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Fall Into Style: The Perfect Casual Errand Running Outfit from Amazon

When I’m scrolling through social media and stumble upon an Amazon influencer, I often find myself puzzled by what they’re showcasing. Don’t get me wrong—I absolutely love a lot of Amazon fashion. It’s stylish, affordable, and seamlessly fits into my wardrobe.

But let’s be honest: hunting for standout pieces can feel like searching for a needle in a haystack. With so much to sift through, discovering something truly special feels like hitting the jackpot.

And honestly, a lot of it seems tailored to a lifestyle that doesn’t resonate with me—and I’m guessing it doesn’t for you either.

If I were 24 and living it up in Miami, sure! As strapless top that looks like a vest might be fun.

But at almost 45, cruising around the suburbs in my black SUV? Not quite the vibe.

Plus, I’m not a fan of pieces that scream “Amazon.” You know what I mean?

So, as we transition into fall, I’m excited to dedicate every Tuesday to spotlighting an Amazon fashion find—whether it’s a standout item or a complete outfit, like the one I’m featuring today.

This is what I wore yesterday

The Perfect Casual Errand Running Outfit from Amazon

jacket, $35.99 | tank, 2 for $12 |legging, $26| sneaker, $160 | earrings, $41

Since our weekends are bananas, Mondays are my Sundays, and can be quite hectic, but thankfully, my husband usually works from home that day. I’m always grateful for an extra set of hands to grab the grocery delivery or keep the wash moving, while I tackle my to-do list.

I kicked off the day with an appointment with my esthetician for the first of a few rounds of IPL to help fade some stubborn sunspots. Don’t worry—I’m putting together a comprehensive post with plenty of before-and-after photos for you to check out in November!

After that, I had a few calls and managed to squeeze in some work. Before I knew it, it was 4 PM, and time to pick up two of the girls from school.

The hours between 4 PM and 10 PM are a flurry of homework, dinner, and shuttling the kids to their activities. Our oldest doesn’t even come home until 8 PM!

I’ve found that getting dressed—even if it’s just something super casual—really helps me stay focused and power through the day.

Outfit Breakdown

So, I threw on our Reader Favorite pair of CRZ Yoga leggings from Amazon, and I have to say, I’m a HUGE fan. They fit perfectly, wash beautifully, and keep their color and stretch for ages. Honestly, they compare to Lululemon, but at a fraction of the price!

I’m wearing a small with the 28″ inseam (also available in 25″).

I played around with layering, keeping everything black, but the white tank I’m wearing (sold in a pack of two for $12) adds a nice pop of contrast.

Now, let’s talk about the star of this outfit, this Distressed Boyfriend Jean Jacket, on limited deal today for $35.99 – a fall must-have in my book.

They call it a “jean jacket,” but the material feels more like a denim shirt with a touch more weight. It’s not as heavy as a traditional denim jacket though, which I love.

I’m wearing it in “sky blue,” a light chambray shade that’s not bulky like those “shackets” from the last couple of years.

Since I’ve lost quite a bit of weight recently, I’m still figuring out my size, but I’d say this jacket runs true to size, maybe slightly generous, but it’s definitely not boxy and not overly oversized. You could easily layer it over a turtleneck when it gets colder.

I took the size small.

Now, we all know I’m rarely seen without a baseball hat, and since it’s Phillies season, I decided I needed a black one to go with all my black athleisure.

I found the perfect one on Amazon, and it ties the outfit together, especially with my black Veja Campo sneakers.

These are my favorite sneakers, and I actually scored them on Amazon last year because they were sold out everywhere else.

There are also size available now at Neiman Marcus.

To finish the look, I’m wearing simple CZ stud earrings. I’m rocking the 4 carat option, which sounds a bit much, but I have big ears, so they feel just right and proportional. But they are available in .3 carats to 8 carats (crazy) in platinum, rose or yellow gold-tone with a 14K gold post.

Lots more to come so stay tuned for new looks and recommendations every Tueday!

Related Posts

 Join Megan Kristel for a comprehensive, 3 hour long, LIVE Virtual Workshop sharing personal style and shopping tips for women over 40 on March 31, 2023.

MEET THE AUTHOR

Megan Kristel

Megan Kristel is an entrepreneur, working mom, and former personal stylist. Tired of the one-dimensional portrayal of women online, she founded The Well Dressed Life as a resource for other professional women.

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Arleen

Sunday 29th of September 2024

You look fabulous dahling! I put together a similar outfit for an upcoming road trip. For those questioning leggings, I found yoga pants that have the fit of leggings to the knees, but then are straight (not fitted) from knee to ankle, mine are from Skechers. I also have leggings for the trip, but I will only wear leggings with something to cover my assets, preferably to almost mid-thigh. Looking forward to Tuesday posts!

Mchelle

Thursday 26th of September 2024

Love this look for running around!! I am a GenX mom of 2 college grads (yay) and still love a cute sporty outfit like this to run around my little city off hours. Thinking the shirt will cover my assets too! Thank you Megan!

Amy Hahn

Tuesday 24th of September 2024

Good for you Megan - you look healthy and fit! I’m wondering if you have any tips to share on weight loss? I’m 60 and struggling with my weight and taking better care of myself. Would love to hear what has worked for you.

Marty

Tuesday 24th of September 2024

You look great with your weight loss. How did you do it.

Thanks.

Marty

Penny

Tuesday 24th of September 2024

Are leggings still in style this fall outside of the gym? I've been reading they aren't in style any more. I know I know--wear what you want & all that. But do they really look good on many people? They show every bulge and bump and can look like the wearer is naked with painted legs. Yours look fine on this post but...

Megan Kristel

Tuesday 24th of September 2024

If you don't want to wear leggings, don't wear them, but they are a go-to for women like me, with kids, on sidelines all weekend, fundraising at school, and working from home. I am constantly moving around and getting messy. Let us millennial moms have our leggings and skinny jeans without out constantly being told every 5 minutes that something we're doing is out of style.

Penny

Tuesday 24th of September 2024

Are leggings still in style this fall outside of the gym? I've been reading they aren't in style any more. I know I know--wear what you want & all that. But do they really look good on many people? They show every bulge and bump and can look like the wis earer naked with painton her legs. Yours look fine on this post but...

Lisa

Tuesday 24th of September 2024

What exactly do you mean when you say and item screams Amazon?

Megan Kristel

Tuesday 24th of September 2024

When we say an item is instantly recognizable as something that could be found on Amazon, we refer to the brand's distinct "look." Many of Amazon's fashion pieces share a generic aesthetic that often feels mass-produced (because they are). There are countless dresses, tops, and handbags available from various vendors that look strikingly similar and flood social media feeds. This redundancy, combined with their generic appearance, makes it easy to identify them as Amazon finds. For me, the thrill of browsing through their vast inventory lies in discovering pieces that stand out, offer unexpected quality at a reasonable price, or feature fun, unique styles that work for a demagraphic (women over 40) that is underserved. Hope this helps.

H

Tuesday 24th of September 2024

You look fantastic! Great job on the weight loss