8 FABULOUS FALL DRESSES PERFECT FOR SO MANY OCCASIONS BOTH CASUAL AND DRESSY

Over 40 fashion bloggers from Dallas wearing a brown leather dress and a black sweater dress as 2 fall dresses for every occasion.

Fall is quickly approaching and now is the perfect time to add some fabulous dresses to your fall wardrobe.  From the ever-so-popular shirt dress to the perfect little black dress there is sure to be at least one dress you love in today’s post.  I love wearing dresses because they’re just an easy one-and-done piece you can throw on and not have to think too much about how to style it.  So whether you have some casual events coming up, or some dressy ones, the following 8 dresses should give you some amazing options!  The best part, most of these incredibly chic dresses are super affordable including the one I’m wearing in look 1.  It’s currently 40% off making it well under $100!  What a steal for such a fabulous dress!

I always love shooting with Cathy of The Middle Page.  We’re not only work wives which is so fun but we’re the best of friends and I’m so thankful for our friendship!  Especially at this time in my life.  I’m currently going through a divorce for those of you who don’t know so I need my girlfriends more than ever!

I also want to take this time to thank all of YOU for reading my blog and shopping with me through my links.  You have no idea what it means to me to be able to support myself financially and I have all you to thank for that!!  So from the bottom of my heart, I THANK EACH AND EVERY ONE OF YOU!!!!

SHOP LOOK 1:

SHOP CATHY'S LOOK:

SHOP ALL 8 FABULOUS FALL DRESSES:

Over 40 Dallas fashion bloggers wearing a black poplin shirt dress and a brown leather dress as 2 fall dresses for every occasion.

Cathy from the middle page laughs with Heather from SoHeather while they both wear 2 fall dresses for every occasion.

BROWN LEATHER DRESS (XS) // HANDBAG // HEELS // SUNGLASSES

1

FAUX LEATHER SHIRT DRESS (40% OFF):

The first dress on my list of 8 fall dresses for every occasion is this amazing faux leather shirt dress from Steve Madden. The removable belt at the waist creates the ideal silhouette and the rich cognac color is extremely luxe. This dress is currently 40% making it well under $100 which is an incredible value for such a chic fall item! I’m wearing an XS and it fits true to size.

SHOP NOW
2

BLACK SHIRT DRESS ON CATHY:

The equally fabulous shirt dress Cathy is wearing is made of a light poplin material which is perfect for those summer-to-fall transitional looks. It’s by TiMo and the smocked waist will give a gorgeous shape to a host of body types. Cathy is wearing an XS and this dress also fits true to size.

SHOP NOW

Dallas Fashion blogger over 40 wearing light grey dress and one of 8 fall dresses for every occasion.

GREY MIDI DRESS (XS) // HANDBAG // HEELS

SHOP LOOK 2 (DRESS IS UNDER $100):

3

GRAY MIDI DRESS:

This dress was one of the hottest items during the Nsale, specifically in the burgundy color which I love even more than the light grey! It also comes in black and is fully stocked in the black & burgundy. I’m wearing an XS in this sleek one-and-done fall dress.

SHOP NOW

Dallas fashion stylist for women over 40 wearing a black date night dress with silver accessories as one of 8 fall dresses for every occasion.

SHOP LOOK 3:

Dallas woman wearing a black maxi cutout dress with silver accessories.

Over 40 fashion influencer wearing a navy cutout maxi dress as one of 8 fall dresses for every occasion.

NAVY BLUE MAXI DRESS (XS) // SILVER HANDBAG // SILVER PLATFORM HEELS

4

NAVY BLUE MAXI DRESS:

Who doesn’t love a chic maxi dress? I can tell you that you will absolutely LOVE this navy option from Revolve. The ribbed material makes it look far more expensive than it is and the shoulder cut-outs are right on trend. The dark navy shade is going to be super hot for the fall & winter months of 2023 so you won’t want to sleep on this one! I’m wearing an XS and it fits true to size.

SHOP NOW

Dallas over 40 fashion influencer wearing the perfect little black dress.

TRENCHCOAT (XS) //BLACK DRESS (XS) // HANDBAG // HEELS

SHOP LOOK 4:

5

THE PERFECT LITTLE BLACK DRESS:

Next on my list of 8 fall dresses for every occasion is the most versatile dress in my entire closet! I’ve had this dress for years which means I’ve had the opportunity to style it for almost every occasion and it never fails me. The strapless design makes layering a breeze and for only $125 you can’t get a better value for a dress you can wear on repeat. I’m wearing an XS in this all-season stunner.

SHOP NOW

Dallas woman over 40 wearing black maxi dress with olive green leather jacket and black heels.

SHOP LOOK 5:

Dallas Fashion stylist for women over 40 wearing a black maxi dress with black heels and croc-embossed handbag.

MAXI DRESS (XS) // MOTO JACKET (XS)FOR LESS  // HANDBAG // HEELS

6

BLACK MAXI DRESS:

Another fabulous maxi dress coming in hot! This chic dress features a mock neck combined with the full-length center seam which makes this dress super slimming and the material is SO SOFT! It’s ribbed so it looks far more expensive than it really is and you can easily style it with heels now and boots later. I’m wearing an XS and it fits true to size.

SHOP NOW

Dallas fashion blogger for women over 40 wearing a purple ruched dress that is one of 8 fall dresses for every occasion.

PURPLE RUCHED DRESS (XS) // SIMILAR RHINESTONE HANDBAG // SILVER PLATFORM HEELS

SHOP LOOK 6 (PERFECT TO WEAR TO A FALL WEDDING):

7

PURPLE RUCHED DRESS (ONLY $50):

I am OBSESSED with this ruched midi dress from Express! The sexy thigh slit and the delicate straps make this the perfect fall wedding dress and the ruching is very forgiving. It comes in 3 other fabulous fall colors and has removable bra cups as well. On top of all that this dress comes in with a price point of $50 which is honestly such an amazing value. I’m wearing an XS in this must-have fall dress.

SHOP NOW

Dallas over 40 fashion influencer wearing a denim maxi dress from Alice & Olivia with gold accessories as one of 8 fall dresses for every occasion.

DENIM DRESS (XS) // SIMILR HANDBAG // GOLD HEELS

SHOP LOOK 7 (DRESS IS UNDER $100):

8

STRAPLESS DENIM DRESS:

Last but not least on my list of 8 fall dresses for every occasion is this stunning denim maxi dress from Superdown. This is the perfect date night or GNO dress, especially because denim maxi skirts and dresses are having a huge moment right now. I would style it with a chic blazer when the temperatures drop, or a leather jacket to add a bit on a edge. I’m wearing an XS and it fits true to size.

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

HANDS-DOWN THE 5 HOTTEST COLOR TRENDS OF 2025 AND HOW TO WEAR THEM

5 OF 2025’s HOTTEST DENIM TRENDS & HOW TO STYLE THEM

5 Shoe Trends Out of Style in 2025 & What to Wear Instead

5 OF 2025’S HOTTEST FASHION TRENDS

THE MOST SLIMMING JEANS EVER STYLED 3 WAYS

HANDS-DOWN THE 5 HOTTEST COLOR TRENDS OF 2025 AND HOW TO WEAR THEM

5 DATE NIGHT LOOKS PERFECT FOR VALENTINE’S AND BEYOND

STYLING ONE OF 2025’S HOTTEST DENIM TRENDS 3 DIFFERENT WAYS

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