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Clothes For Cool Teachers

Purple Star emoji 20 items
Your teacher wardrobe does not have to be boring. I think we all need a little bit of whimsy✨
Sections
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Tees/Pullovers

 
Ashley Melendez profile picture
I'm a sucker for a cute embroidered shirt, even more so for a custom embroidered shirt. You can get it in either a T-shirt or a sweater, and the color combinations are endless!
Custom Embroidered Teacher Tee School
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Ashley Melendez profile picture
This is not only a funny shirt, but a great reminder for those students who can never remember to write their names on things.
Did You Put Your Name On It? Sweatshirt
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Ashley Melendez profile picture
This could be a great way to show school pride in a more minimalist way. The color combinations are endless and the brand of the shirt is Comfort Colors.
Comfort Colors Custom Embroidered School Shirt
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Ashley Melendez profile picture
I think custom shirts like this are great for showing off what you teach. This seller has such a wide variety of custom teacher shirts to choose from.
Comfort Colors Custom Second Grade Shirt
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Ashley Melendez profile picture
If you want a more subtle look Life is Good has so many nice teacher shirts. The best part is that 10% of the proceeds from each shirt go to a charity that supports children in need.
cool teacher short-sleeve boxy tee
 
Ashley Melendez profile picture
Out of Print has some fun reading-related shirts that I love. There are some different childhood characters that kids will recognize.
Sesame Street Read Unisex T Shirt

Pants/Skirts

 
Ashley Melendez profile picture
I'm a firm believer that as teachers, we deserve to feel comfortable but also stylish. These overalls are great for all the movement we do daily.1
Halara waffle overalls
 
Ashley Melendez profile picture
I'm a firm believer that colorful clothes make the day better. I like to play with bright colors and patterns to make my outfit look more put together like this maxi skirt. The best part of this skirt is it has pockets, a non-negotiable for my teache...
Womens Sonoma Goods for Life Poplin Maxi Skirt
 
Ashley Melendez profile picture
I am a ride-or-die Old Navy jeans fan; they're comfortable, last a long time, and are teacher-approved (at least to me).
Old Navy High-Waisted OG Straight Ankle Jeans
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Ashley Melendez profile picture
If you're looking for an alternative to jeans or your school doesn't let you wear jeans, linen pants are a great option. They are breathable, comfortable, and still look put together.
Women's LC Lauren Conrad side-tie wide-leg pull-on pants
 
Ashley Melendez profile picture
These pants are a great, more formal style that is still comfortable.
Old Navy High-Waisted Stevie Wide-Leg Pants

Shoes

 
Ashley Melendez profile picture
Dr. Scholl’s has been a lifesaver for their great shoe collection that is actually comfortable. I have so many pairs, and they get me through the school day without aching feet.
Dr. Scholl's Women's Bring It Mary Jane
 
Ashley Melendez profile picture
Hokas are another great option for anyone who needs a comfortable, shock-absorbing shoe. They come in so many colors and are absolutely worth the price.
Hoka Women's Bondi 9 Running Shoes
 
Ashley Melendez profile picture
This might be controversial, but I spend most of my days wearing Dr. Martens shoes. On their own, they are not great if you need arch support, but once I added insoles, it was a game-changer for me.
Dr. Martens 2976 Bex Smooth Leather Chelsea Boots Black
 
Ashley Melendez profile picture
Vionic is another shoe brand where looks are deceiving. Their shoes look stylish and are orthopedic, so your feet will thank you after a long day of walking and standing.
Arabelle Ballet Sneaker

Accessories

 
Ashley Melendez profile picture
This is my go-to teacher bag during the spring and summer months. You can get a wide variety of cute colors and even monogram it. I highly recommend getting the longer straps; there is no threat of them slipping down, and it's much more comfortable.
L.L.Bean Boat And Tote Bag Zip Top
 
Ashley Melendez profile picture
What is a teacher without their lanyard? It's definitely an overlooked aspect of a teacher's wardrobe, but it's still important. I personally like a colorful lanyard, but there are plenty of designs and varieties to choose from.
Lanyard With ID Badge Set
 
Ashley Melendez profile picture
These are the real deal heavy-duty backpacks that can survive anything. If you want a backpack that lasts forever, I recommend Vera Bradley all the way.
Vera Bradley Lightweight Backpacks
 
Ashley Melendez profile picture
I love nothing more than to throw on some themed earrings to tie an outfit together. Whether they are school-related or for a holiday, you can never go wrong with a fun earring.
School Teacher Earrings

Bonus

 
Ashley Melendez profile picture
If you're overwhelmed with building a teacher wardrobe, Stitch Fix is giving $40 off your first box. It's nice to have someone else pick out what you want rather than being overwhelmed with decision fatigue.
Stitch Fix Teachers Discount