Plus Size Fall Preppy Outfits

Some more plus size fall preppy outfits for you, dearest gentle readers.

You might remember this plus size blue striped shirt from this preppy post.

Or maybe this post, this post, or this post.

Well I’m back to show you some more ways to wear it…

Plus Size Fall Preppy Outfits

Plus Size Fall Preppy Outfits -Four plus size fall preppy outfit ideas Alexa Webb

Outfit 1 Details

This first look, like all of them, is so bright and fun for fall.  

A papaya orange cashmere sweater is layered over a blue and white striped shirt.

Wear it with dark wash denim.  I chose these wide leg jeans to keep things on-trend.

 I added these cool calf hair leopard print retro sneakers, which might just be my favorite part.

Keeping up with the trends again, I opted for a crescent shaped crossbody bag in a deep chocolate brown.

Top the look with some oversized cat eye tortoise sunnies with azure blue lenses.  Love!

I just think this ensemble is so cute!

Jewelry

As for jewelry, I opted for some trendy sculptural gold hoop earrings.

And went with my classic gold wrist stack.

I included this Tory Burch watch and bangle bracelet.

And I have the featured chain bracelet, it’s great and fits my slightly-larger-than-average wrists.

Try one of the Amazon bracelets for a selection of sizes at more reasonable prices.

Lastly, throw on my favorite gold ring.  I wear it on my index finger.  So fab!

Plus Size Fall Preppy Outfits 1

Plus Size Fall Preppy Outfits 1 - A plus size casual outfit idea with wide leg jeans, an orange sweater, leopard sneakers, and crescent crossbody bag. Alexa Webb

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Outfit 2 Details

This second look is just like the first but I swapped the jeans for some wide leg chinos.

And making this look a little more work-appropriate, I swapped the retro kicks for some leopard print Mary Jane flats.

You might remember these chic trendy flats from my 2024 Fall Work Capsule.

Plus Size Fall Preppy Outfits 2

Plus Size Fall Preppy Outfits - A plus size casual outfit idea with wide leg chinos, an orange sweater, leopard flats, and crescent crossbody bag. Alexa Webb

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Plus Size Wide Leg Chinos (less $ similar)

Leopard Mary Jane Flats {also come in wide width}hereherehere, or here (less $ similar)

Outfit 3 & 4 Details

As for these last two looks, they are much like the first two, except instead of the bright orange sweater, I opted for a blue and green striped cashmere sweater.

The striped sweater also looks great with the blue and white striped shirt.  You know I love mixing prints!

You might note that I chose a different color of the crescent crossbody bag for these looks.

I just think the “Warm Cinnamon” color works better with this color palette and the darker chocolate looks better with the orange sweater.

But, remember I am anal-retentive when it comes to color and no one but me cares this much.  Lol.

Either color bag will work and they are both neutrals!

Plus Size Fall Preppy Outfits 3

Plus Size Fall Preppy Outfits - A plus size casual outfit idea with wide leg jeans, a blue stripe sweater, leopard sneakers, and crescent crossbody bag. Alexa Webb

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Plus Size Striped Cashmere Sweater

Crescent Crossbody Bag, here, or here (less $ similar)

Plus Size Fall Preppy Outfits 4

Plus Size Fall Preppy Outfits - A plus size casual outfit idea with wide leg chinos, an blue stripe sweater, leopard flats, and crescent crossbody bag. Alexa Webb

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Disclosure: This post may contain affiliate links, which means if you click on or purchase through certain links, I may receive a small commission.

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