Hi friends! I’m back with more denim and shoe pairings today. We’ve talked about what shoes to wear with flares, and how to wear straight leg jeans with loafers and flats, and today I’m playing around with straight leg jeans and ankle boots.
I’m also planning a post that attempts to sum it all up with an infographic cuz I’m geeky like that! But seriously, it isn’t that hard. It just looks like it when I try on a gazillion different options.
First, let’s review the terms. Straight-leg jeans hang straight up and down the entire leg from hip to hem. They be relaxed and slouchy, or sleek and slim-fit; and they come in crop, ankle, and full lengths.
Straight-leg jeans hang straight up and down the entire leg from hip to hem. They be relaxed and slouchy, or sleek and slim-fit; and they come in crop, ankle, and full lengths.
SIZING NOTES: I’m 5’5″ and I usually wear a small in tops, a 28 or 29 in jeans, and a size 8 shoe. Gifted items are indicated by c/o; everything else I purchased myself.
How to Wear Ankle Boots with Straight Leg Jeans
When wearing a pair of straight leg jeans and ankle boots, you really only have two choices.
You can wear the jeans so the hem of your jeans ends above the shaft of the boot, in which case you will show some skin or show your socks. (If you choose to show your socks, it should look intentional. They can match the jeans or the shoes or be a contrasting color.)
The other option is to wear the jeans over the top of the boots. In both of these cases, it takes some trial and error to find the right denim + boot combo because you have to account for the length and width of the jeans, as well as the height and width of the boot shaft.
Option #1: Hem Above the Top of the Boot
The only way to make this happen is 1) wear jeans that are shorter than the boots, or b) cuff the jeans so the bottom of your jeans is above the tops of your boots.
These straight crop jeans work perfectly with these ankle boots. The jeans have a 26 1/2″ inseam with a 13″ leg opening, and the boot height is 4″.
Or you can wear a lower shaft bootie and show a little more skin above the shaft. I’m actually not such a fan of this look because that style of bootie with the dip in the front looks dated to me, but these are gorgeous boots, and I can’t part with them. I might end up wearing them with longer straight and flare leg jeans.
Here’s an example of is a look that almost works, but not quite. In this case, the 4″ shaft of the pointed toe boot just meets the hem of the jeans, and the jeans get hung up on the tab in the back.
These jeans have a 27″ inseam with a 14.5″ leg opening, and that half inch makes a big difference with these boots.
I can either cuff them, cut them shorter, or wear them with lower shaft ankle booties.
The same is true for these longer straight leg jeans and a similar pair of pointy toe ankle boots with a 4″ shaft. These jeans have a 29″ inseam with a 13″ leg opening, and I can pull them down over the Chelsea boots, which looks good…
But, if I sit down and stand up again, this is what happens.
The solution here is to cuff or cut or wear ankle boots with a taller shaft and allow the jeans to extend over the boot.
I didn’t want to cut them, so I did a double cuff to bring them up above the shaft of the ankle boots.
I can’t say I’m a fan. For one, it looks dated to me, and I also don’t care for how it chops up the leg. My preference in this case is to wear boots with a higher shaft… which makes the perfect segue.
Option #2: Hem Over The Boot
Spoiler Alert: This is my preferred way to wear ankle boots with straight leg jeans this fall.
These are the same jeans with a 29″ inseam, but these leather boots have a 6″ shaft rather than a 4″ shaft, so the jeans extend over top. This high shaft works much better, even though the jeans are quite slim. A wider leg opening would look better, though.
It’s a lot easier to wear straight ankle jeans over top of higher shaft booties than to try to wear straight crop jeans with lower shaft booties because you always run the risk of bunching. You also have more flexibility with inseam length, and I also think this silhouette looks more current. And bonus, you don’t have to worry about freezing your legs!
It’s a lot easier to wear straight ankle jeans over top of higher shaft booties than to try to wear straight crop jeans with lower shaft booties.
These jeans have a 27″ inseam with a 14″ leg opening, and they work just fine over a boot with a 6″ shaft, such as the Aquatalia Brigitte (above) or the Sam Edelman Western Boots (below).
The Aquatalia boots also look great with the longer AG Mari. I can see myself wearing that pairing a lot this fall.
While I was on a roll, I also tried these boots with the Mother Dazzler. These jeans have a 27 1/2″ inseam with a 13″ leg opening.
They’re so slim, they’re almost skinnies, but they work fine over these boots because the shaft is pretty narrow. In fact, they’re almost a sock boot. (Sock booties have super slim shafts, often with a bit of stretch so they fit very close to the ankle.)
As you can see, pairing straight leg jeans and ankle boots is all about finding the right combination of inseam and boot shaft.
Pairing straight leg jeans and ankle boots is all about finding the right combination of inseam and boot shaft.
Full length straight leg jeans make it super easy because they’re long enough to cover almost any boot shaft.
These are the AGOLDE Lana Vintage Straight Jeans, and they’re a true straight style of jeans. They have a 31″ inseam and a 16″ leg opening, and they’re more of a rigid vintage denim. They fit easily over the Sam Edelman western boot with the 3″ heels.
And here they are with the Aquatalia Brigitte, a more casual type of ankle boots.
Finally, these are the NYDJ Marilyn, with a 32″ inseam and 16″ leg opening, so they’re a little longer than the AGOLDE Lana. These are very soft and stretchy, so a great option for those of you who don’t care for rigid denim.
And because they’re so long, you can easily wear them over lower shaft booties as well. These booties have a 4″ shaft with the little dip in the front, much like the black rag & bone booties at the beginning of the post.
To sum it up: I know everyone says they’re struggling with straight leg jeans this fall, but I actually think they’re just as easy to pair with ankle boots as skinny jeans are, and even easier if you consider that you can wear socks and they won’t show. We just have to get used to wearing them down over the top of tall ankle boots, rather than above shorter shaft styles.
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