I updated this post in February 2017. Many of these Fall looks make great Winter to Spring transition outfits. Affiliate links to similar pieces have been added. Many of these pieces are at end-of-season sale prices!

Oh how I love my Fashion Blogger friends! These are real gals, living on real budgets, with the bodies of real midlife women. They travel, they work, they play with their kids and grandkids. Their clothes have to be versatile and they are more likely to pick up a few key pieces each season to work with what they already have than go out and buy a whole new wardrobe. So check out these Fun Fall Looks From My Favorite Fashion Bloggers!

[bctt tweet=”Winter to Spring transition looks from my favorite fashion bloggers!” username=”MySideof50″]

This post contains some affiliate links for your convenience. Click here to read my full disclosure policy.

Shelly Janac – The Queen In Between

Shelly is my girl. She lives in Southeast Texas not far from me and totally feels my pain when it is pushing 100 degrees in late September. But heat and humidity be damned – Shelly finds a way to keep cool and dress for fall at the same time.

Shelly wearing a sleeveless swing top in Buffalo check & white skinny jeans. The sleeveless top in a Fall fabric is perfect for hot fall days in Texas.

Buffalo Check sleeveless dress worn as a tunic over white skinny jeans with leopard clutch and booties. Red & black check says fall. Sleeveless says “Fall in Texas”. Love this look.

Shop the Look: Handbag (similar here)  White Jeans (similar here and here) Black Booties (similar here)

Shelly paired her floral top and white skinny jeans with a mustard colored light weight cardigan. The fall color of the cardigan takes these summer staples right into fall.

Here she wears those same white skinnies with a floral top. She adds a mustard color cardigan for a touch of fall color and her Texas Aggies spirit is showing through in those cute maroon colored booties.

Shop the Look: Floral Shell (similar here)

Shellie Bowdoin – The FABulous Journey

Shellie wearing a Chambray shirt tucked in knee length shorts.

“When it comes to Fall fashion, the chambray button-down shirt is my must-have transition piece. I love the chambray shirt for a host of reasons. For one, it adds a polished, yet effortless vibe to any outfit. It can easily be dressed up or dressed down for any occasion.”

Shop the Look:  Chambray Shirt (similar here) Turquoise Sandals (similar here)

Shellie dresses up her Chambray shirt with an asymmetrical, wrap skirt and wedges.

“Also, the chambray shirt is great for layering, which is a necessity when the temperature just can’t quite decide what it wants to do throughout a given day. You can wear a chambray shirt in the traditional way, whether tucked in or out. Or, you can use it as a jacket or knotted over another shirt…the possibilities are endless. Just remember that a chambray shirt is a neutral, so it can be mixed and matched with almost any color palette.”

Chambray Shirt layered with an orange tunic

Shop the Look:  Black Sandals (similar here)

[bctt tweet=”A chambray shirt is a neutral and can be mixed with almost any color pallette. @ShellieBowdoin” username=”MySideof50″]

Check out this post: Chambray Shirt as a Jacket by Jodie’s Touch of Style

Susan Street – SusanAfter60

I have followed Susan on Facebook and Instagram for quite a while. She is so lovely and chic. But if you follow her closely, you’ll see she doesn’t wear a LOT of different clothes. She has a basic color palette – white, black & denim that she has learned to style so many different ways, you’d think she had 10 closets full of clothes.

Here is Susan in a basic, black tank dress and white blazer. She says:

Susan’s versatile black tank dress can be worn with a jacket or sweater, boots & tights or sandals & a straw hat.

Shop the Look: Dress (similar here) White Blazer (similar here) Taupe Heels (similar here)

“I am wearing a dress that can be worn with almost any jacket or sweater. It can be worn with boots and tights or sandals and a straw hat. Owning pieces that travel well and are versatile are much more important to me now. I am going on more fun getaways than ever before, but I don’t want to be burdened with a lot of luggage.”

Susan adds color to her black wardrobe staples with the colorful tank and scarf tied near her portrait area.

In this picture, Susan’s core pieces are black pants and a black duster. The blue top and printed scarf add color and texture near her face. As we age, we lose color, so having colorful pieces near our faces can brighten our whole look. Also, as another fashion blogger friend, Jennifer Connolly once told me “texture NEAR our face minimizes the texture ON our face” – if you catch my drift!

Shop the Look:  Black Ankle Pant (similar here) Black Duster (similar here)  Black Shoes (similar here)

[bctt tweet=”As we age, we lose color, so having color near our face can brighten our whole look.” username=”MySideof50″]

Susan offers these tips for scarf tying:

• Tying a scarf near our “portrait area” avoids adding more bulk at the bust.
• If I am wearing a larger scarf with more texture for warmth, I will tie or wrap it so that it hangs in smooth straight lines rather than adding more fluff where I am already “fluffy”.

[bctt tweet=”Tying a scarf near our portrait area avoids adding more bulk at the bust.” username=”MySideof50″]

Glenda K. Harrison – So What to Twenty

Glenda is my fashionable friend who is bold, confident and fashion forward in her look. She inspires me to step out of my comfort zone and think about who I am and what I am portraying when I get dressed to meet the world every day!

Shop the Look:  Jeans (similar here and here) Black Booties (similar here)

This fall I plan on introducing my closet to a variety of unique outerwear options. In this day and age, the traditional suit jacket or cardigan have been upgraded to include more interesting details and flair. I plan on creating a juxtaposition of high/low and have them come together to weave a clever take on downtown cool:

• Structured shoulder tuxedo jackets paired with deconstructed denim.
• Cardigans with bell sleeves or creative interest with flutter backs paired with a classic equestrian look.
• Combining a baroque-inspired floral bomber jacket with unexpected pieces like a metallic skirt, velvet jeans or classic denim.

Since I enjoy adding interesting elements to my wardrobe, these tricked-out, classic, outwear choices will give me just what I need.

Shop the Look:  Black Skirt (similar here) Black Sandals (similar here)

Since personally witnessing the Monique Lhuillier runway show for fall 2016, I fell more deeply in love with the idea of wearing ankle socks with open-toe sandals or traditional heels, since many of her catwalk looks showed the models wearing sequined socks with her beautifully fabricated garments.  Granted I know this look isn’t for everyone, but it is a quirky and adventurous way to express your more creative side. To pull this look off without a hitch, I strongly suggest:

A) You have the personality to wear it with confidence.

B) You select ankle socks that compliment your look with subtle color variations.

C) Make sure your socks do not have re-enforced toe and heel in a different color. Meaning, if your sock is white with black polka-dots, you do not want the toe and heel to be black.

What do you think? Did you get some new ideas to try? New combinations from your own closet? If you like this post, please share it. Pin it on Pinterest or Share it on Facebook.

You might also like:

Outfit Ideas: What to Wear Shopping

Quintessential Style: Cultivate and Communicate Your Signature Look

Get Your Midlife Style Back: How I Did It!

Accessories – The Icing on the Cake

Lessons Learned From My Favorite Fashion Bloggers