Cold Weather


I love dressing for fall, but my growing bump makes it harder for me to feel motivated and be creative. Roundups like the best fall boots and best cashmere sweaters still have me dreaming of fall outfit ideas though…. so I thought it’d be fun to go through the archives of the past few years! Tried to pull a mix of casual outfits for fall and a few more dressy options.

The nice thing about having a classic style is that even as what’s “in” has changed, so many of my favorite pieces, like these (similar) boots, this cardigan, and this bag, are still the same. They’re all what I consider wardrobe staples once the weather starts to cool.

I love being able to pull so much inspiration from the fall outfit ideas I’ve shared here in the past. Plus, they take me back to a time when all my clothes still fit me, ha. I knew #1 was a good look the moment I put it on, and the matching blazer and heels of #13 felt so *me*.

Fall Outfit Ideas for 2023

ONE / / Similar Dress // Cardigan // Sneakers // Tote

TWO / / Cardigan // Similar Shirt // Similar Jeans // Ballet Flats

THREE / / Similar Cardigan // Similar Pants // Shoes // Similar Bag

FOUR / / Similar Sweater // Similar Jeans // Boots // Barrettes

FIVE / / Dress // Similar Boots // Similar Bag // Belt

Fall Outfit

SIX / / Similar Vest // Similar Shirt // Similar Jeans // Similar Scarf // Ballet Flats

SEVEN / / Similar Jacket // Similar Shirt // Similar Jeans // Similar Boots

EIGHT / / Similar Coat // Similar Shirt // Similar Jeans // Boots // Similar Beret // Tote

NINE / / Similar Shirt // Similar Jeans // Mary-Janes // Similar Earrings // Tote

TEN / / Sweater // Skirt // Heels // Similar Bag

ELEVEN / / Similar Sweater // T-Shirt // Leggings // Sneakers

Everlane ReNew Collection

TWELVE / / Similar Jacket // Similar Cardigan // Similar T-Shirt // Jeans // Similar Heels // Similar Scarf

Carly Heitlinger

THIRTEEN / / Similar Blazer // Similar Shirt // Similar Jeans // Similar Heels

FOURTEEN / / Turtleneck // Jeans // Mary-Janes // Bag

Apple Picking Baking

FIFTEEN / / Similar Blazer // Similar Sweater // Jeans // Similar Boots // Barrettes

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Laura J

I still have that blazer from picture 15! Love seeing these older pictures to get new inspiration for styling something!


Wait no we need that old picture in New York with the Barbour jacket and tall boots! You were super young!


One is my favorite! I remember thinking it was so cute when you originally posted it too 🙂


Your blog is one of the few where I will click on multiple links in every post, interested in buying it for my own closet! And thank you for posting a variety of price points!


This post reminds me of one of the things I love most about your blog! While lots of “influencer style” is not at all relatable to or appropriate for my current stage of life and office job, you have done such a good job of showing how style can evolve and mature while still looking polished and pretty. Thanks for helping me elevate a look while still staying grounded in the real world. This was such a fun look back!


You really do have excellent style. I wish I could copy every single one of your outfits, only change the color scheme to fit a blue-eyed blonde (black is of course my accent color).

I wish we had brands like J Crew in Sweden (in stores). And other brands I keep seeing in blogs because the American classic style of dressing really resonates with me while most items over here seem to be designed with either teens or women over forty in mind – as well as catering mostly to tall women with long torsos – of which I am neither. And since I’ve made a conscious effort to shop a lot of my stuff secondhand the options are even more limited. But perhaps I’m looking in the wrong direction. Also, I suppose living on the outskirt of a small coastal city doesn’t help but I wouldn’t want to give up the nature and scenery! 🙂