5 Must-Have Pieces That Will Transition Your Summer Wardrobe To Fall

Labor Day plans are underway for many and unfortunately for everyone, this means summer is truly coming to an end. While it will be hard saying goodbye to summer Fridays at work, flirty wrap dresses, and being able to go out without a jacket, it is admittedly nice to welcome a cool breeze, eagerly await the arrival of the v basic PSL, and ditch the dresses for comfy office attire that finally caters to both the temperature outside and tundra temperatures in the office. Despite it being mid-August, it has been rainy, chillier than the norm, and all around depressing. Lol, hi, fall. It’s right around that time when you should be considering how to transition from your summer aesthetic to head-to-toe black. Here are five fall you should definitely have by the time September rolls around, so you’re fashionably (and mentally) prepared for next season.

1. Dr. Martens Pascal Virginia 8-Eye Combat Boot

The gross humidity has been making it rain more than ever. This is a dilemma for not only my hair, but also my feet. Sandals in the pouring rain? How about not? Same goes for a chunky rain boot, which is absolutely not cute in the office. This only leaves combat boots. While it may still be pretty warm outside, these are the perfect go-to when you’re faced with crappy weather, yet torn about wearing a cute dress. Obviously getting a pair in black is a must.

2. Astr The Label La Cienega Dress

Fall is my favorite season for many reasons other than pumpkin everything. I love it because the heat is no longer suffocating, but the wind is light enough to feel cool and refreshing. This basically means I can still wear some of my summer dresses layered with tights, chic booties, and maybe an oversize sweater. As temps dip, go for a midi-length dress style with sleeves, so you’re hot enough to hit up happy hour, but covered enough if the night gets brisk.

3. Noisy May Leather Look Jacket

Soon enough, we’ll be needing a lightweight jacket to throw over our club outfits. However, it doesn’t need to be bulky and inconvenient to carry. Leave it to the OG of fall jackets, the black leather jacket. It makes you look somehow badass and equally as chic, regardless of the outfit underneath.

4. Free People Shadow Crew Blouson-Sleeve Sweater

I’m based in New York, so before you @ me in the comments about how LA is like, still thriving and living its best life in the summer heat, it doesn’t mean the city is insusceptible to chilly 70-something degree nights, ok? Eventually, we will be reaching into our drawers for our comfy oversize sweaters, and when that moment comes for you as it did for me this morning, all I’m saying is you can lighten a layered look by pairing a lightweight sweater with shorts, linen pants, or even a skater dress so you don’t freeze but also don’t get pit stains.

5. Zara ZW Premium Boot Cut Portobello Blue Jeans

I have not been a fan of boot-cut jeans since like, maybe the 6th grade? However, I’m doing this thing called adulting, and although my behavior often resembles that of a 19-year-old, my fashion attire has got to mature sooner than later. For fall, everything looks best when it’s darker in color. Swap out bleached, light-wash skinny jeans and Mom jeans for a vintage-looking boot cut or skinny pants with a raw hem. The style elongates your legs and makes them look that much better in a block heel or ankle bootie.

Photo: Brooke Cagle / Unsplash; Urban Outfitters (1); Nordstrom (1); Asos (1); Macy’s (1); Zara (1)
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