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Outfit Formula: The Bootcut Jean

Outfit Formula: Bootcut Jeans 

Last week, I met my best friend for drinks.

As I was parking, I saw her walking down the street wearing bootcut jeans and looking fantastic.

I wore a pair of straight boyfriend jeans that didn’t look as fantastic and we joked about how ridiculous it is that we are not wearing skinnies, even though they are our preference.

I’ve gone back and forth about this whole debate a dozen times in my head, why does this war on skinny jeans bother me so much? 

And I think it’s because, skinny jeans are a perfectly practical, stylish option. They are flattering on many body types and necessary if you wear specific shoes.

Sure, you can update how you style it, but burning them seems extreme. 

So this idea that we can eliminate an entire category of jeans that works because influencers are bored with them is dumb.

Anyway, after seeing how great my girlfriend looked in her jeans, specifically the ‘Ab’Solution Itty Bitty BootcutJeans  by Wit & Wisdom, I decided we needed to reintroduce them as another option that isn’t talked about as much as it should be.

Because, like skinny jeans, they’ve been put on the back burner.

And also, like skinny jeans, they add a ton of value and options to your wardrobe.

So let’s give you a few Outfit Formulas.

Outfit Formula: The Bootcut Jean

Wit & Wisdom WIT & WISDOM 'Ab'Solution Itty Bitty Bootcut Jeans, Alternate, color, INDIGO 'Ab'Solution Itty Bitty Bootcut Jeans, sales video thumbnail WIT & WISDOM 'Ab'Solution Itty Bitty Bootcut Jeans, Alternate, color, INDIGO WIT & WISDOM 'Ab'Solution Itty Bitty Bootcut Jeans, Alternate, color, INDIGO WIT & WISDOM 'Ab'Solution Itty Bitty Bootcut Jeans, Alternate, color, INDIGO WIT & WISDOM 'Ab'Solution Itty Bitty Bootcut Jeans, Alternate, color, INDIGO Show less SIZE INFO Runs large; order one size down. Mid rise. DETAILS & CARE Stretch jeans in a polished dark wash get a lean and leggy look from a slim cut balanced with a narrow boot-leg opening. The 'Ab'solution construction flatters with power-mesh panels to mold and hold, including a waistband with interior control and booty-lift construction. 32" inseam; 16 1/2" leg opening; 9 3/4" front rise; 14" back rise (size 8) 32" inseam; 21" leg opening; 11" front rise; 16" back rise (size 18) Zip fly with button closure Five-pocket style Dark dye may transfer to lighter materials 54% cotton, 27% rayon, 17% polyester, 2% spandex Machine wash, tumble dry Imported Point of View and Petite Focus Item #5625056 Helpful info: Fit guides See details and tips from a salesperson (video) Petite sizes best fit women 5'4" & under. Free Shipping & Returns See more GIFT OPTIONS Choose your gift options at Checkout. Some items may not be eligible for all gift options. Free Pickup Printed gift message (free) Nordstrom gift box (free) Fabric gift bag ($5) Signature gift wrap ($5) Delivery Email gift message (free) Printed gift message (free) Fabric gift bag ($5) DIY Nordstrom gift box ($5) Need help finding the perfect gift? We've got you covered. Shop Gifts WIT & WISDOM Wit & Wisdom offers a beautiful lineup of casually chic tops and pants in a full range of sizes from petite to plus. The brand specializes in laid-back looks that are consistently clean, classic and pulled together. Women with all body types seek out Wit & Wisdom clothing, particularly the brand's famous "Ab-solution" jeans, which offer slimming, shaping and lifting in all the right places. (340) 'Ab'Solution Itty Bitty Bootcut Jeans


Itty Bitty Bootcut Jeans, $88 

Our key piece is the same jeans my friend wore, the Itty Bitty Bootcut Jeans from Wit &Wisdom. 

These are available in regular and petite sizes 00 – 16. 

They run big, so go down at least one size and be prepared for them to stretch. 

In this dark wash, they are elevated and will pair with so many things. 

Consider this style if you like the clean, slim line of a skinny but maybe need a different option for your body. 

My two best cuts are a dark skinny and a dark bootcut with a subtle flair at the foot. 

Outfit Formula: Bootcut Jeans Worn Two Ways

bootcut jeans, white sweater, black envelope clutch, sock booties, or with a black blazer, gray shrunken sweatshirt, gold hoops, and black new balance sneakers


In our first look, we are reusing this off-the-shoulder sweater from the H&M feature earlier this month in our What to Buy at H&M.  

This is why having a different style of bottoms is important.  

Because an off-the-shoulder style widens your shoulder, the bootcut helps balance it.

Of course, you could wear skinny jeans here, but depending on your body type, you might feel “top-heavy,” and a bootcut will help minimize that.  

Then, boots. These are the sock booties from Amazon’s The Drop

I own these and am pleasantly surprised by the quality. 

I wore them to a party last week and my feet were in good shape considering I stood on cold concrete for seven hours.

They work because they slip under the bootcut beautifully, and the heel balances the fullness of the leg. 

So any block-heel shoe, be it a boot or pump (like these popular March Fisher heels), will work well with this kind of jean.  

For accessories, I added these bow-drop earrings from Talbots because they are adorable and under $30, and this inexpensive black clutch from Amazon in case you need it for the season.  

In our second outfit, I wanted to highlight bootcut jeans with sneakers.  

So I’m using these New Balance Sneakers, featured in our November Amazon Fashion Finds Roundup

Earlier this week, I mentioned how much I like them and that they make my boat-size-10 feet look smaller. 

Note: Your hem needs to sit on the top of the sneaker.

This is called a “break” in alterations. If your hem is too short here, you’ll look ridiculous. 

Then, to keep it sporty, I found this lovely piece from Quince called a Shrunken Cashmere Sweatshirt, in gray, to layer under a wool blazer.  

I just ordered this for myself, so I don’t have it yet, but I love anything that is elevated-sporty and have been exceptionally pleased with the pieces I’ve bought from Quince.  

For the blazer, I wanted to feature something you might already have, and the Regent wool blazer from J.Crew has long been a reader favorite. 

Available in sizes 00 – 24 in classic, petite and tall, it’s a true closet workhorse. 

Finally, I added our favorite everyday gold hoops from Amazon

Outfit Formula: The Bootcut Jean

Related Posts

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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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Tracy Gray

Friday 18th of November 2022

Thank you for this post. I love my skinny jeans as well and I’m not giving them up but I like the idea of a boot cut jean as another option for my wardrobe. I also want to thank you for all the great ideas and advice you provide. It is so helpful and honestly I have followed all of it and love it.


Thursday 17th of November 2022

I've been a holdout forever ~ I have never owned a pair of skinny jeans. I need the bootcut to balance out hips and shoulders. I have used your style suggestions but used my boot cuts. Thank you for mentioning that they need to have a break at the hem. I have never had a problem finding boot cut jeans (Thanks Cowgirls).

Karen Weitzman

Thursday 17th of November 2022

I would love to know what type of shoe to wear with my shorter, ankle skinnies if I also want to wear socks. Any suggestions?

Diane Weiss

Thursday 17th of November 2022

Thanks for all that you do! What is the difference between “bootcut” and “flare” (if there is one)? Asking for a friend 😉 Diane

Diane Weiss

Friday 18th of November 2022

@Megan Kristel, Thanks a ton for the explanation. After doing the likes/dislikes from wardrobe challenge, the bootcut is more to my liking. Happy T Day!

Megan Kristel

Thursday 17th of November 2022

Hey Diane, It's an important distinction to make. A flare bottom will be more exaggerated, kinda like a bell bottom, while a bootcut should truly just fit fall over your feet.


Thursday 17th of November 2022

Many of us don't look good in skinny jeans and never will look good in skinny jeans and they really AREN'T a practical option! Times are a changin' and I couldn't be happier!! I thoroughly enjoy your site and am thrilled when you provide choices beyond skinnies!

Megan Kristel

Thursday 17th of November 2022

I said they are a practical and stylish option for "many of us." I look like a truck driver in most straight leg jeans. My point is why do we need to take one specific style off the table when certain styles look better on different body types.