How to Wear Bootcut Jeans + 12 Outfits With Bootcut Jeans

If I’m ever not in a pair of skinny jeans, I’m probably in this pair of bootcut jeans.  If you’ve been following PMT these should be no stranger to you.  I’ve been talking about these babies for 3 years telling you they might as well be YOGA PANTS!  Whaaaat?  Yes, if you’re new here, we’ll get to that.  Recently many of you jumped on the train, snagging these during the NSale, and have said you now need help styling them.  I have tons of outfits in the archives with them, so today I’m rounding up 12 of my outfits with bootcut jeans!  I’ll also share some tips for how to wear bootcut jeans along with a few other bootcut jeans options in case these don’t work out for you.

Bootcut Jeans Outfits


Why I Love These Jeans

Okay, why do I love these so much?  These jeans are sooooo SOFT and STRETCHY that you could do yoga in them.  Believe me, I’ve tried just to make sure I wasn’t overstating that.  Also, the waistband has a strip of elastic in it, creating a lot of give and flexibility and making it extra, extra comfy.  In a couple of the outfit pics above, I was in my second trimester of pregnancy and still wearing these things.  When I’m not pregnant, I wear these knowing I can eat anything I want, have as large of a food-baby as I want and still be comfortable. ? Lastly, they make your legs look trimmer and a million miles long!  Flattering, soft as heck, and affords you to eat whatever you want without having to unbutton your pants for relief?  Ummm, no-brainer.


Fit, Sizing & Other Notes

For sizing, I’m 5’6″ and usually size 6/8 in jeans.  I sized up to 8 in these.

Some of you have asked why they look like bell bottoms on you, and my only guess is that you could go up one more size.  Above I show size 6 which actually fits comfortably since it’s so stretchy.  But it’s more fitted around my thighs and hips.  Size 8 is looser around my thighs and knees and therefore don’t bell out as much and create a straighter line instead.  You can always order two sizes to compare, then send one back with Nordstrom’s free return shipping.  You can find them HERE.

Now sadly, they don’t work for everyone.  These come in regular & petite (HERE), and plus sizes (HERE), but haven’t been long enough for taller women.  A reader told me she found a pair from Abercrombie with a better length that were soft and comfy, held their shape, and came in short/reg/tall.  Check those out HERE!  There are more bootcut jean options below also!

Lastly, some people have told me theirs wore out at the inner thighs.  I’ve owned mine for 3 years and they’re still good as new, but enough people said it that I thought I’d mention it.  Many who’ve said this say they still love the jeans so much that they just exchanged them for new ones, which is totally doable thanks to Nordstrom’s generous return policy!

Again, more bootcut jean options below. I can’t speak personally to if they’re soft or stretchy, but they all have great reviews  that you can sift through for more info.  But before all that, tips for wearing bootcut jeans!


Tips for Wearing Bootcut Jeans

Almost just like I wear skinny jeans.  I wear skinny jeans with everything, seldom worrying about rules like keeping it fitted on top + looser on bottom or vice versa.  This probably depends on your body shape, but you’ll notice in the collage above with 12 outfits that the top halves of my outfits are varying degrees of fitted to flowy.

Almost always with a heel.  Above I said “almost” like skinny jeans with ONE major difference being I always wear a heel with bootcut jeans.  This has less to do with the fact that I’m too lazy to hem them and more to do with the construction of bootcut jeans.  Bootcuts are meant to bell out a little (as opposed to straight leg jeans), and proportionally with the length of the thigh to the knee compared to the knee to the hem, I prefer the bell to have its full length to look right rather than hemming it off.  Of course there are always exceptions, like if you are taller, or if your bootcut jeans don’t bell out as much, or you can get the proportion of thigh to knee equal to knee to hem, go for flats!  Just make sure you do the third tip below for best results!  (If you don’t want to wear a heel but don’t want to wear skinny jeans, go for straight leg cut instead of bootcut.)

Show some toe, whether open or closed toe shoes.  I prefer this as it looks more polished and anchored to be able to see your feet as opposed to having them swallowed up.  Stacy and Clinton would have said it elongates your leg line as well.  (I miss those guys!)  I usually opt for wedges, pointy toe pumps, or boots with an almond toe or pointier.  Ideally I’d have some booties with an even pointier toe, but I don’t wear this style enough to get shoes primarily for bootcut jeans, so I make do with mostly wedges or pointy toe pumps.


My Favorite Ways to Style Bootcut Jeans

Although I wear these almost like I wear skinny jeans, there are a few stylistic reasons I’d opt for bootcut jeans over skinnies.  Here are a few of them!


Floral Navy Tank + Bootcut jeans + red wedges + cognac bagRed Wedges + Bootcut Jeans + Floral Tank + Cognac Bag Bootcut Jeans + Red Wedges + Floral Top + Cognac Bag

1.  Boho Vibes
I love making outfits a tad boho with bootcut jeans, like in outfits 2, 7, and 8 above. I typically pair them with a floral print top, wedges, and my cutout bag.  Although I find skinny jeans the easiest to wear since I don’t have to wear heels with them, bootcut jeans are a refreshing deviation that also mixes up your style a bit.

Shop for the Look:
Top: Nordstrom (exact – wearing size S)
Jeans: Wit & Wisdom (exact-wearing size 8)
Bag: Nordstrom (exact)(similar)
Shoes: Nordstrom (exact-wearing size 8.5)(similar)
Necklace: c/o Dear Mushka (exact)
Earrings: c/o Nickel & Suede (exact–size M)


Cognac Wedges + Rust Cardigan + Bootcut Jeans + Gray Bag + White Blouse Bootcut Jeans + Rust Cardi + White Blouse + White Earrings + Gray Bag Rust Circle Cardigan + White blouse + Gold pendant + Bootcut jeans

2. Clean and Classic
Pairing bootcut jeans with a solid blouse makes such an easy, classic outfit. Outfits 1, 4, and 6 above are casual but clean and put-together, and they’re very simple to do!

Shop for the Look:
Top: Nordstrom (exact – wearing size M)
Cardigan: Nordstrom (exact– wearing size XS)
Jeans: Wit & Wisdom (exact-wearing size 8)
Bag: Nordstrom (similar)(similar)
Shoes: Old Navy (similar)(similar)
Necklace: c/o Dear Mushka (exact)
Earrings: c/o Nickel & Suede (exact–size M)


Grey blazer and white blouse cognac bag white earrings Grey Blazer and Gold Necklace Outfit Grey Blouse and White Blouse

3. Casual But Professional
I also love bootcut jeans with a blazer for a smarter casual look.  I’ve worn outfits like this to meetings where I wanted to look professional but dressing business casual would have been overkill.

Shop for the Look:
Top: Nordstrom (exact – wearing size M)
Blazer: Nordstrom (exact–wearing size XS)
Jeans: Wit & Wisdom (exact-wearing size 8)
Shoes: Sole Society (similar,  similar)
Bag: Nordstrom (exact, similar)
Necklace: c/o Dear Mushka (exact)
Earrings: c/o Nickel & Suede (exact–size M)

Those are my three favorite outfit formulas for how to style bootcut jeans.  Remember there’s a collage of 12 outfits with bootcut jeans at the top of this post!  And whenever I post more in the future, you’ll be able to find them all HERE.


Bootcut Jeans Options

Now that you’ve got a handle on how to wear bootcut jeans, here are some more options!  They are at varying price points, include regular, petite, tall, and plus size options, and most have good reviews.  Shop through the widget below!

If you are in Bloglovin’ and cannot see the widget, click HERE.



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