Dressing Room Diaries

Happy almost-Friday, friends! We’re headed home from LA tomorrow, so I’m bringing you this week’s Dressing Room Diaries a day early! Have you been following behind-the-scenes on my Instagram Story? If so, any ideas the theme of this next Gibson x Hi Sugarplum Collection?

Thanks so much for the love on this week’s posts! In case you missed it, I shared some fun and affordable athletic wear, along with a new batch of Faves Under $50. And if you’ve got your eye on Fall, you don’t want to miss yesterday’s Jumper Jackpot! I appreciate you stopping by to say hi, and always appreciate your feedback!

Today I’m excited to share a new Dressing Room Diaries with Mama Sugarplum, and it’s a GOOD one. New seasonal pieces are really rolling in now, and the retailers are bringing their A-games! I looked for pieces suitable for the transitional season ahead.

You know the drill with Dressing Room Diaries…I hunt down some of the cutest items from my favorite retailers, and review them for you. As usual, the shots aren’t good, the lighting is bad, and I’m in desperate need of a hairbrush. But it’s real life, real girl, real clothes…and hopefully helpful for you to see them this way, instead of perfectly styled on a model. So let’s get started!

hi sugarplum dressing room diaries banner

Fit Note: I’m 5’4″-ish, 120 pounds-ish (depending on the week’s taco count), with a slight pear shape. My usual size is XS/0. Mama Sugarplum is 5’1″, with an hourglass figure, and her usual size is XS/2p.


Tees //

You guys are loving the graphic tees lately, so let’s start with some fun new ones! I love them on their own now, and layered under jackets and blazers once Fall arrives. There’s something casually cool about them, don’t you think? This ‘Good Vibes’ is simple and chic, and the cotton a super-soft stretchy knit.

Fit Tip: I’m wearing an XS

Good Vibes Tee | White JeansSandals


How fun are both of these?! I love the graphic black and white, and the phrasing is fun without being kitschy. We’ll talk about those leopard jeans in a second!

Fit Tip: I’m wearing an XS in both tees. 

Coffee Tee | I Got This Tee | Leopard Jeans | Bangles (look for less)

Shirts & Blouses //

Moving on to blouses, I’ve got some darling new finds perfect for workwear. I love the feminine print of this multi-color floral, and subtle gathering on the shoulder for a slight puff sleeve. Plus, the side-tie is a fun addition. Tuck it in to high-waisted pants for work, or wear it with jeans and flats for weekends.

Fit Tip: I’m wearing an XS

Floral Tie Neck Top | Black Jeans | Pumps


I love the smaller scale of leopard print on this cap sleeve blouse. It’s an oversized fit, perfect for slim trousers or a pencil skirt. So cute with jeans and flats, too.

Fit Tip: I’m wearing an XS, but consider sizing down.

Leopard Top | Black Jeans | Pumps


This split neck pullover is made of buttery-soft knit in a great medium weight. It’s seriously as soft as baby’s pajamas, but in a cute pullover for jeans, shorts, and pants.

Fit Tip: I’m wearing an XS 

Split Neck Top | White JeansSandals | Bangles (look for less)

Fit Tip: Mama SP wearing it in small

Split Neck Top | White Jeans | Sandals | Dark Wash Jeans | Wedge Sneakers

Sweaters & Tunics //

Who’s ready for sweater weather? Or better yet, leggings season!? I do a tunic post every year (see one here), and it’s always a reader favorite, so clearly we all love our leggings! This knit tunic is soft and lightweight with a fun split neck and side slits. It has a sport style, so it’s cute paired with sneakers, too.

Fit Tip: We’re both wearing XS

Cozy Tunic | Jeans | Sandals | Bangles (look for less)

Cozy Tunic | Jeans | Sandals | Dark Wash Jeans | Wedge Sneakers


This tunic is extra-cozy thanks to the textured boucle knit. Great v-neck with slight side slits, wear it with leggings and knee boots, or jeans and flats. It’s a medium weight that would be cute layered over a collared shirt, too.

Fit Tip: I’m wearing an XS

Lightweight Sweater | White Jeans | Leopard Loafers


I love a poncho in Fall, but it has to have sleeves or I walk around with my elbows pressed awkwardly to my sides! This pullover has a poncho style, but with dolman sleeves. Honestly, our picture only does the color justice, you have to see the shape on their website! It’s also super soft and cozy.

Fit Tip: We’re wearing XS 

Dolman Poncho Sweater | Jeans | Wedge Sneakers | Bangles (look for less)

Dolman Poncho Sweater | Jeans | Wedge Sneakers | Dark Wash Jeans | Wedge Booties

I bought this collared sweater weeks ago, and am just counting down the days until I can wear it. The sweater is textured and stretchy, with a crisp leopard collar.

Fit Tip: I’m wearing a small

Contrast Collar Sweater | White Jeans


Mom found a similar sweater, this one a thick knit body and the collar is removable, thanks to little buttons.

Fit Tip: She’s wearing a small.

Contrast Collar Sweater | Black Jeans


This mixed media top is a great transitional piece…lightweight material with a fun fall floral. You have to see the back!

Fit Tip: I’m wearing an XS and mom in a small 

Mixed Media Top | Jeans | Sandals | Bangles (look for less)

Mixed Media Top | Jeans | Sandals | Bangles (look for less) | Dark Wash Jeans | Wedge Booties

Skirts & Pants //

Okay, now let’s chat bottoms…I found some really fun skirts and pants for transitioning to Fall and beyond. Starting with this graphic skirt in the best shades of pumpkin, black and ivory. It has great movement and a modest length just below the knee. It easily dresses up for work with heels and a blazer, or just pair it with a t-shirt for a casual weekend style.

The polka dots are actually a lightweight cardigan, tucked and worn as a top!

Fit Tip: I’m wearing an XS cardigan and small skirt.

Polka Dot Cardigan | Floral Print SkirtSandals | Bangles (look for less)


This bold skirt is a fun zebra meets leopard print, in great fall shades. It’s a pull-on style with elastic waist, and the mini pleats give it a polished look. I just have it with a white tee, but would love it with a black cami for evening, and add a blazer for work.

Fit Tip: I’m wearing an XS

White Tee | Pleated Midi Skirt | Pumps


I’m actually wearing these joggers as we speak…they’re one of my favorite lounge pieces! The perfect cozy fleece that Gibson does so well, with a drawstring waist and relaxed fit. I had to grab a new color with the amazing sale price. I love them with sneakers and a jean jacket for travel, too!

Fit Tip: I’m wearing an XS

White Tee | Joggers | Jean Jacket


Leopard mania continues (see more of my top leopard picks in the last DRD here) with these amazing pants. A pull-on style with elastic in the back, they’re a lightweight, silky material that drape beautifully. I love the cropped length for pairing with sandals, flats or heels. Pair them with black, white, pink and chambray, and dress them up or down for work and weekend.

Fit Tip: I’m wearing a 0.

White Tee | Leopard Pants | Sandals


Another leopard option, this time in a sassy denim. These skinnies are form-fitting with just the slightest touch of stretch, and a great cropped length for sneakers or booties.

Fit Tip: I’m wearing a 27, size up one.

I Got This Tee | Leopard Jeans | Wedge Booties | Bangles (look for less)

Mom wholeheartedly said she’d wear them, too, but would tone them down with a black top and jean jacket.

I Got This Tee | Leopard Jeans | Wedge Booties | Black Tee | Jean Jacket | Sneakers


Another great workwear blouse, this top has the sweetest tulip sleeve and gorgeous jewel tone colors. I love the feminine gathers across the shoulder. I paired it with classic high-waist pants with a tie waist…a darling workwear trouser made of stretchy crepe.

Fit Tip: I’m wearing an XS and it’s a little big, so size down if in-between. I sized up one in the pants to a small.

Pink Blouse | Tie Waist Pants | Pumps

Blazers & Jackets //

Mom fell hard for this sweater blazer with sporty stripes on the sleeves. A great medium weight, it adds easy chic to basic denim outfits. She paired it with polka dots for a fun pattern mix.

Fit Tip: She’s wearing an XS, but would prefer a petite.

Striped Cuff Blazer | Star Tee | Dark Wash Jeans


This has been my favorite blazer for the last year (I have it in white), and I’ve been trying to decide what color to add. I finally decided on black, and I’ve already worn it to dinner twice! It fits like a glove and is not only crazy chic, but insanely comfy thanks to the thick, stretchy knit. It’s so easy to throw on with jeans, skirts and trousers, and instantly transforms an outfit. Definitely a must-have for your Fall to Spring wardrobe!

Fit Tip: I size down for a shrunken fit, I’m wearing an XS-petite.

Navy Blazer | White Tee | White Jeans | Leopard Loafers


Hello, darling pink! Another great-fitting blazer, this one is a wool-blend herringbone in the cutest shade of pink. It’s fully-lined with a shrunken schoolboy fit. The fabric and darker hue make it perfect for Fall and Winter wear, and it’s so cute for work or weekend.

Fit Tip: I’m wearing a 0

Pink Blazer | White Tee | White Jeans | Leopard Loafers


One of my favorite long cardigans, now in new colors! I love the long length, cozy soft feel, and lightweight. Perfect for transition weather! Oh, and love the hood!

Fit Tip: I’m wearing an XS

Hooded Jacket | White Tee | White Jeans | Leopard Loafers


A classic trench at an incredible price! It’s also weather resistant, making it a chic raincoat option, too.

Fit Tip: I’m wearing an XS

Classic Trench | White Tee | Jeans | Sandals | Bangles (look for less)


My favorite jacket from the NSale is back in both colors, and cuter than I remember it! This jacket alone has me excited for cooler weather! It has the style of a military jacket, but quilted for a little extra warmth. I love both the blush and gray tones.

Fit Tip: I’m wearing an XS

Quilted Jacket | White Tee | Jeans | Wedge Booties

Quilted Jacket | White Tee | Jeans | Wedge Booties | Gray Tee | Dark Wash Jeans | Sneakers


Speaking of utility jackets, Mom found this cute one and swooned all over it! And how cute that she paired it with camo jeans!? I think my camo love is finally rubbling off on her!

Fit Tip: She’s wearing XS jacket and 2 jeans

Utility Jacket | White Tee | Camo JeansSneakers


Old Navy makes an amazing utility jacket…I’m up to four colors now! This year’s version is actually their sturdiest yet, with a thick canvas cotton. It still has a drawstring waist for adjustable, more feminine fit, and a slew of great colors.

Fit Tip: It’s oversized, I’m wearing an XS

Utility Jacket | White Tee | Jeans | Sandals | Bangles (look for less)


Okay, that’s it for today, I hope you found some new goodies! If you missed our last installment of Dressing Room Diaries, check it out here! And if you’re looking for Amazon finds, check out my August Fashion Faves here.

Oh, and if you’ve been looking for the popular wedge sneakers (like the ones we’re wearing in this post that sold out in a hot second!), I found another incredible option here! They come in black and a perfect neutral taupe with a hidden wedge and comfy insole. And code SUGARPLUM20 saves you 20%!

What’s your favorite from this round of Dressing Room Diaries? Happy weekend, lovebugs!



J.Crew // 30% off full-priced items with code SHOPNOW
J.Crew Factory // 40% off all sweaters and an extra 40% off clearance with code EXTRAWINS
Colleen Rothschild // BOGO! Buy One item, Get One 50% off!
Kendra Scott // 20% off full-priced items with code HiSugarplum
Express // Buy One, Get One 50% off on women’s dress pants
Pottery Barn // 20% off full-priced items and free shipping with code FALL
Target // End of Summer Clearance… up to 25% off on patio & home and up to 70% off clearance clothing
American Eagle // 25% off all jeans and joggers through TODAY 9/12

Leave a Comment


  1. Suzy wrote:

    Lots of cute looks! What size are you wearing in the black Ab-solution jeans? Thanks.

    Posted 9.12.19 Reply
  2. Summer wrote:

    My guess is a Holiday Collection is up next!!!! I can’t wait to see the pieces! I know they will be stunning! Can you link the Old Navy utility jacket again? When I click, it’s going to Nordstrom’s. Have fun in LA!

    Posted 9.12.19 Reply
    • Cassie wrote:

      Hi Summer! Can’t give too much away yet, but you may be on the right track with your guess!

      And thank you for the heads up about the incorrect link, I’ve just updated the link on the post. Here it is on its own, too: https://shopstyle.it/l/7YQJ

      Thanks so much for reading! xo, Cassie

      Posted 9.13.19 Reply
  3. Carrie wrote:

    Thank you for giving me a link to a cheaper bangle set. I have been admiring your bangles all summer, but not the original price. So excited to order!

    Posted 9.12.19 Reply
    • Cassie wrote:

      Hi Carrie! So glad the dupes will work for you. I love of