Happy Friday from Whidbey Island, friends! We flew to Seattle yesterday, then took the ferry to this quaint, rustic island that is oozing charm!
Remember before the pandemic when we partnered with Princess Cruises? For years we traveled the world with the best group of people, who became dear friends (experiencing Russia together really bonds a friendship!).
It’s been years since we’ve seen them, so we planned this little weekend getaway as a reunion! I’m sharing peeks of the island and the world’s most adorable hotel on my Instagram Story HERE, but I’ll be sure to share all the scoop on the blog, too.
Today Iโve got an all newย Dressing Room Diaries, chock full of the cutest new arrivals for Fall! Itโs a mix of retailers and price points, so there’s something for everyone! My job is to find the cutest things, at the best prices, and I think youโll love these!
You know the drill withย Dressing Room Diariesโฆ the shots arenโt good, the lighting is bad, and Iโm in desperate need of a hairbrush. But itโs real life, real girl, real clothesโฆ and hopefully helpful for you to see them this way, instead of perfectly styled on a model. So letโs get started!

Fit Note: Iโm 5โ4โณ-ish, 125ย pounds-ish, with a slight pear shape. My usual size is XS/2.
Tops & Tees //
Be still my preppy, plaid-loving heart! This brushed flannel is as cute as it is soft, with darling puffed shoulders and a slim, feminine fit. Pair it with black and blue denim, or style it with trousers or a party skirt… it will be on-repeat for me this season!
Fit Tip: I’m wearing a size XS top.
Plaid Button Down
Faded Step Hem Jeans | Chain Slides | Layered Necklace (Also HERE) | Chain Bracelet
Dress up your denim with this fun statement top! Made of crisp cotton, it has a stretchy, smocked bodice, with full sleeves and a peplum hem. The pink and blue combo is fresh for Fall, but works well in to Spring, too.
Fit Tip: I’m wearing a size XS blouse, but I’d suggest sizing up if in-between.
Smocked Peplum Blouse
Faded Step Hem Jeans | Gold Chain Mules
Green is everywhere this season, and this shade of sage is my favorite! It’s so flattering and soft, and pairs with denim, black, and white. This top is silky soft, with fluttered sleeves and smocked yoke. It has a flowy shape to it, as well. Bonus: It’s 20% off this weekend with a Friends & Family Sale!
Fit Tip: I’m wearing a size XS top.
Smocked High-Neck Blouse (20% off with code FF20)
Slim Ankle Jeans (Size 0) | Ankle Bootiesย (TTS) | Chain Bracelet
Holiday plaid is here, and this classic tartan is a long-time favorite. It’s a lightweight, cotton blend, with full princess sleeves and smocking at the neck. It has a full, oversized shape for wearing loose or tucked.
Fit Tip: I’m wearing a size Small, but would prefer XS (so it’s true to size).
Tartan Plaid Blouse
Black Raw Hem Jeans (Also HERE) | Chain Slides | Boho Wrap Bracelet (Similar HERE) | Chain Bracelet | Faded Step Hem Jeans
Tunics are always one of the most requested styles this time of year, and Gibsonlook makes some of the softest around! I love the deep v-neck and brushed fleece of this cozy top, and it’s longer in the back to fully cover the bum.
Fit Tip: I’m wearing a size XS, but if you want to pair with leggings, I’d consider sizing up for a touch more length in the front if you’re long-torsoed like me. #coveryourladybits
V-Neck Shirttail Top (code SUGARPLUM10)
Slim Ankle Jeans (Size 0) | Gold Chain Mules | Layered Necklace (Also HERE) | Boho Wrap Bracelet (Similar HERE) | Chain Bracelet
I love a good henley, and they don’t come much better than this one! It’s a soft waffle knit with operational buttons, and a v-neck shape, rather than the traditional crewneck. It’s a nice long length for tucking, as well. I’ll pair it under jackets and puffer vests this season.
Fit Tip: I’m wearing a size XS top.
Waffle Knit Henley Tee (Plus Size HERE)
Chew Hem Jeans | White Sneakers | Layered Necklace (Also HERE) | Boho Wrap Bracelet (Similar HERE) | Chain Bracelet
Sweaters //
Surprise! Our best-selling GLxHSP Blouson Sleeve Sweater is BACK… and in the prettiest new colors for the season! Made of the softest sweater knit, it has a feminine lift at the shoulder and a slightly fuller sleeve. It has a finished hem for wearing out or can easily tuck. It’s super versatile with denim, trousers, and skirts.
Fit Tip: I’m wearing a size XS top.
Blouson Sweater (code SUGRPLUM10)
Faded Step Hem Jeans | Chain Mules | Layered Necklace (Also HERE) | Boho Wrap Bracelet (Similar HERE) | Chain Bracelet
Here are the same sweaters dressed up a bit to show you some of the versatility! They are closet staples, for sure, with a flattering fit that never goes out of style!
Fit Tip: I’m wearing a size XS sweater, size 2 plaid pants, and XS satin pants (but need to size up).
Blouson Sweater (code SUGRPLUM10)
Left with: Plaid Trousers | Black Pumps | Layered Necklace (Also HERE) | Boho Wrap Bracelet (Similar HERE) | Chain Bracelet
Right with: Glam Wide Leg Pants (code SUGARPLUM10) | Nude Pumps
I literally never met a fair isle I didn’t love! It’s such a fun classic, and this one is not only super-soft and stretchy, but comes in the brightest colors I love!! It has a mock neck and full sleeves you can wear long or pushed up.
Fit Tip: I’m wearing a size XS sweater.
Rainbow Fair Isle Sweater
Chew Hem Jeans | Gold Chain Mules | Chain Bracelet
Another darling fair isle, this one is super cozy and warm, in a thick (but not scratchy!) knit. I’m crazy for the plum and pink combo, and taller neck.
Fit Tip: I’m wearing a size XS sweater.
Fair Isle Mockneck Sweater (code SUGARPLUM10)
White Jeans (code SUGARPLUM10) | Gold Chain Mules | Boho Wrap Bracelet (Similar HERE)
The cute sweaters just keep coming! This leopard print is the perfect shade of brown and cream, with a fun pop of green on the collar and sleeves. It’s thick and stretchy, but plan on layering a tee under since it’s a warm, wool-blend. It’s 20% off this weekend thanks to the Friends & Family Sale!
Fit Tip: I’m wearing a size XS sweater, but might prefer a Small for a more relaxed fit.
Animal Print Sweater (20% off with code FF20)
Black Jeans (Also HERE) | Chain Slides | Chain Bracelet
Can you tell by my smile that this sweater was a favorite?! I love a quarter-zip for wearing open and relaxed, or zipped and cozy, and this combo of bright green and pink is so fun!
Fit Tip: I’m wearing a size XS pullover.
Trimmed Pullover (20% off with code FF20)
Slim Ankle Jeans (Size 0) | Ankle Bootiesย (TTS) | Layered Necklace (Also HERE) | Chain Bracelet
This rollback crew is one of those ‘grab it in every color’ sweaters! It’s super soft and stretchy, with an easy relaxed fit for pairing with jeans, maxi skirts, or even belted over a dress.
Fit Tip: I’m wearing a size Small sweater for a more relaxed fit, but it runs true-to-size.
Loose Roll-Neck Sweater
Slim Ankle Jeans (Size 0) | Ankle Booties (TTS) | Boho Wrap Bracelet (Similar HERE) | Chain Bracelet
You may remember this one from last week’s 8 Fall Sweaters Under $80 post (find it HERE)… but it was too cute to not include in DRD! Soft and stretchy knit, in a medium weight, it comes in a bunch of fun color options.
Fit Tip: I’m wearing a size XS sweater, itย definitely runs large!
Colorblock Sweater
Slim Ankle Jeans (Size 0) | Ankle Booties (TTS) | Boho Wrap Bracelet (Similar HERE) | Chain Bracelet
Pullovers & Lounge //
Walmart continues to slay in the Fashion department… seriously, check out their Free Assembly line for some of the cutest finds I’ve seen anywhere this season! This sherpa pullover is definitely a top find… thick and warm, but still soft. I’ve already ordered it in another color.
The hoodie is a find from the men’s department… it’s a great quality sweatshirt for jeans or joggers.
Fit Tip: I’m wearing a size Small pullover and size XS hoodie.
Fleece Pocket Pullover | Hoodie Pullover
Chew Hem Jeans | White Sneakers
Another Walmart find… I want these sweatpants in every color!! And this tee… it’s as good as they come. Truly!
Fit Tip: I’m wearing a size Small in both pieces. The sweatpants are a little big, but I want to be able to throw them in the dryer.
Crewneck Tee | Sweatpants | NB Sneakers | Layered Necklace (Also HERE)
You saw our new GLxHSP Lounge Set HERE (how cute was Mama Sugarplum in it?!), but it needs a place in DRD, as well! I’m crazy for this set, and have worn it daily since it arrived!! Super soft knit that doesn’t shrink or wrinkle, it’s cute for lounging or pajamas.
Codeย SUGARPLUM10ย will save you 15% off the set, and 10% off all other full-price styles!ย (Simply add both the henley top and pants to your cart for the exclusive 15% discount!)
Fit Tip: Itโs true to size, Iโm wearing a size XS in both pieces.
Serene Mornings Henley Topย |ย Serene Mornings Wide Leg Crop Pant (code SUGARPLUM10 for both)
Casual Dresses //
I always gravitate to dresses, even in Fall… they’re just so much more comfortable than denim! And fortunately I found some darling options in the cutest Fall prints. This dress is as easy to wear as it is cute, with a smocked waist, puff sleeve, and optional tie. It’s flattering and so cute with mules, booties, or even sneakers.
Fit Tip: I’m wearing a size Small dress.
Long Sleeve Dress (code CASSIE15)
Block Heel Bootiesย (TTS, Color: Khaki) | Boho Wrap Bracelet (Similar HERE) | Gold Hoop Earrings |ย Ivory Headband (code CASSIE15)
Another fun floral, this one is in deep shades of green with a tiered skirt. It is a little on the short side, but works when paired with a flat shoe.
Fit Tip: I’m wearing a size Small dress.
Smocked Dress
Ankle Booties (TTS) | Panama Hat (Similar HERE)
If you prefer a flowy fit, this asymmetrical dress is silky soft, with a full sleeve and longer back. Pair it with booties or sneakers, too!
Fit Tip: I’m wearing a size Small dress.
Flowy Puff Sleeve Dress (code CASSIE15)
Gold Chain Mules |ย Ivory Headband (code CASSIE15)ย | Layered Necklace (Also HERE) | Gold Hoop Earrings
Sweater dresses are always in style, and this one is slim without being overly fitted. It’s a thick and warm sweater knit, but not scratchy, and has a tall neck and open sleeve.
Fit Tip: I’m wearing a size XS dress.
Sweater Dress
Ankle Booties (TTS) | Panama Hat (Similar HERE) | Chain Braceletย | Gold Hoop Earrings
And finally, another Fall floral, this one with shades of black and pink that easily dresses up or down. It has a button top, with operational drawstring for a custom fit. The length is great for pairing with flats or heels.
Fit Tip: I’m wearing a size Small dress.
Tiered Henley Dress (code CASSIE15)
Left with: Block Heel Booties (TTS, Color: Khaki) | Panama Hat (Similar HERE)ย | Boho Wrap Bracelet (Similar HERE) | Layered Necklace (Also HERE)
Right with: Strappy Heels (size up half) | Ruby Headband (code CASSIE15) | Gold Hoop Earrings
Holiday Style //
Holiday parties and events will happen fast, and all the best styles seem to sell out early! Satin is always fun for festive nights out, and this halter top is crazy-flattering with a twisted front and tie at the back.
The trousers are a thick satin that smooths over bumps, with a high waist that really elongates the leg.
Fit Tip: I’m wearing a size XS top and pants, but need to size up in the pant for more room in the waist.ย
Satin Halter Blouse | Glam Wide Leg Pants (code SUGARPLUM10 for both)
Black Pumps | Gold Hoop Earrings | Chain Bracelet
Here’s the same top in bright fuschia (love!!!), but paired with a fun party skirt. It has an elastic waist and lined to the knee, with a flocked velvet overlay.
Fit Tip: I’m wearing a size XS in both pieces.
Satin Halter Blouse | Flocked Velvet Midi Skirt (code SUGARPLUM10 for both)
Black Pumps | Gold Hoop Earrings | Chain Bracelet
I love a tall collar moment for lots of drama and style! This dress has a slight a-line shape for an easy and flattering fit. It’s much thicker than you’d think, with a touch of stretch, and comes in a bunch of colors, including classic plaid!
Fit Tip: I’m wearing a size XS dress, but would consider sizing up if busty as it runs a little small across the chest and under the arms.
Ruffle Neck Dress
Black Pumps | Chain Bracelet | Gold Hoop Earrings
It’s unfortunate that you can’t touch this organza dress through your screen, because it’s all kinds of fabulous! The print is raised with a gold and black textured detailing.
Fit Tip: I’m wearing a size XS dress.
Organza Long Sleeve Dress
Black Pumps | Layered Necklace (Also HERE) | Chain Bracelet
This flattering fit-and-flare has a lace overlay, with sheer sleeve and tiered skirt. It zips up the back, and comes in a pretty cranberry, too.
Fit Tip: I’m wearing a size XS dress.
Tiered Lace Dress (code SUGARPLUM10)
Black Pumps | Layered Necklace (Also HERE) | Chain Bracelet
You’ll never guess where I found this chic number!! It’s a gorgeous satin that moves and flows like butter, in a beautiful green (comes in black and some fun patterns, too). It has ties at the waist and neck, but I tucked those in.
Fit Tip: I’m wearing a size XS in both pieces, but they run really large, so definitely size down!
Pleated Midi Dress | Moto Jacket
Strappy Heels (size up half) | Ivory Headband (code CASSIE15) | Layered Necklace (Also HERE) | Gold Hoop Earrings
And just for fun, here are the plaid shirts styled with the flocked velvet party skirt… preppy and festive!
Fit Tip: I’m wearing a size XS shirt and skirt.
Flocked Velvet Midi Skirt (code SUGARPLUM10)
Plaid Button Down | Tartan Plaid Blouse | Black Pumps | Chain Bracelet | Boho Wrap Bracelet (Similar HERE)
Accessories //
I found a couple of new accessories that became instant faves, starting with this quilted bag! It looks and feels so designer, but without the designer price tag! It’s absolutely gorgeous in person, and feels so soft to the touch, as well.
Quilted Bagย | Faux Button Skirt (Size 2)
I’m still on the headband bandwagon, especially as we move in to holiday season… they’re such an easy and fun way to add more style to an outfit! This headband is not only darling, but actually super comfortable, too! Not an easy feat for headbands!
Ruby Headband | Ivory Headband (code CASSIE15 on both)
Dress (code CASSIE15) | Boho Wrap Bracelet (Similar HERE) | Layered Necklace (Also HERE) | Gold Hoop Earrings
I woreย this new braย from our favorite comfy brand with every outfit, and the fun artwork behind me isย HERE.
So many fun finds this month, right? I honestly love everything I sharedย (I only share the good stuff!), but if Iย hadย to narrow it down, these would be my Top 5:
- Blouson Sweater (code SUGARPLUM10)
- Plaid Button Down
- Fair Isle Mockneck Sweaterย (code SUGARPLUM10)
- Quilted Bag
- Waffle Knit Henley Tee
As for the most popular from our lastย Dressing Room Diaries,ย here areย yourย Top 5:
Hooded Pullover (Small) (20% off with code FF20)
Step Hem Jeansย |ย Veja Sneakersย |ย Gold Hoop Earrings
Floral Midi Skirt (XS)
Crewneck Sweater (XS) | Chambray Button-Downย |ย Ankle Bootiesย (TTS)
Plaid Trousers (XXS)
Left with:ย Button-Up Blouse (XS) | Strappy Heelsย (size up half)
Right with:ย Quarter-Zip Pulloverย (XS) |ย Block Heel Bootiesย (TTS, Color: Khaki) |ย Initial Necklace
High Neck Buttoned Sweater (XS)
Left with:ย Slim Ankle Jeansย |ย Loafersย |ย Gold Hoop Earringsย //ย Right with:ย 25โณ Leggingsย (XS) |ย Similar Slip-On Sneakers
Solid Cardigan (XS) | Colorblock Cardigan (XS)
Scoopneck Tankย |ย Chew Hem Jeansย |ย Initial Necklaceย |ย Chain Mulesย |ย Notch Bootiesย (TTS)
Okay, thatโs it for today, I hope you found some new goodies and enjoyed the post as much as I enjoyed creating it! If you missed our last installment of Dressing Room Diaries, check it outย HERE! And if youโre looking for Amazon finds, check out my latest Fashion Favesย HEREย and some transitional Fall stylesย HERE.
Whatโs your favorite from this round ofย Dressing Room Diaries? What can I help you find for next time? Let me know what youโre shopping for these days, plus any retailers youโd like to see included! And stay tuned toย Instagram Storiesย later this weekend, Iโll be sharing a live try-on of everything! Happy Friday, lovebugs!
// BEST WEEKEND SALES & EXCLUSIVE CODES //
Avaraย // Shop Saleย HERE, 15% off full-priced styles with code CASSIE15, plus free shipping on orders $100+
Colleen Rothschild // 25% off site-wide with code FRIENDS25, plus free 2-day shipping on orders $125+
Evereveย // Shop Saleย HERE, plus free shipping on orders $50+
Gibsonlookย // 10% off full-priced items with codeย SUGARPLUM10, plus free shipping on orders $75+
J.Crew // Extra 60% off sales styles with code SOGOOD
J.Crew Factory // Up to 60% off everything
Kendra Scottย // Shop Saleย HERE
LOFT // $29-$49 select styles with code FALL
Nordstromย // New womenโs markdownsย HERE
Nordstrom Rack // Up to 50% off UGG and Barefoot Dreams
Old Navy // Up to 50% off site-wide
Social Threads // 20% off site-wide (excluding Bag Shop) with code FF20
tarteย // 15% off eligible items with codeย CASSIE15




Welcome to Whidbey!! My home! I’m so glad you came to see our Island, but sad it’s during one the worst smoke “seasons” we’ve had. Hate to say this, but hopefully the rain will make things better! Love your blog. Keep up all your hard work and enjoy your time:)
BTW, I had to laugh on your Facebook page because your husband actually said it right on the last try of pronouncing Mukilteo!! hahaha I’m so glad you guys are staying at the Captain Whidbey… fabulous place! It’s so charming and it’s a great place for happy hour too!!
It has been THE BEST trip!!! Such an amazing part of the country! xoxoxo, C
Hi Cassie,
Trying to find sizing, do you find barefoot dreams cardigans run TTS?
Thank you !
Hi Vee! Yes I do! xo, C