Sugarplum Style Vol. 5

Halleluiah, it’s Friday! I’m so thrilled you guys liked my How to Pack 10 Days in 1 Carry-On yesterday…and I loved reading about all your upcoming trips! How about in exchange for my tips, you take me with you!? That seems like a fair deal to me!

Remember my ‘Simple Formula for Transitioning to Fall‘ post? It’s in full swing with this round of Sugarplum Style…lots of lightweight jackets and cozy scarves. Fall creeps in slowly here, with chilly mornings and warm afternoons, so I can still get away with bare legs or arms occasionally.

I love to pair shorts or a skirt with long sleeves, or jeans with a tank and scarf. That’s what I love most about Fall fashion…it’s a hybrid of Summer and Winter. But just because the weather is cooler, my combinations aren’t any less colorful! Plaid is everywhere this season, and I’m on the bandwagon…starting with this adorable shirt with gingham cuffs

Since pairing this skirt with a striped top in our Back to School Style post, it’s been in my weekly rotation. Such a simple outfit, paired with a basic white tee, but the dots and floral amp it up a notch.
Floral Scarf (similar) | Polka Dot Skirt | White Tee | Bag (similar) | Sandals (similar)
I love most every plaid, but am especially drawn to those with pink, for a more feminine feel.

Yep, still wearing my white jeans after Labor Day! See five more ways here.
Tassel Necklace (similar) | Ring | Pearl Cluster Bracelet

Oh look, polka dot skirt again. This time with a sweet bird sweater. I think about The Notebook every time I wear it, “If you’re a bird, I’m a bird.” #swoon

This shirt is actually sleeveless, but it has a nice swing shape to it, so it’s more season-appropriate than a traditional fitted tank top.
Leopard Scarf (similar) | Striped Tee | Distressed Jeans | Boots

This was one of my favorite Date Night looks from last month. The ruffle neck helps distract from my dirty, ponytail hair.

Ruffle Blouse (similar) | Stripe Shorts (similar) | Wedge Sandals | Leopard Clutch (similar)

This military vest saw a lot of action, too (see full shots in our Casual Date Night Style post)…it’s perfect for those days when you don’t quite need a jacket, and the extra layer is cute.

Stripes + anything is forever my favorite.
I retired my beloved black and white bag for the season, and am mildly obsessed with Barrington’s new reptile pattern. Go ahead and get excited, I may or may not be giving another one away soon. #Iam #somuchforthesurprise
Another day, another vest, another plaid. I love a good puffer vest, but this one is great because it doesn’t add bulk. Who needs more bulk?!
Watch | Spike Bracelet (use code SUGARPLUM25 for 25% off you order!)
Animal Print Skirt (similar) | Khaki Shirt | Tassel Necklace | Sandals (similar)
Are you seeing a pattern here? Plaid + Vest + Boots = my uniform.
Plaid Infinity Scarf (similar) | Gray Tee | Distressed Jeans

A few things worth mentioning…both of my watches are currently 25% off! I toggle between this tortoise one for a casual look, and this gold one to kick it up a notch. And these boots are still on sale for $50, not to mention, all sizes are re-stocked! What’s your Fall uniform been lately? Happy weekend, love bugs!

UPDATE! My actual cognac bag with the zippers, shown in most of these pics, is now back in stock! Check out here.

Leave a Comment

40 Comments

  1. Love these outfits! You have great fashion sense. My favorite is the picture with the Leopard Scarf.
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    Posted 10.24.14 Reply
    • Thank you so much, Jessica! It's taken a few years to find the style I"m most comfortable in…which means that will probably change again in a few more years! 😉

      Posted 10.24.14 Reply
  2. Anonymous wrote:

    What polish are you wearing on your fingers and toes? It's a great transition color.
    Riley

    Posted 10.24.14 Reply
    • Hi Riley! I looked back through the pics, and only the last shows my polish…and that's a dark pink. I'm so bad about knowing polish colors! The color I'm wearing now for Fall (and not seen here) is by Essie, and it's a kind of brownish/purple mushroom. Does that help?! 😉 xo

      Posted 10.24.14 Reply
    • Anonymous wrote:

      Thanks for checking.

      Don't forget your toes…they're in several pictures.
      Love the dark pink, and I love Essie. It wears so well for me, so much better than OPI!

      Riley

      Posted 10.24.14 Reply
  3. Aimee wrote:

    Crazy cute post today! Love your "uniform". Odd question for you: what socks do you wear with your booties? I can never find any that are thin enough and/or will stay on my feet!

    Posted 10.24.14 Reply
    • Yay ! I love odd questions!! I wear ankle athletic socks…that way my feet are comfy, and they stay put! I hate when socks slide up the heel!!! If you look closely, you can see them in the pics…I think I need to get a few dark pair! 😉 xo

      Posted 10.24.14 Reply
  4. Girl, there is absolutely no way I could pick my fave among these. I love them all!!!

    Posted 10.24.14 Reply
  5. Shannon wrote:

    Love that leopard scarf and clutch, rawr! 🙂

    Posted 10.24.14 Reply
  6. The link isn't working for the first plaid shirt with gingham cuffs. Guess maybe it's sold out? Boo!

    Posted 10.24.14 Reply
    • Ooops! I just updated it…looks like there are a few. They've also added a really cute blue plaid. It's a super well made shirt, and the details are amazing.

      Posted 10.24.14 Reply
  7. Cassie I think I need to come visit your closet! Or at least have you dress me since I have quite a few of the same pieces! Love all the looks! Have a fabulous weekend!

    Posted 10.24.14 Reply
  8. Andrea wrote:

    You are like my candy at work! Could you share where your original necklace in the photo with the pink plaid and Kate Spade bag (WANT!!!!) is from. I imagine you probably got it at a local shop or etc. but would love to have that info too! When you put "similar" would you mind ever disclosing the original. I understand it is from another season/no longer available, but am still curious on brand,etc.

    Also, we do a yearly local "wine tasting" with friends each fall. I am wondering if I can hunt up a militarily vest before tomorrow for my outfit!

    Have a WONDERFUL weekend. I adore your blog! You are so darn much fun!

    Posted 10.24.14 Reply
    • Hey girlie!! The actual necklace is from Old Navy! They have a great in-store selection of jewels, but for some reason, don't put any of them online. I hate to confuse people by linking to a home page, but I can start doing that if it's helpful!? Happy weekend!

      Posted 10.24.14 Reply
  9. Andrea wrote:

    ….and I want the Boden plaid shirt in one of the very cool prints!

    Posted 10.24.14 Reply
  10. Michele wrote:

    You are just too cute! I'm loving all of these outfits. One of my favorite fall looks is jeans, paired with a cute top and finished off with a blazer (cuffs rolled up). The blazer gives it a more finished feel (maybe that's just me hanging onto a piece of my old "big firm lawyer" self). Ha! I just posted some great tips for family photo styling at my new blog: thejoyfulhomeblog.blogspot.com. I'd love for you to check it out!

    Posted 10.24.14 Reply
    • Your blog is fantastic…welcome to the blogging world!! xo

      Posted 10.24.14 Reply
  11. Natasha wrote:

    you always look SO put together my friend..and yet the looks are still classic and attainable!! i love all these fresh ensemble ideas, too!!!

    Posted 10.24.14 Reply
  12. I love every single outfit. Every one. And why in the world haven't they re-stocked our plaid infinity scarf? The whole world needs it!!!!!!

    Posted 10.24.14 Reply
    • Anonymous wrote:

      I have been stalking that darn plaid infinity scarf since she first posted it. MUST. HAVE. IT. But sadly, CAN'T. FIND. IT.

      Posted 10.27.14 Reply
  13. Great outfits! You're just so cute. The similar cognac bag is nice, but I want the one, the one in your picks. 🙂 It's just perfect!!!

    Posted 10.24.14 Reply
    • Amanda!! It's back in stock! I just updated the post with the link! xo

      Posted 10.25.14 Reply
  14. Leslie wrote:

    The cognac bag is back in stock! I've been watching it like a hawk since it sold out! Just ordered and can't wait to get it.

    Posted 10.25.14 Reply
    • Leslie!!! Thanks so much for telling us!! I'll update the post! I get asked about that bag every day! Thrilled you finally got it! xo

      Posted 10.25.14 Reply
  15. Debi wrote:

    Cassie! Long time reader, first time commentor here! I love, love, love your blog and your style! Regarding the distressed jeans pictured, can you comment on the sizing? I usually wear a size 2-4 in jeans and wanted to know how these jeans tend to run. Thank you!

    Posted 10.25.14 Reply
    • Hi Debi!! Thanks so much for the sweet comment! I'm usually a 2/26 in jeans, and that's what I wear in these. They are a tad tight through my calves, but I have bigger calves. I couldn't size up though, bc they'd get too slouchy in the waist. They do relax and stretch after a few wears. I'd say order 26 if you like them fitted, and 27 if you prefer a little more room. xoxo or order them both and return the ones that don't work…free shipping and returns! 😉

      Posted 10.25.14 Reply
  16. Plaid shirt with gingham cuffs = must have! I think we have officially broken the humidity barrier here! Yay!!!!

    Posted 10.25.14 Reply
  17. Lisa Mende wrote:

    cassie you always look fabulous!

    Posted 10.25.14 Reply
  18. Debi wrote:

    Thanks for the help on the jeans Cassie! I ordered both sizes 😉 Also wanted you to know that I ordered the elephant tassel from Furbish…my daughter (8 Years old) loves elephants and this will be perfect for her back pack. . Also ordered myself one:-)

    Posted 10.25.14 Reply
    • I need to order my daughter one…she's always stealing mine!!!

      Posted 10.29.14 Reply
  19. Love how you seem to effortlessly pull these looks together! They look fabulous on you! I was bummed that the plaid shirt with check cuffs is out in my size. 🙁 Bummer! That was my favorite!

    Posted 10.25.14 Reply
    • Thanks Holly…I get in to routines with my outfits and tend to gravitate towards the same pieces…so it's fun to mix them up with new items each time. And keep checking on that shirt, Boden has been good about restocking! xo

      Posted 10.29.14 Reply
  20. Anonymous wrote:

    I absolutely love your style. Please keep these posts coming, it gives me lots of great outfit ideas.

    Posted 10.27.14 Reply
  21. I love every outfit! But I always love your style. More importantly, and this may seem like the weirdest question ever, but I would love to see a picture of your hand and how you hold your phone, when you are taking these selfies from this angle. I swear, I try it on a daily basis, and I still can't get it just right. It's killing me! I must know your secret!!

    Posted 10.29.14 Reply
    • ha!!! It's tricky…and I've tried, unsuccessfully, to explain it before! But it only confuses more!!

      Posted 10.29.14 Reply
  22. You're coming down here and redoing my closet. Done!

    Posted 10.29.14 Reply
  23. Love, love, love….can you just send some clothes my way? Ha just kidding, but really you put together the best outfits!!

    Posted 10.29.14 Reply
  24. I love these looks you have got great style!

    Posted 11.5.14 Reply