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Cassie Brady

effortlessly chic style for the everyday woman

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in Fall, Fashion, outfit of the week, Summer · September 2, 2019

Back To School Outfit Styled 2 Ways

Back to school outfit

Although I’m no longer a student, living in a college town I’m never too far from the back to school vibe. A recent stroll on the University of Illinois campus got me thinking about what I would choose to wear if I was going back to school.

Outfit 1 Details: Olive & Oak Dress Dress c/o Prairie Gardens (similar here, here, & here, last seen here), Modmopolitan Purse c/o (similar here), Amazon Belt, Nike Shoes

Back to school outfit
SNEAKERS

When it comes to back to school fashion nothing beats a fresh pair of sneakers. I’m wearing my favorite pair of the moment, but I would love to add a white pair ( like these Reebocks, these Nikes, or these Adidas) to my collection too.

Back to school outfit
DRESSES

I paired my sneakers with a dress not only because I love the juxtaposition of casual meets dressy, but also because of how effortless it is to throw on a dress and go. Casual dresses like this chambray one (similar here, here, & here, last seen here) are not only comfortable, but they help you look pulled together with minimal effort.

Back to school outfit
MATCHING ACCESSORIES

Black sneakers and a blue chambray dress don’t really match so to help tie this look together I added in a black belt. I love adding belts over dresses especially shapeless ones (like the one I’m wearing here) to help define the waistline.

And lastly, I added in a black purse. I chose a crossbody purse (similar here) that can easy be worn over the shoulder, across the body, or carried by the handle. The multiple ways to carry this purse make it easy to wear while also carrying a backpack.

Back to school outfit
Back to school outfit

Outfit 2 Details: Chicwish Cardigan c/o (Plus it comes in kid sizes!), Olive & Oak Dress Dress c/o Prairie Gardens (similar here, here, & here), Modmopolitan Purse c/o (similar here), Amazon Belt, Nike Shoes

Oversized cardigan
CARDIGANS

With fall being just around the corner now’s a great time to stock up on cardigans. Cardigans are a great way to transition your summer pieces into fall like this chambray dress I’m wearing.

This cardigan is my new favorite thanks to its adorable heart shaped pattern and oversized look. Plus it comes in several colors and little girl sizes too!

Chicwish cardigan
Oversized Chicwish cardigan
Belted chambray dress
oversized cardigan
Previous Post: « A Simple Way To Tie A Headscarf
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Hi there! I'm Cassie, a fashion and lifestyle blogger located in the Midwest. I love fashion, photography, & working from home with my dog on my lap. On this site you'll find fashion, travel, and home decor inspiration to help you feel more confident in the clothing you wear, trips you take, and home you create. Thank you so much for stopping by! x Cassie

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My Mother’s Day started at 4am with a nursing baby My Mother’s Day started at 4am with a nursing baby in my arms, a toddler crawling into my bed and falling asleep on my shoulder, & a doggie sleeping across my legs. 💕 They have no idea what today is, but I’m feeling so blessed to be surrounded by all my babies on Mother’s Day 👶🐶👧 Even if it was at 4am 🥱

Not pictured our dog Sydney. 🐶 I’m so tired I didn’t even notice until after we got these pictures 🤪 I knew I was forgetting something! 🙈
Color coordinating with my son for a quick photo s Color coordinating with my son for a quick photo shoot before going home 📸🧸 His going home outfit, sign, & blanket are from @cadenlane & I bought a button front nightgown to match from @amazon in brown 🤎
He’s here! 🥲💙 Henry Patrick Brady April 7th, 2026 He’s here! 🥲💙
Henry Patrick Brady
April 7th, 2026 3:16am
7lb 9oz & 20 inches long
Exactly one week early

After laboring at home for 2 hours we JUST made it to the hospital maybe 45 minutes before he came out with 2 quick pushes! It all happened so fast my head is still spinning. 🥹 

So thankful my SIL @thedivinemissem77 answered her phone and came quickly to stay with Audrey & my hubby @npbrady9 taking care of everything else as we rushed to the hospital. ♥️ God is so good & we couldn’t be happier with the newest member of our family 🤗
Happy Easter 🐣 ✝️ So thankful for all of Gods’s bl Happy Easter 🐣 ✝️ So thankful for all of Gods’s blessings including this little boy on the way. We can’t wait to meet you little guy 👶 So hard to believe he will be here any day now! 🐰 This pregnancy has really flown by!🤰

Wearing a pregnancy/nursing dress from @amazon & The comfiest shoes for my swollen feet from @birdies 💕
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