Heading into middle school is both nerve wracking and exciting. Since you're a little older now, you might be thinking more about your clothes, your hair, and your makeup. While this can sound like a lot of work, it can be fun, too!

Here are 20 different ways you can look cute and dress nicely in middle school.

1

Try a T-shirt and jeans for an everyday, casual look.

  1. You can never go wrong with this simple, timeless look! Throw on your favorite pair of jeans and match them with a T-shirt of your choice. Light wash jeans usually go best with darker tops, and they’re more casual. Dark wash jeans work well with light tops, and they’re a little more formal. Finish off your look with a pair of sneakers before you head out the door.[1]
    • To jazz this outfit up a bit, try accessorizing with a few chunky bracelets or a long necklace.
    • Tuck your shirt into the front of your jeans for a cute, sporty look.
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9

Throw on a dress for a fun, summery look.

  1. If it’s still warm out, you might be able to wear a flowy dress to school. Make sure it complies with your dress code, and throw on a cardigan if your arms are cold. Pair it with some sandals if it’s warm out or flats if it’s a little chilly.[9]
    • If your ears are pierced, try wearing some simple studs to complete this look. If they aren’t, throw on a few bracelets or a thin necklace instead.
    • Try mixing up the length of your dress—midi dresses, or ones that hit below your knees, are super comfy and flowy (plus, they’ll always comply with the dress code).
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11

Keep your hair loose and flowy for an everyday look.

  1. Most days, you can probably just wear your hair down. If your hair is straight, run a brush through it before you head out the door to make sure it’s shiny and frizz-free. If your hair is curly, spritz a little water into your curls to tamp down frizz and look fantastic.[11]
    • If you have long hair, consider getting a trim before you head back to school. It will help your hair grow faster, and your haircut will look fresh and stylish on the first day of school.
    • If you have short hair, use some water to tamp down any bedhead before you go to school.
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13

Throw your hair into French braids for an easy hairstyle.

19

Wear some light makeup for an everyday look.

Expert Q&A

  • Question
    How can I figure out my style?
    Natalie Tincher
    Natalie Tincher
    Style Strategist & Wardrobe Specialist
    Natalie Tincher is the Owner and Principal Style Strategist of BU Style. With more than 10 years of experience, Natalie specializes in personal styling to reflect clients’ individuality, confidence, and comfort. In 2019, she was named the Global Head of Styling for Bloomberg Television. Natalie is certified in Image Consulting through the Fashion Institute of Technology. She regularly shares her expertise with corporate groups at major financial institutions, media companies, and news outlets including: Time Out New York, Refinery 29, and NBC News.
    Natalie Tincher
    Style Strategist & Wardrobe Specialist
    Expert Answer
    Try experimenting with different clothing styles and shapes, and see if any appeal to you. Also, create a mood/inspiration board with clothing styles you really like, and use a journal to keep track of which outfits made you feel the best.
  • Question
    How can I tell my mom I need to shave without being embarrassed?
    wikiHow Staff Editor
    wikiHow Staff Editor
    Staff Answer
    This answer was written by one of our trained team of researchers who validated it for accuracy and comprehensiveness.
    wikiHow Staff Editor
    wikiHow Staff Editor
    Staff Answer
    It might seem embarrassing, but your mom probably shaves, too! Just let her know that you've noticed that you have some body hair and you want to shave it off. She can probably get you a razor and even give you some good tips so you don't hurt yourself on your first try.
  • Question
    I wear sweatshirts a lot to school. Is that OK or should I wear something else?
    wikiHow Staff Editor
    wikiHow Staff Editor
    Staff Answer
    This answer was written by one of our trained team of researchers who validated it for accuracy and comprehensiveness.
    wikiHow Staff Editor
    wikiHow Staff Editor
    Staff Answer
    Wearing sweatshirts is fine! If you want to mix it up, try wearing a long flannel or a crewneck to stay warm instead. It's all about what makes you feel comfortable, and if you like sweatshirts, you should wear them.
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About This Article

Natalie Tincher
Co-authored by:
Style Strategist & Wardrobe Specialist
This article was co-authored by Natalie Tincher and by wikiHow staff writer, Hannah Madden. Natalie Tincher is the Owner and Principal Style Strategist of BU Style. With more than 10 years of experience, Natalie specializes in personal styling to reflect clients’ individuality, confidence, and comfort. In 2019, she was named the Global Head of Styling for Bloomberg Television. Natalie is certified in Image Consulting through the Fashion Institute of Technology. She regularly shares her expertise with corporate groups at major financial institutions, media companies, and news outlets including: Time Out New York, Refinery 29, and NBC News. This article has been viewed 717,707 times.
40 votes - 69%
Co-authors: 281
Updated: January 31, 2023
Views: 717,707
Categories: School Fashion
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