Fall Fashion Trends for Millennials and Mid-Lifers

by Fashiontandf

Fall Fashion Favorites 2021

This is our fourth consecutive year of showing how mid-lifers don’t have to limit their thinking, styling or favorite shopping spots based on age! If you’re new to Fashion Trends and Friends, this is the premise and purpose behind our blog and why we first got started. We believe that no matter your age or your size you can be cute and trendy if that is important to you. To prove my point, I have been working with my favorite millennial Brittany for the past four years collaborating on this Fall Fashion Trend blog. Brittany picks out some current trends that she’s loving as a (currently) 26 year old; and I purchase the same or very similar outfit as a (currently) 60 year old. We put our own spin on the styling, which is often very similar and share our love of fashion no matter our ages and sizes! It is my hope that we inspire you to broaden your thinking and that you don’t limit yourself!

The Past Three Years

Our very first collaboration was in 2018. Brittany chose this fall vest, which I still have in my closet and am still wearing! You can still get this vest and it comes in eight colors! It looks great open as Brittany styled it or belted as I styled it to give my waistline more definition. To see our first collaboration post, click HERE. To shop the vest, click HERE.


In 2019, Brittany chose jumpsuits, which continue to trend and are super easy to style. While we don’t have identical jumpsuits on, we’re showing that the trend can be worn and styled no matter your age. Brittany’s jumpsuit is strapless and mine can easily be worn as a cold shoulder or I could wear a bralette underneath or a tank. Mine has an elastic waist and I added the belt for some interest and matching accessories. Accessories are a must in my styling book and always complete and elevate a look! Jumpsuits also continue to trend! To see our blog post from 2019, click HERE. To shop my jumpsuit (it comes in 31 colors and pattern choices), click HERE.


One of Brittany’s favorite places to shop is Lime Lush. This is not a website I typically think of shopping but every time Brittany reminds me I can find really cute things. One of our looks last year was this cold should sweater by Lime Lush. The camel color and turtle neck are perfect for fall. The cold shoulder trend continues and we’ll show you that the new spin is having one cold shoulder. Brittany elected to leave her sweater untucked; and my preference was a half tuck. I added leopard accessories and Brittany chose gold. To see the blog post from 2020, click HERE. This exact sweater is no longer available, but here is a similar sweater.

This Year’s Fall Favorites – 2021

Look 1: Dresses

This year’s trends starts with what I’m calling “Pumpkin Spice” dresses! The color really screams fall! Both dresses give definition at the waist. Brittany’s ties and my has elastic. I loved the tiered skirt on mine, which is currently on trend. We both choice our over the knee boots. I opted for black and gold accessories and Brittany chose a more neutral palette. Both dress are from Lime Lush: My Dress – Rust Orange Tiered Ruffle Satin Short Dress (it also comes in wine red and forest green). I did size up 1 to ensure the length was slightly longer and it fits perfect. For reference I’m 5’8″. Brittany’s Dress – Pumpkin Long Sleeve Surplice Wrap Satin Dress. Over the knee boot similar to mine can be found: HERE.

Look 2: Black and White

Originally Brittany had chosen a black and white flannel similar to what I’m wearing, which I ordered. It was too small in the chest area and the buttons pulled. This is often a problem for me as a larger chested gal. I returned it but Brittany kept hers. I ordered a different brand and sized up for an oversized look and almost a shacket feel. Plus I wanted to be able to wear it over a tank or a tee. (To see last week’s blog on shackets, click HERE.) We decided to show you two different but complimentary looks. Brittany’s classic cream colored cable knit sweater pairs perfectly with jeans – both blue and black. She paired it with her cute cream colored booties. To shop Brittany’s sweater: Cream Cable Knit Lightweight Sweater With Ribbed Turtleneck

My black and white checked flannel will be so simple to style so many ways. It’s a wardrobe classic just like Brittany’s cable knit sweater. I’m thinking I might do a blog post on how to style this flannel up and down to show it’s versatility! This faux leather skirt was first shared with you in the blog titled Faux Leather Weather. To see the blog post, click HERE. I kept on my over the knee boots and added some statement jewelry pieces to fancy up the look! The flannel is rather long so I tied it at the waist to give more definition. To shop this flannel (it comes in 45 color choices), click HERE.

Look 3: One Shoulder Sweater

Bare shoulder sweaters continue to trend. This year you’ll see a lot of one bare shoulder options. Brittany chose this beautiful rich forest green color, which is perfect for fall and will look great for the holidays. I opted for a similar style but with a buckle accent and leopard and cream print. I added my leopard accessories – booties and earrings and cuff by LD Watkins Design. (To see a blog post about LD Watkins Design, click HERE.) To shop Brittany’s sweater – Forest Green Mock Neck Cold Shoulder Top To shop my sweater – Cream And Camel Leopard Lightweight Crochet Knit Sweater (I sized up 1 for a looser fit.) On a side note, it was super windy this day hence my hair, earrings and shoulder strap are all flapping in the wind!

Look 4: Striped Bare Shoulder Fall Sweater

Here is our Matchy Matchy look for 2021! We always like to get at least one item that is identical and share how we’d style it as well as prove that age doesn’t matter! I think it also disproves the myth that you shouldn’t wear vertical stripes as they make you look wider. This sweater has more of a color blocking feel to me than stripes. I particularly like that the top has some type of elastic that keeps it up and in place. Additionally, you can pull up one side to give a more one shoulder look. Brittany chose to keep it untucked. I prefer it half tucked. It was the perfect sweater for going on a date night to see Paranormal Cirque de Sol later that night with my hubby! To shop our matching sweater – Black Striped Off Shoulder Long Sleeve Sweater

Brittany and I are both girlie girls! We share the same passion for all things fashion and beauty so I couldn’t close out this blog post without sharing our fall manicures with you!

After our fall fashion trends millennial mid-lifer photo shoot, we finally had the opportunity to go out to lunch together! We’ve been meaning to do this for years but our busy schedules have gotten in the way so this was a real treat for both of us so a lunch date selfie was a must!

Later that evening…headed out in my off shoulder sweater with Mr. FTF for dinner and Paranormal Cirque de Sol!

Let’s Chat

We hope that you’ve gotten some fun fall fashion trends and styling options! Don’t you agree that you shouldn’t let age dictate what you can and can’t wear?! Remember if you wear what you love and feel confident wearing, you’ll always look amazing! What was your favorite look? Leave me a comment. I love to hear from you!

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