catalogs logo logo

First Day of School Outfits

By Editorial Staff

back to school outfitsby Info Guru Aurora LaJambre

First day nerves creep up on you from kindergarten through high school and even into college.

You’re nervous in part because you want to make a good first impression, and nothing boosts confidence levels like great first day of school outfits. Look for clothes that’ll keep you cool and comfortable and you’ll have no problem standing out.

These top ten outfits include ideas for all ages and styles.

Before you continue reading about the First Day of School Outfits there is a special announcement we would like to share with you. has negotiated special medicare rates for our vibrant community of seniors. If you are over the age of 60, you can head over to our Seniors Health Section which is full of information about medicare. All you need is your zip code and a few minutes of your time to potentially save 100s of dollars on your medicare bills.

Get Free Catalogs When You Sign Up

Don't wait, sign up and get Free Shipping Offers, Discount Codes and lots of Savings Now!

10. Maxi Skirts and Dresses

maxis at Bealls

For some gals, first day of school outfits call for a little drama. Maxi dresses and skirts fall down to your ankles leaving plenty of room to move freely. Keep things from looking too flowy by wearing a maxi with a printed scoop neck tee. Pull your hair back in a chignon or French braid and skip jewelry so the whole ensemble looks simple and carefree.

9. Cardigan with Trousers

 Cardigan with Trousers

A bright cardigan with straight-legged trousers is a stylish student’s closet staple. Make the outfit pop by accessorizing it with a piece of statement jewelry or a vivid backpack. Wear something light and fitted under the cardigan, like a polka dot tee, in case it gets too warm.

8. Belted Plaid Cargo Shorts

 Belted Plaid Cargo Shorts

Girls aren’t the only ones looking to impress from day one. Boys could wear a pair of belted plaid cargo shorts for a relaxed, put together look. Pair them with a solid polo shirt for a preppy finish, or a short-sleeved button down shirt for easy style.

7. Juniper Dress

Juniper Dress

This casual juniper dress with wide stripes can be dressed up with nice shoes and a pretty necklace. Made from a blend of cotton and jersey, the fabric is soft and moves with you while the elastic waist provides structure to complement your shape. Many schools have dress codes that say skirts, dresses and shorts must fall below your fingertips when your arms are straight so avoid dresses that are too short.

6. Fit and Flare Twill Pants

Fit and Flare Twill Pants

A good pair of twill pants is a fantastic choice any day, and a timeless pick for the first day. A fitted waist and flared leg works well with any body type. Khaki looks chic with neutral shirts and tennis shoes, or a bright top will add a funky twist.

5. Go Retro

go retro

Retro style takes on many forms, including cool school girl. Hit up your local thrift shop and start trying on styles you’ve never worn before. A structured 1950s dress with a modern wind breaker can look downright edgy, while a vintage-inspired swishy pleated skirt with your favorite little tee may be just the right answer.

4. Button-Down Shirt with Shorts

button down shirt

A trendy button-down shirt with tailored shorts makes for a classy, toned-down combination. Tuck in the shirt and pull the whole outfit together with a black belt and a cool new back pack.

3. Polo Tee

Polo Tee

Girls and boys alike will feel ready to rule the school in this adorable unisex polo tee. Find a store that will add your monogram or a cute animal icon in place of the typical horse. The neutral or pastel top goes with just about any bottom you pair it with from a skirt or jeans, to khakis.

2. Go Nautical

Go Nautical

Whether you’re returning from a summer at the beach or longing for just one more swim in the pool, nautical-inspired first day of school outfits will help curb any classroom reluctance. Sport a classic white and navy blue scoop neck ¾ inch-sleeve top with a cute mini skirt or dark denim pant and ballet flats.

1. Bright & Organic Graphic Tee

frog t shirt

Popular Savings Offers

Show your eco-conscious silly side with a bright graphic tee and a solid skirt or jeans. Most regions are still fairly warm when school starts back up so a lightweight fitted tee shirt is perfect. Fun clothes feel good to wear and convey a friendly message to those who don’t know you yet.


Top Deals

See All

Recent Posts

Get Free Catalogs When You Sign Up

Don't wait, sign up and get Free Shipping Offers, Discount Codes and lots of Savings Now!


Saving Tools

Follow Us


Since 1996, has been considered the web's catalog shopping authority. Our trends experts have carefully reviewed thousands of catalogs and online stores and have featured only the most respected, distinctive, and trusted ones. From popular favorites to new discoveries, you'll shop and save with exclusive coupon codes!

Invitations for applications for insurance on are made through QuoteLab, LLC and Submission of your information constitutes permission for an agent to contact you with additional information about the cost and coverage details of health and auto insurance plans. Descriptions are for informational purposes only and subject to change. Insurance plans may not be available in all states. For a complete description, please call to determine eligibility and to request a copy of the applicable policy. is not affiliated with or endorsed by the United States government or the federal Medicare program. By using this site, you acknowledge that you have read and agree to the Terms of Service and Privacy Policy.