Preppy Fall Dresses

Navy Off-the-Shoulder Dress / Coach “Court” Bag (Old, but love this similar one, and this one, too!) / Everlane Pumps c/o / Kiel James Patrick Bracelet c/o / Replacement Sunnies

It’s time I dedicated an entire post to this navy dress.

Because I wear this thing on a weekly basis. I wore it to Jess’ church ceremony; I wore it to every other dinner over the summer. I wore it yesterday, and I wore it a couple of days before that, too. It’s AH-MAH-ZING. Why? Well, friends, for a variety of reasons:

  1. It doesn’t wrinkle. If you look closely in some of the detail shots, the dress features a teensy-tiny pleated type of fabric. No ironing is needed. Like, ever. I scrunch this thing up regularly in suitcases and overnight bags, and it comes out looking perfectly. In short, it’s a magic dress.
  2. It’s navy. Enough said.
  3. It’s a midi length, yet still looks stylish. Short dresses are hard for me these days, as I’m constantly bending over to pick up a really cute mini human. This dress is the perfect length, though. Thank god midi dresses are in style!
  4. It’s machine-washable. Easy-peasy.
  5. The sizing is consistent. I’m somewhere between 5’4 and 5’5, and 105 and 110 pounds, and I took a size XS in this. Roomy but not too roomy.
  6. The off-the-shoulder component isn’t annoying. There’s a ton of elastic in it, so I don’t have to keep adjusting throughout the day. Despite this, it’s insanely soft and comfy.
  7. The floral pattern is perfect for the transition from summer to fall. I love a dress that can straddle two seasons.

Other notes:

Everlane Pumps: I adore these. They’re incredibly comfortable with that awesome low block heel, and since they’re light pink, they go with nearly everything: navy or black, haha. Or brown! They also come in a ton of other colors, too. And they run TTS.

Kiel James Patrick Bracelet: I’ve been a less-is-more kind of girl with jewelry this past year, since I have very little time to get ready in the morning, and since Emma is obsessed with jewelry and is constantly pulling on it. ;) But this rope-and-pearl bracelet hasn’t come off since we got it in the mail. I love the simplicity of it, that it reminds me of this past summer, and that it fits my small wrist.

Coach “Court” Bag: This is definitely my favorite bag in my closet. My parents gave it to me when I moved to Chicago a few years ago, and I’m obsessed. It’s one of Coach’s old bags that they brought back for a brief period. Now, sadly, they’ve been discontinued again. But I LOVE this super similar one (grab it before it sells out!), and this one, too.

Over and out, Friends! This girl has a big weekend ahead of her, and she needs to get her ducks in a line to prepare!

Preppy bags for fall
Preppy fall transitional dresses
Comfortable preppy pumps
Preppy off should dress
Chicago fashion blogger
Preppy coach bag
Versatile transition dress
Casual fall blazer mens

^ I’m sorry, but how cute is my photographer? Love you, MSL.

Shop the post:

Navy Off-the-Shoulder Dress / Coach “Court” Bag (Old, but love this similar one, and this one, too!) / Everlane Pumps c/o / Kiel James Patrick Bracelet c/o / Replacement Sunnies