How to Transition Your Favorite Summer Outfits Into Fall

Anyone else absolutely dying to start layering again?
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Shannon - Boston University
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Anyone else absolutely dying to start layering again?

It's September, which means two things: 1) Fall is slowly but surely creeping up on us 2) it's almost time to get ready for Halloween

While the weather doesn't seem to have received the memo about the upcoming season change (it's hovering in the mid-90's where I live), I can't help but gaze longingly at the untouched scarves and coats hanging forlornly in my closet. At the same time, I'm not quite willing to give up my comfy tank tops, breezy sundresses, and strappy sandals just yet! 

Luckily, the transitional period between summer and fall is the perfect time to experiment with the best of both worlds. Read on for three ways to update and accessorize your fave summer outfits for cooler weather

Sundress + Bucket Bag

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Product Information: Dress, Bucket Bag, Vest, Sandals, Earrings, Flannel, Socks, Boots

Who doesn't love an easy breezy sundress? For now, keep your look simple with a pair of gladiator flats, a lightweight vest, and classic hoop earrings. The bucket bag has been a majorly popular accessory this past year, and it doesn't look like it's going anywhere! 

Once it gets a little chillier and that pumpkin spice scent begins to permeate the world, swap the vest out for a cozy flannel top. Chunky ankle boots and thigh-high socks add to a grungy vibe that contrasts perfectly with a gauzy white dress.  

T-Shirt + Boyfriend Jeans + Tote

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Product Information: T-shirt, Jeans, Tote, Necklace, Sandals, Sunglasses, Trench, Scarf, Sneakers

I'm on the petite side, so I didn't think that I'd be able to wear boyfriend jeans without looking like I'd been half swallowed by a denim whale, but the trick is to keep the fit loose, not baggy. 

While they might sit lower on the hips, boyfriend jeans should still fit you at the waist and shouldn't be too saggy. Now that I've figured that out, my light-wash boyfriend jeans have been in heavy rotation this summer, paired with minimal accessories like leather T-strap sandals and simple necklaces.

In fall, I'll add a drapey trench coat or anorak, loosely knot on a fringed scarf, and switch out the sandals for a pair of cool sneakers.  

Button-Down and Skater Skirt

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Product Information: Top, Skirt, Cardigan, Belt, Flats, Blazer, Tights, Wedges

When I'm aiming for a more polished look in the summertime, my go-to outfit is a button-down top paired with a pleated or pencil skirt. Right now, a lightweight cardigan is the perfect way to combat overly-air-conditioned classrooms. Neutral accessories like a skinny belt and peep-toe flats complete the look without competing with the patterned skirt for attention. 

For fall, the cardigan will be replaced with what's possibly my favorite clothing item of all time: the navy blazer, which is just about guaranteed to instantly make you look like you've got your s*** together. Add a pair of T-strap wedges and opaque tights in a jewel tone for a totally fall-appropriate ensemble.  

What did you think? 

What are your favorite summer outfits? How do you transition them for cooler weather? Let us know in the comments!