Now & Later – Summer to Fall Outfits

Here in the Midwest, we can have up to three seasons in one day. We don’t dare put away our summer clothes just because it’s after Labor Day. A lot of times it’ll be pretty cold in the morning on the way to work and by the time you get home, you’re ready to jump in the pool. Layers are everything!!

Here are 3 easy ways to take your favorite summer items into fall.

  1. Booties/Knee High Boots
  2. Cardigan/Lightweight Sweater
  3. Blazer/Jean Jacket

Any little black dress:

My new favorite look of the season. This was SO COMFORTABLE! The cardigan and boots both, feel like soft heaven. I love how the bootie comes up a little higher than the normal booties do and it’s not stiff on top.

Pairing it with your favorite flannel makes the look instantly effortless.

The summer mules are easy to wear and dress up every outfit.

Black dress HERE

Mules HERE

Booties (a steal on the annual sale)  HERE

Cashmere Cardigan HERE

Flannel HERE

Easy going tee dress:

I’ve worn this exact summer look a ton of times in the past month. It’s safe to say as fall rolls around with its hot apple cider, s’mores, and wine dates, I’ll be loving this tight dress even more with this cover up cardigan 😂🙈 the cardigan is the perfect length too for me, as it doesn’t cover up the dress completely in the back. Pairing grey and brown is one of my favorite things to do.

Tee BodyCon Dress (I sized up and don’t dry it in the dryer) HERE

Nike’s (I had sized .5 down bc the annual sale was out of my size, they fit fine!) HERE

Booties HERE

Cardigan HERE

Your lived in jean shorts:

These shorts are some of my favorite because they are high-waisted. The tank is so light weight that it doesn’t feel too bulky when paired with this years plaid blazer. Pointy toed booties are new for me, and they have the perfect studded detailing on them.

Jean Shorts HERE


Sandals (The MOST comfortable) HERE

Blazer (It’s oversized fit, I sized down to an XS to get a smaller look) HERE

Booties HERE

That’s it for this week!! I’ll do another round next Monday! Much Love Y’all

XOXO Terra

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