What I Actually Wore Over the Past Two Weeks

We’re starting off with a simple sweater hoodie, jeans, and sneakers for a day mostly working from home.

I threw my long brown coat on top when it was time to take my daughter to get her wisdom teeth out. I like how it coordinates with the sneakers, and it helped me feel more pulled together on what was very clearly a ponytail day.

Madewell Alonzo Coat (S) // Nordstrom Cashmere Hoodie (M) // FRAME The Pixie Arrow (30) (spend option / save option) // adidas Spezial (8) // similar earrings // similar bracelet

Another simple jeans-and-sweater combo for a work-from-home day and a dentist appointment (this time, mine).

I wore my Birkenstock clogs and Barbour winter jacket to keep things casual and cozy.

Barbour Beadnell Jacket (8) // Quince Oversized Crewneck (S) // MOTHER Lil Kick It (30P) (similar for less) // Birkenstock Boston Rivets Clog (39) (similar for less) // similar earrings

The next day was mostly errands with my daughter as we worked on getting her ready to move into her new apartment. Otherwise, I was at home. I pulled out this cozy henley sweatshirt and paired it with washed black jeans, then added my other adidas Spezial sneakers. This pair is a light grey suede with black leather accents, which feels a little softer and more neutral than the brown pair.

EVEREVE Joey Henley (S) – on sale! // MOTHER Dazzler (also at Nordstrom) (30) (similar for less) // adidas Spezial (8) // similar earrings

I snapped a quick picture in my office before heading out for a short overnight trip to Penn State to help my daughter get settled into her new place. With rain and possible snow in the forecast, I stuck with my most comfortable weather-proof boots and the same black jeans.

This time, I topped them off with a classic cable-knit sweater layered over a white tee and wore my Barbour again.

Barbour Beadnell Jacket (8) // Bloomingdale’s Cable Knit Sweater in Sesame (S) // MOTHER Dazzler (also at Nordstrom) (30) (similar for less) // La Canadienne Kiki (8.5) // AWAY Overnight Bag // similar earrings

I only packed an overnight bag since I just needed pajamas, a fresh sweater to change into the next day, and my most essential toiletries. The AWAY Overnight Bag was the perfect solution for a quick one-night trip.

To drive back home the following day, I wore the same thing—just with a different sweater.

Barbour Beadnell Jacket (8) // Caslon stripe sweater (S) // MOTHER Dazzler (also at Nordstrom) (30) (similar for less) // La Canadienne Kiki (8.5) // AWAY Overnight Bag // similar earrings

Back at home, I wore this outfit again for a casual work-from-home Monday. (And yes, I pulled on those same black jeans for the fourth day in a row—they definitely went straight to the laundry basket after that.)

This henley sweatshirt is on sale, by the way. The relaxed fit, snap-front neckline, and adjustable hem make it easy to wear and surprisingly flattering, and it’s super soft and cozy on the inside. It’s an easy swap for a sweater when you want something casual and comfortable with jeans and sneakers.

EVEREVE Joey Henley (S) // MOTHER Dazzler (also at Nordstrom) (30) (similar for less) // adidas Spezial (8) // Jenny Bird mini hoops

I was getting tired of feeling so casual, so I decided to level things up a bit the next day for an eye appointment and a trip to the dealer to pick up my car and return the loaner (it was in for service). Such an exciting life I lead! 😒 I pulled out this bold magenta sweater and paired it with dark-wash jeans and black boots.

I always struggle with what color boots to wear with darker-wash jeans. I generally prefer shades of brown to black—black can feel more like a default than a deliberate choice. But with the magenta sweater, black made more sense. I feel like the look really came together once I added my long black wool coat and a black bag.

Aritzia The Only Coat in Heather Black(S) // NAADAM cashmere raglan crewneck (S) // MOTHER The Bookie Sneak Bootcut Jeans (29) (spend option / save option) // similar boots // similar bag // similar earrings

I had a photo shoot the next morning and wore this outfit to the nail salon afterward to refresh my manicure. I love the mix of light neutrals, and I was excited to break out my new camel suede pointed-toe flats. I bought them with transition season in mind, but they work just as well in winter on milder days.

J.Crew Chiara Topcoat (6) (spend option / save option) // Jenni Kayne Flynn in Oatmeal (S) (similar for less) // PAIGE Anessa (29) // Veronica Beard Bancroft Flats 8.5 // Jane Win pendant // Jenny Bird Florence earrings

After being out and about the day before, I was very happy to be back at home the next day. I pulled on one of my favorite cardigans with my new LOFT Rivete relaxed straight-leg jeans to work from home.

J.Crew Cardigan (S) // LOFT Rivete Mid Rise Relaxed Straight 29 // Birkenstock Boston Rivets (39) // Jenny Bird Florence earrings

Last Friday, I pulled on this outfit after my Pilates class for a couple of Zoom calls. The red turtleneck is a new one from the NAADAM end-of-season sale. I love the boxy fit, and it’s super soft (and still on sale!). I added the whimsical heart pendant on a cord for a focal point and to try something a little fun and different. I don’t usually like heart jewelry (or hearts on anything, for that matter) but for some reason, I really like this piece. It’s a nice quality, too.

NAADAM Boxy Turtleneck in Scarlet Red c/o (M) // FRAME The Pixie Arrow (30) (spend option / save option) // Black Suede Studio Gabby Loafer Mule in Hot Fudge Suede (39) // Jenny Bird Heart Necklace c/o // similar earrings

I did a bunch of try-ons that afternoon, and afterward I threw on my trusty J.Crew patch pocket cardigan with a more comfortable, stretchy pair of jeans. I think these loafer mules look better with slim straight ankle jeans than the clunkier clogs I usually reach for—not that it really mattered since I was just at home, but I still like to like my outfits, even if no one else sees me.

J.Crew cardigan (S) // MOTHER Dazzler (30) // Black Suede Studio Gabby Loafer Mule in Hot Fudge Suede (39) // similar earrings // similar necklace

We went to a play that night, and it was cold and dark, so I really just wanted to be cozy. I kept the sweater and switched into black jeans and black boots. I topped it all off with my black wool coat for an easy monochromatic look. I didn’t get a picture because it was too dark—and honestly, it didn’t feel very photo-worthy… not that that’s stopped me before. Ha!

Saturday morning, we woke up to a few inches of snow outside. I decided to pull on some of the new pieces I tried on the day before. These Citizens Miro barrel jeans surprised me in the best way. I actually really like the fit, even though I had pretty much given up on this style for me. It has more of a bowed silhouette than a full-on barrel.

And I finally caved and ordered the Quince Cashmere Oversized Crewneck in Charcoal. I wear the brown one so much, I thought I would enjoy having a different color. And finally, these Dolce Vita shearling lined slip-on sneakers are so comfortable, they feel almost like wearing slippers—perfect for cozy days at home.

Quince Cashmere Oversized Crewneck in Charcoal c/o (S) // Citizens Miro Barrel (29) // Dolce Vita Notice (8.5) // similar earrings // similar necklace

On Sunday afternoon, I pulled on another new Quince sweater with my MOTHER Kick It jeans to head to a friend’s house for a visit. I added the Aquatalia boots since they’re weather-proof, and I like how the Champagne color complements the camel sweater. It’s a very warm shade of camel, so not the best color for me right near my face, but I love the styling on this one. It’s also a really nice, thick, luxurious knit.

Luxe Baby Cashmere Crewneck Sweater in Creamy Cortado c/o (M) // MOTHER Lil Kick It (30P) (similar for less) // Aquatalia Roza Sock Boots (9) // similar earrings

Then yesterday, I had to go back to the dentist for a filling. Truly, the excitement never ends over here! It was cold and snowy, so I threw on my coziest weather-proof winter boots with jeans and a black sweater. These suede lug-sole boots are visually kind of heavy and can weigh an outfit down, so I like to pair them with darker tops to balance things out. The more rigid denim on these jeans helps with that, too.

J.Crew cardigan (S) // FRAME The Pixie Arrow (30) (spend option / save option) // La Canadienne Kiki (8.5) // similar earrings // similar necklace

And that’s a wrap! I realize it’s pretty much the same outfit formula in different iterations, but this time of year, I’m perfectly happy living in cozy sweaters, jeans, and boots. Experimenting with different denim styles and color combinations is what keeps me from getting totally bored with it.