How to Wear Straight Cropped Jeans This Fall

First of all, no hate mail please. Yes, I am posting a decidedly fall outfit in July. I know, I am even annoyed with myself. But y’all. When these pictures came back, I was so excited to share them with you, and we all know these pieces may be gone by fall. Plus, it gives me the perfect opportunity to address a topic I’ve been wanting to write about — how to wear straight cropped jeans and not look like a clown.

Jo-Lynne Shane showing how to wear straight cropped jeans this fall with ankle boots and a cropped colorblock sweater from the Nordstrom Anniversary Sale.

These are all #NSale purchases, naturally. This mock neck colorblock sweater is such a fun little piece for fall. The quality isn’t superb, but at $31.90, I can’t complain. For size reference, I’m wearing the small.

This black/brown combo is low inventory, but it also comes in a really pretty red combo that isn’t quite as fall-ish but it’s really pretty. It also comes in plus sizes, by the way, and they are fully stocked in this color.

These jeans are the Frame Le Slender Straight Leg Jeans. Even on sale, they’re pricey, but this is the first pair of straight cropped jeans I’ve tried that I even remotely liked on myself so I decided they were worth the splurge.

I love the lightly faded wash, and they’re super soft and comfortable, plus they have a trendy high rise.

Jo-Lynne Shane showing how to wear straight cropped jeans this fall with ankle boots and a cropped colorblock sweater from the Nordstrom Anniversary Sale.

At first, I wasn’t sure I liked them paired with these booties, but the sales associate I was working with assured me that it works. I do like how you can see the buckle detail, and when I sit and move around, that’s even more visible.

I am beyond shocked that these booties are still available. I absolutely love this caramel color for fall, and the way it pairs with the light blue denim of these jeans is fantastic. They’re by Sam Edelman, so they’re good quality and comfortable, and priced just under $100 for the duration of the Anniversary Sale.

So why does this outfit work? To be honest, I am still figuring this all out for myself, but I’ll take a stab at it. For one thing, these jeans have a “slender straight” fit, which works better for my frame. Because I’m hippy but have thin legs, pants that are more fitted (i.e. skinnies and legging jeans) draw attention to where my legs are the thinnest, so the slender cut of this straight leg style fits me better than wider leg styles.

The light neutral color of the booties along with the light wash jeans helps lengthen the leg line and not look as cut-off where the jeans end. It’s okay that the jeans extend over the booties by about an inch because they hang nicely and don’t get caught on them.

Typically I’m seeing more sock booties with this style of jean, but these seem to work well too, which is great because they’re a more versatile style than the sock bootie.

Jo-Lynne Shane showing how to wear straight cropped jeans this fall with ankle boots and a cropped colorblock sweater from the Nordstrom Anniversary Sale.

The other component of this outfit that is super important is the sweater on top. I tried a few different tops with the help of my sales associate at Nordstrom, and the ones that worked best were the shorter, boxier styles.

I know, it seems counter-intuitive, doesn’t it? I’ve also seen a lot of women tucking tops into this style of jeans, but that is simply not an option for me, as I’m very short-waisted plus also busty — not a good tuck-in combination! I can’t tell you how many sales associates have tried to get me to tuck in (or belt) a top, and when I do, they agree — it just doesn’t work on me.

But a boxy sweater in a shorter (but not cropped) length seems to do the trick. It’s 22″, by the way. I also liked this sweater, this one, and this one with these jeans.

I’m obsessed with the Vince one; the picture on the website does NOT do it justice. You can see how it looked on me with these jeans in this post. It’s longer than the others, but it still seems to work due to the boxy styling, I guess?

Finally, let’s discuss this bag. This is by far one of my favorite purchases from the #NSale so far. I’ve been carrying it daily, and it seems to go with ev.er.y.thing.

I never really cared for Brahmin bags before, and to be honest, I didn’t get the hype. When I got to my dressing room, this one was laying out on the floor with some other bags and shoes my SA had pulled for me. I didn’t think much about it at first, but as I was trying on the clothes, my eyes kept coming back to it. It seemed to be the perfect finishing touch to almost every outfit.

The warm neutral tones practically scream FALL, and the unusual texture adds interest to any basic outfit. By the time I was done trying on clothes, I knew this bag was coming home with me.

I believe this bag is a much better bargain than the Tory Burch and Kate Spade bags in the #NSale. Tory Burch prices have skyrocketed recently, and while she makes a lovely bag, they all sort of look alike after a while. I’m also not a fan of her interior lining, and this Brahmin has the microsuede lining like Gucci and other higher end designer bags, but with a price tag that’s more in line with Tory and Frye.

The texture makes it stand out, and it’s a great size — big enough for everyday but not so large that I couldn’t carry it for a dressier occasion. In fact, I carried it on Saturday to a funeral, where I wore a black sheath and pumps. Incidentally, the black version of this bag is positively stunning. I didn’t see it in-store, but online, it looks amazing. If you’re in the market for something like this, I wouldn’t hesitate.

Jo-Lynne Shane showing how to wear straight cropped jeans this fall with ankle boots and a cropped colorblock sweater from the Nordstrom Anniversary Sale.

sweater (also in plus size) // jeans // booties // bag // earrings

photo credit: Alison Cornell

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