Back-to-School Outfit Guide 2021

Posted by Kenzi Didericksen on

It's that time of year when we start dreaming of freshly-sharpened pencils, new notebooks, and the perfect first day of school outfit! Each new school year is a new beginning, and what you choose to wear should help you feel capable and beautiful on the inside and out. We've gathered a few of our favorite back-to-school clothing trends to inspire your campus wardrobe and give you confidence in the classroom. Read on to see five back-to-school outfits that deserve an A+!


1. Tees, Please

Graphic tees will provide the comfort you need without sacrificing your on-trend fashion sense. A tee is a classic, classroom staple that you can dress up with accessories and jewelry, or dress down with some denim bottoms and sneakers. Basically, whenever you’re in doubt, a t-shirt is always the right answer. 

Although a tee is traditionally worn casually, it is totally acceptable and trendy to wear it more formally! Tie a t-shirt over a dress, wear it with a skirt, or accessorize it with chunky jewelry to make it feel more stylish. It could be fun to slick your hair back to show off your statement jewelry, but wearing your hair down and curled would also look great.

Back to School Graphic T-Shirt

Shop this look: The Citron Graphic Tee | Arlo Straw Teardrop Fedora | Shop ROOLEE Tees here.


2. Dressed for Success

Have you ever considered wearing a long, beautiful, flowy dress to school? Well, this is your sign. Pair a dress with white sneakers, and you’ve got a perfectly acceptable school day outfit. It doesn’t need to be a presentation day to rock a nice dress!

If you do not want to feel too done up, try rocking a t-shirt dress or white sneakers to make a dress feel casual.

Long Floral Dress 

Shop this look: Hey Now Floral MaxiArlo Straw Teardrop Fedora | Shop ROOLEE dresses here.


3. Athleisure Academy

We all have those days where comfort is the number one priority. A cute, matching set may be just what you’ve been looking for! A sweatset is the key to being comfortable while still looking put together and ready to learn. Pair it with some chunky jewelry to add another interesting layer.

If a matching set isn’t your style, a classic crewneck might be the next best thing. The best part about a matching set is you can wear the top and the bottom together, or separately to create different outfits. Don't be afraid to mix and match your look! 

Athleisure Set

 Shop this look: The Arabella Set (DarkSeaGreen) | The Arabella Set (Cornsilk) | The Arabella Set (DarkSalmon) | Himawari Sorrel Laptop Backpack (Purple) | Old Faithful Plaid Shacket | ROOLEE Flika Chelsea Boot | The Monroe Hat | James Felt Cap | Shop ROOLEE athleisure here.


4. Study in Skirts

Be comfortable in class! A skirt will serve similar looks to a dress, but you have complete control over what to wear on top. Combine the skirt with a trendy graphic tee or a nice blouse. A skirt is much more comfortable than a pair of jeans, and you’ll look ready for the day.

We are loving the floral skirt trend. Mid-length skirts are also quite popular right now, and we are loving the freedom they give us to move, run, and jump without a care in the world!

Casual Mid-Length Skirts

 Shop this look: You are Gold Patchwork Skirt | Raise a Glass Midi Skirt | Dreamer Tiger Pullover | Shop ROOLEE skirts here.


5. Blouses and Trousers

A nice blouse will allow you to look the part of the well-studied, independent woman that you are! A blouse is a step up from a trendy t-shirt. Pair a blouse with a pair of jeans, shorts, or a nice skirt with sandals or casual heels.

Knit tops are all of the rage right now, so you can’t go wrong with this beautiful knit vest. It’s a great opportunity to add some layers and texture. Be sure to also look for interesting sleeve details. Sleeves are the perfect opportunity to add interest to a shirt, so definitely add some flutter sleeves to your closet for the upcoming school year!

Blouse and Trousers

Shop this look: Picture Perfect Crop Tank (Tan) | Free People Denson Cable Vest | Free People Shape Up Trouser Pant | The Monroe Hat


Shop all of ROOLEE's New Arrivals for Back to School here!

What is your go-to clothing item for back to school? Share with us!
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