I’m just gonna get right to it, friends. Foolproof denim for clogs & combat boots = these Mother Tomcat crop jeans. They totally solve that “what to wear with taller ankle boots” problem. These jeans on their own are a little tricky though…I’ve found that they hit at a weird spot when they’re uncuffed and only work with heels.

This mama is not really wearing many heels these days.

BUT, these jeans kept calling me with their amazing distressing and perfect wash. So then I tried them cuffed! Cute! So cute. AND problem-solving — and you know I love solving a good fashion problem.

Jacket c/o (s) |  Sweater (s) | Jeans (28) at Nordstrom | at Shopbop | at Amazon
boots: at Zappos | at Free People | at Amazon | at Shoes.com | socks (M)

The Best Boots (& Socks) To Wear With Cropped Straight Leg Jeans

As a gal with not the longest legs on the block, I’ve never loved boots and socks over my skinny jeans. It simply cuts off the length I do have, making me look stumpy and shorter. But, when we want a warm jean (wide-legs aren’t the warmest choice) we run into this warmer-boots-fighting-jean-hem problem.

Unless we try that cuff! Certain straight leg jeans cuff so perfectly, visually balance wider hips and thighs, and solve this issue. And these Mother Tomcat ripped crop jeans are no exception.

My favorite boots to wear in the winter are combat boots and cozy clog boots, so I was stoked to find that when worn cuffed, these jeans don’t fight with the boot height. (ps. If you love you a cozy clog boots too, I just did a post comparing Swedish Hasbeens to No. 6 lined boots here.)

sweater (s) | Jeans (28) at Nordstrom | at Shopbop | at Amazon | at Anthro | socks (M)

1. MOTHER Tomcat Jeans + Combat Boots With A Heel (My Fav Are Doc Martens)

You may have seen the post where I style up my favorite Doc Martens — they have just a bit of a heel making them more flattering on my shorter frame, without sacrificing that classic Dr. Martens look. The Clemency are my current favorites, but any combat boots with a bit of a heel or slight platform will give you the same vibe! I love the Leona boots, too. Ooh, and these almond color Dolce Vita boots are gorgeous for a lighter chic look!

Jacket c/o (s) |  Sweater (s) | Jeans (28) at Nordstrom | at Shopbop | at Amazon | at Anthro boots: at Zappos | at Free People | at Amazon | at Shoes.com | socks (M)

2. MOTHER Tomcat Jeans + Swedish Hasbeens Clog Boots

I’ve had these for a couple of years now and adore them. They are warm, cozy and sturdy, and (as noted in my clog boots post) fit right into my dream of living in Sweden someday. This pair is lined, soft on the ankles, and easy to wear right out of the box. They aren’t lined in the footbed like the next pair, but this makes them easier to wear with thicker socks.

sweater (s) | Jeans (28) at Nordstrom | at Shopbop | at Amazon | at Anthro | socks (M)

3. MOTHER Tomcat Jeans + No. 6 Shearling Boots

So, yes, these are similar to the Hasbeens, but worth showing because I love them so much! These, unlike the Hasbeens, are a fully lined boot, so definitely size up. I had to go up to a size 40, and I’m typically always a 39 in Euro sizing.

You can easily slip these on with your skinny jeans and leggings without socks, but with these cuffed jeans, the socks and lined footbed combo feels cute and oh-so-cozy. Sadly, the No. 6 are going quickly in this colorway (and honestly, No. 6 shearling clogs all but sell out every fall), but you can still find some in black and gray right now. I’ve rounded up a few more places to snag them here:

• quite a few gray pairs on ebay
• gray and black on Farfetch
• a few small sizes in in few colors at Shopbop

I’ve also found a few similar styles at different price points that also offer a lined clog:

• taupe & black frye clog boot
• Dansko option

boots (size up– grey shearling option here or taupe frye option, Dansko option) | Jeans (28) at Nordstrom | at Shopbop | at Amazon | at Anthro | sweater (s, similar)

The Cuff + Sock Issue With Jeans, Solved

Of course, cuffing your jeans is not necessarily a novel solution, but not all jeans cuff as cutely as these. And then, what to do about the sock issue? I’ve realized that a speckled/marled/call it what you will, sock is the best transition between jeans and boots. A solid color cuts off the transition visually but a pretty heathered pair is so much better. I’ve rounded up a few more pairs below!

Shop More MOTHER Tomcat Jeans

The good news is that the Mother Tomcat Ripped Crop pair I have on are sold at a ton of retailers. This specific style does have a 25″ inseam, so I realize that’s not necessarily going to work for everyone. The Tomcat straight leg does come in a couple of other washes and lengths though, so you can hem, cuff, etc., for a similar look and shape if you’re not close to my height (5’4″).

Cute Socks To Wear With Cuffed Straight Leg Jeans

Heathered, marled, popcorn weave…these are the style socks I’m continually drawn to that I don’t mind peeking out of my jeans and boots in the winter. Smartwool are my favorites, but I’m digging these marled pairs below that get great reviews.

Stay tuned this winter as I try out even more styles of boots with these fab jeans. Have you found a pair of jeans you love to wear this way with your warmer boots? I’m gonna be attempting to cuff more of my straight leg styles to see if they work in this manner, as well. Hooray for warm ankles!

xo,

L

Hey hey from Portland, OR. Would love for you to follow me over on Instagram @laurajansenstyle for all things casual mom-wear, lots of foodie pics and donuts, some kitchen dance parties and some social justice. xo

Photos by Posy Quarterman Photography

Oh hey, Pinners, this one’s for you: