Five Ways to Wear Wide Leg Jeans for Fall and Winter

When I asked my followers what they wanted to see for fall content, a large request was for ways to wear wide leg jeans (and shoes to wear with them).

Here are five wide leg jean outfits with five different shoe options. To be clear, I am styling ONE pair of jeans, with different tops, shoes, & accessories! I like to maximize my wardrobe & style things multiple ways, so one pair of wide leg jeans is what I have here.

My jeans are almost sold out in this wash (they’re Levi’s ribcage  “she’s a cutie” wash, but there’s lots of other washes available!) so I did my best to try & find and link some wide leg jeans that are similar.

If you prefer video content, you can see the reel HERE and where I talk about the shoes HERE.

All items (or similar if it’s an older piece—it’s always noted in the L T K description if it’s not exact) will be linked beneath each photo. I use affiliate links, meaning I earn a small commission if you make a purchase through them. There’s no extra cost to you, and your support helps me continue creating content like this. Thank you!☺️

A heeled clog (or mule!) is always a cute option with wide leg jeans! I paired a button front cardigan and high neck tank with my wide leg jeans for this look.

Outfit linked HERE.

This is a new option for me as far as shoes go, but a flat (and specifically in this outfit, a Mary Jane flat) can look really great with wide leg jeans. I fonished the look with a long black duster cardigan and high neck tank.

Outfit linked HERE.

Loafers are also a new pairing with wide leg jeans for me, but I think they look wonderful! I especially love matching my top to my shoes (an “outfit sandwich”) and also adding a matching bag! A turtleneck is a favorite look of mine with wide leg jeans.

Outfit linked HERE.

A classic heeled boot is a no brainer with wide leg jeans. It always looks classy! I added a white gauzy button up, silk scarf, and matching bag to complete the look.

Outfit linked HERE.

Chelsea boots are one that I haven’t always paired with wide legs, but I feel like it’s really cute AND functional (especially in winter!). To finish this outfit, I added a cropped sweater, black denim jacket, and matching bag (I also forgot to take a photo of this look, so screenshots had to do!).

Outfit linked HERE.

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Quince Fall Outfits (a capsule for the fall season)

I find that I reach for my Quince items more often than any other items of clothing that I own. The quality of the fabrics, the earthy colors, the way their sweaters drape, & the comfort I feel when I wear their pieces is unmatched.

I own quite a few of their items at this point (& full disclosure—I have bought some and I have been gifted some as part of collaborations) and I just couldn’t recommend them more.

These are MOST of my Quince pieces (I have a few more summery pieces not shown) all styled together for the end of summer into the fall season. Some are items I have owned for a couple of years & some are pieces I got this spring. Feel free to comment and/or message me on IG if you have any specific questions!

If you prefer video content, see the reel HERE.

All items (or similar if it’s an older piece—it’s always noted in the L T K description if it’s not exact) will be linked under each photo. I do use affiliate links—this just means that if you purchase something using my links, I earn a small commission. There is no additional cost to you and it helps me to continue to put out content like this. Thank you!😊

Outfit 1: a grey high neck tank with 100% cotton denim button up, l green barrel leg jeans, and Birkenstock clogs

Denim shirt/ pants/ rest of my outfit

Outfit 2: a white tank with a charcoal grey oversized cashmere cardigan, burnt orange wide leg pants, and a braided belt with black Mary Jane shoes

Sweater (charcoal)/ pants/ rest of my outfit

Outfit 3: a green linen mini dress with a denim jacket and tall brown suede boots

Dress/ rest of my outfit

Outfit 4: a white tank with a tan oversized cashmere cardigan, a denim mini skirt paired with chocolate brown loafers and a matching brown crossbody bag

Sweater (oatmeal)/ rest of my outfit

Outfit 5: a 100% cotton brown crewneck sweater, black jeans, and brown blundstone boots

Sweater/ rest of my outfit

Outfit 6: an orange linen mini dress with a tan cotton crewneck sweater layered over it, an orange floral neck scarf, and tan cowboy boots

Sweater/ dress/ rest of my outfit

Outfit 7: a 100% cotton denim button up, tan linen pants, and Birkenstock sandals 

Denim shirt/ pants (sand)/ rest of my outfit

Outfit 8: a white tank, a tan oversized cashmere sweater, straight leg jeans, and white waterproof sneakers 

Sweater (oatmeal)/ rest of my outfit

Outfit 9: a white high neck tank, a chocolate brown cashmere cardigan, utility jeans, & bearpaw slipper shoes

Sweater/ rest of my outfit

Outfit 10: 100% cotton tan crewneck sweater, green barrel leg pants, and birkenstock clogs

Sweater/ pants/ rest of my outfit

Outfit 11: a white tank, an oversized sage green 100% cotton cardigan, and straight leg jeans with Birkenstock clogs

Sweater (agave)/ rest of my outfit

Outfit 12: a white tank, a 100% cotton denim button up, burnt orange wide leg pants, and Birkenstock clogs and socks

Denim shirt/ pants/ rest of my outfit

Outfit 13: a 100% cotton brown crewneck sweater, straight leg jeans, and white waterproof sneakers

Sweater/ rest of my outfit

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Beginning of September Looks

The weather is getting cooler & my fall pieces are starting to creep back into my wardrobe—sweaters, boots, cardigans, jeans, oh my! I’m loving the fall feels! Here are some of my outfits from the last week.

I’ve included affiliate links under each outfit, so if you choose to buy something, I’ll earn a small commission, with no additional cost to you. I truly appreciate your ongoing support and kindness so I can continue to do what I do here 🙂

Outfit linked HERE.

Outfit linked HERE.

Outfit linked HERE.

Shorts/ Outfit linked HERE.

Outfit linked HERE.

Outfit linked HERE.

Outfit linked HERE.

Sweater/ rest of outfit HERE.

Dress/ rest of outfit HERE.

Outfit linked HERE.

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Beginning of September Looks

The weather is getting cooler & my fall pieces are starting to creep back into my wardrobe—sweaters, boots, cardigans, jeans, oh my! I’m loving the fall feels! Here are some of my outfits from the last week.

If you prefer video content, watch the reel HERE.

I’ve included affiliate links under each outfit, so if you choose to buy something, I’ll earn a small commission, with no additional cost to you. I truly appreciate your ongoing support and kindness so I can continue to do what I do here 🙂

Outfit linked HERE.

Outfit linked HERE.

Outfit linked HERE.

Shorts/ Outfit linked HERE.

Outfit linked HERE.

Outfit linked HERE.

Outfit linked HERE.

Sweater/ rest of outfit HERE.

Dress/ rest of outfit HERE.

Outfit linked HERE.

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