux leather blazer by Good American. I love wearing burgundy in the fall and winter and this shade is perfect, especially paired with the faded black wash of the jeans. This flattering blazer is also on sale, making it a fantastic value and a can’t-miss deal! I wear an XS and it fits true to size.

SHOP NOW

BURGUNDY VELVET BUSTIER TOP:

Nothing says “date night” like a sexy corset top, am I right ladies? This one from Express fits like a dream, I love the ribbing and the color is on trend. This top is the perfect color to match the blazer above, and it’s on sale for 60% off bringing the price point to just over $20! At that price point, I would also snap up the black version. I wear an XS and it fits true to size.

SHOP NOW

EXPRESS FLARE JEANS:

I can’t forget to mention this pair of 70’s flare denim from Express. These are mid-rise, so if you aren’t a huge fan of high-waisted jeans, these are the perfect fit. Flares are going to be HUGE in 2024 and they’re universally flattering thanks to the floor-skimming hemline and that midrise waist. They’re 60% off right now making them under $40 if you can believe it and I wear a size 0 regular.

SHOP NOW

FEEL FREE TO SUBSCRIBE TO MY NEW YOUTUBE CHANNEL FOR STYLE, BEAUTY, AND FITNESS TIPS TO HELP WOMEN LOOK AND FEEL CONFIDENT

CHECK OUT MY INSTAGRAM SHOP TO SHOP ALL OF MY INSTAGRAM LOOKS

YOU CAN ALSO DOWNLOAD THE LIKETOKNOW.IT APP AND FOLLOW ME ON IT BY CLICKING HERE.

STAY IN THE KNOW:  SUBSCRIBE to receive exclusive sale alerts, life-changing style tips, and fabulous giveaways, AND GET ACCESS TO MY VIP WARDROBE ESSENTIAL VIDEO ONLY FOR SUBSCRIBERS! 

Thank you so much for stopping by today, I truly appreciate you!

XOXO, HEATHER

My mission is to empower women to look and feel confident. I hope through the different looks I create that I am able to inspire YOU to express yourself in a way that makes YOU feel good – on the inside and on the out. If you wear what you love and what you feel your best in your confidence will shine through and that is the best accessory a woman can wear! Every woman deserves to look and feel like the best versions of themselves, no matter what their age!

Follow Heather
  • videos
  • fashion
  • chic-at-every-age
  • beauty

5 FASHION TRENDS OUT OF STYLE IN 2025 & WHAT TO WEAR INSTEAD

Look Up To 10 Years Younger With These Amazing Make Up Tricks + Top Gifts for the Beauty Lover ALL ON SALE!

5 DENIM TRENDS OUT OF STYLE THIS FALL + ANOTHER VIRAL DENIM VIDEO

Viral YouTube Video Revealing the Do’s & Don’ts of Styling Wide-Leg Jeans!

5 CHIC FAUX FUR JACKETS TO KEEP YOU WARM & STYLISH ALL WINTER LONG

NOVEMBER INSTAGRAM RECAP: SHARING 5 OF MY FAVORITE LOOKS

12 Gifts For Him That He’ll ACTUALLY Love!

25 OF THE CHICEST WARM & COZY GIFTS FOR HER + THE BEST CYBER MONDAY SALES

CHIC AT EVERY AGE FEATURING 10 CHIC TOPS GUARANTEED TO TAKE YOU MANY PLACES IN STYLE

SERIOUSLY THE BEST UNDER $100 SUMMER DRESS EVER!

CHIC AT EVERY AGE FEATURING 7 UNDER $100 TOPS FOR SPRING

CHIC AT EVERY AGE FEATURING THE “IT JACKET” FOR SPRING

Look Up To 10 Years Younger With These Amazing Make Up Tricks + Top Gifts for the Beauty Lover ALL ON SALE!

8 BEAUTY ITEMS I USE ON REPEAT AND EVERYTHING IS PART OF THE NORDSTROM ANNIVERSARY SALE

2023 HOLIDAY GIFT GUIDES: GIFTS FOR THE BEAUTY LOVER

10 BEAUTY PRODUCTS FROM THE NORDSTROM ANNIVERSARY I SWEAR BY