Easy Fall Outfits for Women Over 50: The Jeans, Sweaters, and Boots I Live In

Deanna in a cream Fair Isle cardigan, Lemon Twist wide-leg jeans and suede boots

What I’m wearing: this cardigan, my Lemon Twist jeans, and my boots. This outfit is from last year, but it’s exactly what I’ll be wearing this fall.

You know I live in workout clothes. Most days that is the first thing I put on, and a lot of days I don't take them off. But when I do change, my fall outfits are almost always the same thing: jeans, a sweater, and boots. That's my fall uniform, and it makes getting dressed so easy.

If you missed my post on the workout clothes I wear all day, you can find it here. Today I'm sharing what I reach for when I'm not headed to class. I also shared my fall capsule wardrobe a few weeks ago, and this is the short version: the three things I actually wear the most.

My Top Three Jeans

I have tried a lot of jeans over the years. These are the three I keep coming back to.

  • The Lemon Twist jeans are my favorite. I love the way they fit, they are so flattering, and of course they come in petite.

  • This straight leg jean is one I've been wearing for a while. It's just a great basic jean.

  • This dark wash flare is the pair I was missing until recently. The flare is perfect, and of course it comes in petite too.

Being 5'2", I always check if a brand has a petite length before I buy. It saves me a trip to the tailor. If you're looking for more options, I shared all of my favorite jeans, including petites this spring.

The Sweaters I Keep Reaching For

  • This cardigan is the perfect layering piece for fall, and it is so warm. It was a little cooler in Italy, so I got to wear it there, and now that it's finally starting to cool off a little here, I can't wait to pull it back out.

  • This one is all about the color. That's what makes it so great.

  • And this sweater has a price point and quality that are so great, and it comes in several different colors.

Boots (and One Fun Pair of Loafers)

  • I just got these boots and I love them. The color is so pretty and they are so comfortable.

  • Every closet needs a perfect black boot, and this pair is mine. It's a wardrobe staple.

  • My newest obsession is these fun new loafers. I'm wearing them with my straight leg jeans, a t-shirt, and a sweater. The leopard print gives it a little something something.

A Couple of Shirts for Layering

I can't wait until it gets cooler so I can wear this shirt.

I bought this shirt last year and it is one of my favorites. It went with me to Italy and I wore it several times. You can see everything else I packed in my real Italy suitcase.

3 Easy Fall Outfits I Wear on Repeat

Fall outfit for errands with Lemon Twist jeans, navy cashmere sweater and chestnut ankle boots
Fall outfit for dinner out with dark wash flare jeans, blue cashmere sweater and black ankle boots
Fun fall outfit with straight leg jeans, cable knit cardigan and leopard print loafers

Fall is my favorite time of year to get dressed. And before you buy anything new, it's worth taking a look at what's already in your closet. I shared how I do that in How to Shop Your Own Closet This Fall.

What's the one piece you pull out every fall?

This post contains affiliate links. If you buy through them, I may earn a small commission at no extra cost to you. I only share things I actually use and love.

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