25 Days of Fall Fashion: Styling Bootcut Jeans for 2018

Hello, friends! Happy Saturday! It’s T-I-M-E for 25 Days of Fall Fashion!!! This is when I team up with my fashionable friend, Cyndi Spivey, and we each style a new fall outfit every day except Sundays for the month of September.

If you’re here visiting for the first time, welcome! I’m Jo-Lynne, a wife of 23 years and mom to three kids — one in middle school, one in high school, and one in college. We live in the suburbs of Philadelphia, and I’ve been sharing my life and style here on this blog for over 12 years. I love doing these style collabs because they force me to step out of my comfort zone and style looks I might not otherwise try.

Today is a great example. My regular readers know that I love my skinny jeans, but I realize they’re not the best silhouette for every body type. I’ve been getting requests to show other denim styles, so today I’m styling a new pair of bootcut jeans that I recently discovered along with a gorgeous wear-everywhere scoop neck sweater.

These jeans are from Express, and I love the fit. They’re incredibly flattering, and they also have a really nice looking wash that’s hard to find in jeans at this price point. You can see more of them in this try-on haul I posted last week. For size reference, I usually wear a 6 or 8 in pants, and I’m wearing an 8 regular.

I paired them with this gorgeous purple scoop neck sweater from Loft. I discovered this sweater when I was in the store last week, and I was drawn to the color first and foremost, but it’s also got a super soft tight knit weave and a flattering scoop neck.

V-neck and scoop neck tops help minimize a larger chest and wide shoulders, so they’re my favorites, but I sometimes make exceptions. Fortunately in this case I didn’t have to!

It also has raglan sleeves and a shirttail hem, which I left untucked. I usually wear a small at Loft, and this sweater is true to size.

I also picked up this necklace when I was in the store. Doesn’t it fill the neckline perfectly? It’s adjustable, which is really nice.

I’m of the opinion that bootcut jeans look best with a heel, and conveniently, these Express bootcut jeans are the perfect length for me when wearing a 3¾ — 4″ heel, which is often what I end up buying in pumps and booties.

The heel on these sandals is 4 1/4″ (although they don’t feel that high at all.) I wouldn’t want these jeans any further off the ground, but they work.

These sandals were an #NSale purchase, and they’re perfect for this transition season. With the slingback heel and open toe, they keep my feet cool in warm weather but they look like fall.

They’re incredibly comfortable for a 4″ heel, the inside is smooth and soft, and the chunky heel provides stability. I actually sized down a half size in these, and I recommend trying that if you have narrower feet.

While they’re dubbed “sandals” on the Nordstrom website, I’d call them open toe booties, but whatever you call them, they’re super cute and on trend with the ruched cuff and pinpoint perforations. Pairing bootcut jeans with a modern shoe like this helps keep the look current.

Finally, I carried my taupe crossbody (similar here.) I don’t always match my bag to my shoes, but in this case, I thought it made sense.

I love the combination of grey and purple, and it keeps the whole look more streamlined than if I’d introduced another color.

This outfit is really quite simple — a sweater, jeans and booties/sandals, but the jewelry dresses it up and the block heel sandals keep it current and on trend.

shirttail sweater // bootcut jeans // booties // handbag // necklace // earrings

photo credit: Alison Cornell

Don’t miss my Labor Day Weekend Sale Roundup, and be sure to visit Cyndi to see the fall outfit she’s styling today!

Lower Heeled Bootie Options:

More Bootcut Jeans I Like:

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