Published on August 6, 2018 — Leave a comment

Fashion Hacks to Master the Change of Seasons

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Clothing is an investment. When you’re shopping, you’ve probably asked yourself, “Where could I wear this?” If you don’t have an answer to that, you usually won’t make the purchase! But we think you should buy clothes that you can get the most out of and wear all year long.

We’ve already challenged fashion bloggers to style one skirt, one dress, one T-shirt, and one pair of shorts in five different ways, but now we are tackling the issue of changing seasons. How can you wear one item from spring to summer, fall, and even into winter? Keep reading to learn how four fashionistas styled one item for two different seasons.


Say hello to Nikki of New Texa Cali Gal! This Texas blogger provides tips and inspo for all thing fashion, travel, and motherhood. Here’s Nikki’s secret to finding the BEST secondhand/thrifty pieces: “I don’t shop my size! I shop EVERY size!” With such an open mind for fashion, Nikki decided to take on the styleUP challenge with a Rag & Bone button-down shirt. 

Button-Downs: From Summertime Fine to Pumpkin Spice




Summertime Fine — Opt for a button-down with natural tones like this rag & bone shirt. The neutral tones in the shirt’s print make it easy to pair. With a few folds and knots, you can completely transforme the button-down. Keep reading to learn how Nikki created this super cute strapless top!

Pumpkin Spice — Pair a button-down with blue jeans and heels for a perfect fall look. Layering a T-shirt or long sleeve underneath is a great way to stay warm without sacrificing style. *Mom tip: bring a pair of tennis shoes in case an impromptu play date arises.



  1. Start with an unbuttoned, long-sleeve shirt.
  2. Place the shirt with the collar tucked in near the bottom of your shoulder blades (where you wrap towel after a shower).
  3. Bring the buttons together under the arms and around to the front.
  4. First, fasten the most comfortable button around the bust. Then, fasten the rest of the buttons down the shirt.
  5. When the shirt is secure and comfortable, bring each sleeve to the front and tie in the desired position.
  6. Tuck the shirt into your skirt, shorts, or pants. You can also leave the shirt un-tucked for a relaxed look!



Everyone say hi to Jennifer of Pieces of Emerald! Hailing from Sacramento, California, Jennifer strives to make motherhood easy and fun with fashion and beauty tips. Jennifer’s current essentials for styling are a good denim jacket and a bandana. For the styleUP challenge, Jennifer chose the item that everyone has: a T-shirt!

T-Shirts: From Summer Stylin’ to Fall Fab



Summer Stylin’ — If you want to dress up a T-shirt, try tucking it into high-waisted shorts. The different textures creates a casual-cool contrast and the lace-up detail on the shorts accentuates the waist. Finally, a red bandana worn as a headband gives the look a vintage feel.

Fall Fab — Jennifer says that this outfit is her mommy uniform. Pairing a T-shirt with a pair of high-waisted jeans is an easy combination with a flattering silhouette. Add a bandana or scarf around your purse to tie the look together.


Hilary Pearson is a designer at thredUP and is no stranger to the styleUP challenges. She’s already taught us how to style one blazer and one pair of shorts five ways. This time around, she’ll give us outfit inspo that takes one dress from hot days to cooler climates.

Dresses: From Summer Vibes to Winter Fresh



Summer Vibes — The vibrant color and silky feel of the dress create beautiful movement and a slightly luxe edge. Pair with a pair of cute and comfy espadrilles, and you’re ready for anything!

Winter Fresh — To transition into cooler weather, tuck the dress into the jeans for a casual, yet polished look. When trying this look, be sure to pair a thin, silky dress with boyfriend jeans. If you try tucking a dress into skinny jeans, it may end up looking lumpy. The boyfriend jeans have more room for the dress and look effortlessly cool. Slip on a heeled ankle boot, a slightly oversized jacket, and a scarf.

Which one of these looks was your favorite? Do you have any tips for styling clothes for different seasons? Share with us in the comments below!