Cozy season is here, and this latest edition of What I Wore Lately is chock full of warm and comfy, casual winter outfits! Because this is what I wear on the daily, some items are not from this current season, but I found similar links for almost everything that’s out of stock.
SIZING NOTES: I’m 5’5″ and I usually wear a small in tops and dresses, a 29 in jeans, and a size 8 shoe. Gifted items are indicated by c/o; everything else I purchased myself.
I also want to call your attention to some of the sales going on because a lot of the things I’m wearing are included. I also tried to mention the sale along with each corresponding product link under the photos.
- Bloomingdale’s // Take $25 off every $100 you spend on select items labeled TAKE $25 OFF EVERY $100, and shipping is free for Loyallist rewards members.
- Saks // Get up to $275 off your purchase with code NOVGETSF. (Be sure to use code FREESHIP for free shipping.)
- J.Crew // 25% off full-price styles, and up to 40% off dressed-up styles, prices as marked.
- Nordstrom // New markdowns just added.
- Jenni Kayne // 25% off thru 11/27. This is their best sale of the year, and historically, they do not increase it on Cyber Monday, so now’s the best time to shop!
Two Weeks of Casual Everyday Outfits
I love a pullover with jeans and sneakers or boots in the fall, but it can get repetitive. This year, I’m trying to have more variety in both categories so my outfits don’t look the same every day.
This Treasure & Bond sweater is a nice option for those who don’t like to spend for cashmere or wool, or are allergic. I love the crossover v-neck and relaxed fit, and it looks and feels like a good quality sweater. It comes in a bunch of colors, and it runs true to size.
This is a similar look with different pieces. These jeans are old, but I keep them to have an alternative to the MOTHER Dazzler that I’m wearing above. I find slim straight ankle jeans the easiest to wear with sneakers, so I wear them a lot.
I wish this sweater hadn’t sold out so fast. I love the length, the fit, and the polo style neckline. I found a couple similar options for you, though.
Also, my J. Crew Field sneakers are 25% off with SHOPNOW. I’m in the 8h (which is the J.Crew version of 8 1/2.)
This camel and black stripe cardigan is probably my favorite sweater purchase this fall. I wear it every chance I get. I wore it one afternoon with blue jeans and sneakers to go rug shopping. (You know you’re an adult when you get excited about rug shopping.)
Rails Geneva Cardigan ($50 off at Bloomies; more sizes at Nordstrom & Shopbop) (similar for less) // MOTHER Dazzler at Saks or Bloomies (29) (budget option) // VEJA sneakers (39) // Jenny Bird earrings & necklace // similar olive shoulder bag
And this is yet another variation on the theme. I wore that same stripe cardigan with black jeans and ballet flats to church one Sunday.
This sweater, jeans, and shoes are all part of the $25 off every $100 you spend at Bloomingdale’s right now. Sizes are getting depleted, though, so I also linked them at a few other retailers.
Rails Geneva Cardigan ($50 off at Bloomies; more sizes at Nordstrom & Shopbop) (similar for less) // AG Mari in City View (30) ($50 off at Bloomies; more sizes at Nordstrom & Saks) (budget option) // Marc Fisher flats (8) ($25 off) // Jenny Bird earrings & necklace
This is another simple sweater and jeans outfit. I had a few appointments that day, so I brought my laptop along to work at Starbucks in between. I’m trying to remember to take outfit pictures with my coats too. This is a verrrrry old Burberry that I still love to wear. I linked a similar option below.
When I’m tired of sweaters and I need a casual top with jeans and sneakers, I love a sweatshirt with some interesting details. This raw hem hoodie with the striped sleeves from last year has been discontinued, but I still linked it in case anyone wants to hunt it down on Poshmark or eBay.
We went to see my daughter perform with her band one night at an, ahem… very interesting venue. Apparently, they take Halloween very seriously!
I asked Paul to take this picture because I felt like it needed to be documented. I really wish more of my outfits pictures were taken “on location” so to speak. It’s just awkward to do so much of the time, or I’m not around anyone I would feel comfortable asking.
I shared in this post how I was feeling bored with my fall wardrobe and realized I need some new jackets to add variety to my simple outfits.
Sometimes leather feels too edgy, and I’m not a fan of blazers and cardigans, so I found a few wool blend options with bomber-inspired styling that I’m really enjoying. This is one of them, and I was just informed it’s 30% off on the Lucky Brand website!
I didn’t like how the jeans were getting caught on the back of those boots, so I switched to sneakers.
Lucky Brand jacket – 30% off (S) (also at Nordstrom and Macy’s) // Jenni Kayne sweater – 25% off! (S) (budget option) // similar Frame jeans (29) // J. Crew Field sneakers (8h) (25% off with SHOPNOW) // earrings
My taupe crossbody looks great with this outfit, so I took a quick pic as I was leaving the house. FYI, this is my favorite Jenni Kayne sweater and it’s 25% off right now. It runs true to size.
I wore that outfit again later in the week to a ladies Bible Study I attend regularly. This time, I wore a camel-colored sweater that is 25% off at Nordstrom, although now that I look at these pictures, I like the ivory a lot better with this jacket and the white sneakers.
Lucky Brand jacket – 30% off (S) (also at Nordstrom and Macy’s) // Nordstrom cashmere sweater (S) // MOTHER Dazzler at Saks or Bloomies (29) (budget option) // P448 Monza (39) ($75 off!) (budget option) // Coach bucket bag ($100 off!) // hoops
Here’s a better look at these sneakers. I love this low profile style, and the quality on these is really nice. Did you know P448 sneakers are made in Italy? They’re also part of the Bloomingdale’s promo, so this is a great time to grab a pair if you’ve had your eye on them.
P448 Monza (39) ($75 off!)
I wore that Lucky Brand plaid jacket and camel sweater combo again to meet a friend for drinks one night. I wore my favorite light wash flares and camel-colored boots to dress it up a bit.
As an aside, I love these boots, but I don’t think I like them with flares. A more streamlined toe, either pointy or square, is way more flattering. I do, however, prefer this color shoe with the camel sweater when wearing it with this jacket.
Lucky Brand jacket – 30% off (S) (also at Nordstrom and Macy’s) /// Nordstrom cashmere sweater (S) // MOTHER Weekender (29) (budget option) // old Aquatalia boots (similar) // similar belt // earrings
This is another jacket I picked up recently to liven up my fall wardrobe. I love the bomber jacket styling subtle brown plaid pattern in the wool blend fabric. I layered it over a rust-colored tee and wore my favorite MOTHER Weekenders again.
This time, I wore my brown Dolce Vita Volli Western Booties from last year, and I’m sure you can see how much better a pointy toe looks with flares.
I forget where I wore this, I think it was to the high school for a meeting or band event or something. I wore my VEJA sneakers with the black accents to coordinate with the black top.
I’m still in PT for my arm/shoulder, as well as an on-going issue with my left calf. I’m pretty sure both issues are related to so much desk sitting, so I’m trying to move around more often.
At any rate, this is my PT uniform, I guess you can call it! I change up the colors, but I usually wear Vuori joggers with a workout tee and a sporty jacket on top.
When I want to get really wild and crazy, I change it up and wear a lightweight hoodie instead of a t-shirt. I like this one because you can still wear a jacket on top, and it’s a little warmer than a tank or tee.
And this is what I often wear when walking the dog in our neighborhood. I love these cozy Athleta flares, and this Vuori insulated jacket is another one of my favorite sporty jackets for wearing with activewear this time of year.
I highly recommend every piece I’m wearing here. These are all on constant repeat this fall.
Paul and I went out for a casual dinner last Saturday afternoon, so I took the opportunity to wear that Treasure & Bond collared bell sleeve sweater from Sunday’s try-on haul.
It’s hard to see the details in this picture, but it has a cut-away collar in addition to the rounded v-neckline, and the fabric is soft and stretchy and a little more body-con than the sweaters I typically wear. It seemed like a good date-night choice!
I was tired of wearing my MOTHER Weekenders, so I pulled out these PAIGE flares from the #NSale. The darker wash and finished hem makes them just a little more dressed-up, but there’s still enough contrast with the black that I like the combination.
My exact wash is sold out, but the Rock Show Distressed wash is part of the Bloomingdale’s Take $25 Off Every $100 promo, and these boots are 30% off at Nordstrom. I love them to bridge the gap between dressy and casual, and they’re a nice quality leather that hold up to rainy weather.
I added a statement necklace and bold earrings to liven up the simple look, and topped it off with my black leather bomber jacket.
Pro tip: If you sign up for emails, you’ll get a 20% off code.
leather bomber (S) (budget option) // Treasure & Bond sweater (S) // PAIGE Laurel High Rise Flare Jeans (29) ($50 off) // Marc Fisher boots (8) (30% off) // J. Crew earrings (30% off with SHOPEARLY) // similar necklace // Capital Z crossbody (sign up for emails for 20% off)
That brings us to last Sunday. I was getting dressed for church in a rush, so I just grabbed a few old favorites and threw them on. I know it’s plain, but I still love the combination of a charcoal grey sweater with black denim.
This is that Equipment Madalene cashmere sweater that I wore above in camel, and both colors are part of the Bloomingdale’s Take 25% Off promo, but this grey one is also on sale, so it comes to $137.96 in cart, down from $295.
The AG jeans and Vince boots are included, too. These are such luxe, gorgeous booties, and I love the low heel. They’re marked down, in addition to being eligible for the Bloomingdale’s Take $25 Off Every $100 promo, which brings them to $215.54, down from $395. Still spendy, but a good value for such a high quality and versatile boot.
Equipment sweater (S) on sale // AG Mari in City View (29) ($50 off at Bloomies; more sizes at Nordstrom & Saks) (budget option) // Vince boots (8) // necklace // earrings // Lagos bracelets one & two
This gorgeous burgundy double face wool blend overcoat kept me warm and looking chic on a chilly fall day. I love how it pops against the neutral outfit. This coat is currently marked down, plus you get an additional 50% off in cart, which brings it to $149.99, down from $369!
Okay, home stretch! I wore this outfit to meet friends for breakfast on Monday.
I grabbed this sweater from the Bloomies sale, since I’m trying to add more interesting sweaters to my fall/winter wardrobe, and this definitely fits the bill. I love the polo collar, the ivory and navy stripes, and the short-but-not-quite-cropped length. It’s pricey, but the quality is nice, and I don’t have anything quite like it.
Velvet by Graham & Spencer stripe sweater (S) ($25 off ever $100) // MOTHER Dazzler at Saks or Bloomies (29) (budget option) // UGG Ultra Mini at Bloomies (Power Points) and Nordstrom (8) // earrings // similar pendant
It was freeeeeezing that day, so I brought out the big guns — my wintriest winter puffer coat and my new UGG Ultra Minis.
Whenever I see myself in UGGs, I find myself singing the song, Am I a man, or a muppet??? (In my head, of course.) Even though my feet seem to take on a life of their own when I wear them, I think these boots are super cute in a comfy-cozy sort of way, and they’re warm and on-trend, so yay!
And finally, I met a friend for lunch yesterday, and I was feeling tired of all my bootcut and straight leg jeans, so I decided to pull out these PAIGE Leenah wide leg ankle jeans from the #NSale and see what I could do with them. I wore them a lot in the summer with flat slide sandals, but I don’t love them with sneakers, and I wanted to see how they’d look with booties.
I grabbed these Dolce Vita Dee pointed toe booties, which have been sitting in my closet, waiting for such an opportunity. I know I prefer a pointed toe boot wide leg jeans, and I thought this dressier style might work better with these jeans than a Western style like the DV Volli – which is probably what I would have grabbed if these hadn’t been sitting there, begging for a chance to be worn.
I was going to do a shorter pullover on top, but then I remembered saying I wanted to try a cardigan with wider leg jeans, inspired by this picture:
photo credit: Nordstrom
So I grabbed my Nordstrom Signature cashmere cardigan and put it over a white tank, and I added the taupe belt to break up the look and coordinate with the sweater and boots.
This is definitely a different look for me, and I know it’s not for everyone, but I think I like it for a change. Feel free to offer feedback… pro or con. I can take it!
Nordstrom Signature cashmere cardigan – on sale! (S) (similar for less) // white tank (M) // old – PAIGE Leenah wide leg ankle jeans (in stock – similar but not exact/another option – on sale) // Dolce Vita Dee (8.5) – on sale at Macy’s & Bloomies // YSL belt (budget option) // Jenny Bird earrings & necklace
Of course, I couldn’t leave well enough alone, even though I was running late and really didn’t have time to play around without outfits. But then again, that never stopped me before!
This stripe cardigan was sitting out, waiting to be tried on, and I thought it might work better with this jeans and boot combo. Because of the black stripe, I changed into black tank, and I tried it both buttoned and unbuttoned.
Splendid Kendall Stripe Cardigan (S) (on sale in green) // black tank // old – PAIGE Leenah wide leg ankle jeans (in stock – similar but not exact/another option – on sale) // Dolce Vita Dee (8.5) – on sale at Macy’s & Bloomies // YSL belt (budget option) // Jenny Bird earrings & necklace
My first instinct was that the bold black stripe right under my shoulders makes them look broader than they already are, but I don’t hate it when it’s buttoned up. I just think it might look better with a different denim silhouette, and I didn’t want to commit to keeping it without trying it a few other ways.
I also noticed that the same sweater is part of the Bloomingdale’s promo, but in green. The lower contrast stripes might be more flattering on me, so I might order that to compare.
All that to say, I ended up going back to the solid tan Nordstrom Signature sweater!
It was too late to change tanks again, so I wore it with the black, but I like it better with the white… at least with these boots. If I wear a black tank, I would prefer a black boot, but again, there was no time to change again, and that would mean changing belts too, so I just went like this.
It pained my perfectionistic nature to walk out the door, knowing I could have improved the outfit if I’d had a little more time, but at least I know what I want to try next!
Nordstrom Signature cashmere cardigan – on sale! (S) (similar for less) // black tank // old – PAIGE Leenah wide leg ankle jeans (in stock – similar but not exact/another option – on sale) // Dolce Vita Dee (8.5) – on sale at Macy’s & Bloomies // YSL belt (budget option) // Jenny Bird earrings & necklace
And I believe that’s a wrap! I know, it was a doozie, but it’s fun to play around with some new outfit combinations. I hope it gives you some inspiration to shop your closet and put things together in new ways, or maybe pick up a new item or two that is different than what you already have.
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