Back to School Outfit Ideas For Boys

Back to School Outfit Ideas For Boys

“This post is sponsored by Everywhere Agency on behalf of OshKosh B’gosh; however, all thoughts and opinions expressed are my own.”

Back to School Outfit Ideas For Boys

Back to School Outfit Ideas For Boys

Nothing signals the last days of summer like the return of school for our boys. Back-to-school also means shorter days, cooler temperatures, tighter schedules and more productivity for me (I hope).

Although I am over the moon with the boys being back in school, I’m not a huge fan of the process of getting them prepared to be their absolute best for the coming school year. I make a checklist to ensure I don’t forget one single thing!

Eye appointments, ever since the twins both started wearing glasses it is crucial that before they sit inside anyone’s classrooms they get those eyes checked and their optometrist eyeglass prescriptions updated.

Then there’s school supplies, backpacks, haircuts, shoe shopping (I can’t believe how much our boys have grown this summer!), and finally, shopping for clothes! Since I have all boys I thought I was safe from the long and drawn out nightmare I thought shopping for girls would have been. Now, I am not so sure. These boys of mine are very particular when it comes to the style of clothes they want.  Zayd’n goes to a school where uniforms are mandatory, but that doesn’t stop his style.  He is without a doubt the most persnickety fashion conscious kid ever! But I have to admit this kid has great fashion instincts, and although I have the final say on what he ultimately gets he picks out some very nice outfits.

Back To School Outfit Ideas for Boys

When the kids were little, I loved shopping at OshKosh B’Gosh! However, they quickly grew up and we could no longer shop there (so I thought). I recently discovered OshKosh B’Gosh added a size 14 to their stylish line of clothes. OMG, YES!

Back To School Outfit Ideas for Boys

Our youngest and I really like their style. Most people still think of OshKosh B’Gosh is a place to get bib overalls but let me take a second or two and set the set the record straight. OshKosh B’Gosh is stocked floor to ceiling with high-quality and very modern selections.

Back To School Outfit Ideas for Boys

On our way to Jekyll Island (Georgia), we stopped by OshKosh, and I let Zayd’n pick out a few outfits. I have to admit, he did a pretty fantastic job pairing his outfits together.

Zayd’n is sharing a few of his tips to have a successful school year and dressing in style:

  1. Always be yourself.
  2. Find good friends.
  3. Be respectful to the teacher and staff.
  4. Be loyal and kind to your peers.
  5. Try to look your best.
  6. Make sure you dress yourself.
  7. Shop online or go to Osh Kosh B’Gosh for stylish ideas.
  8. Make sure you have some nice shoes (and don’t get them dirty).
  9. Be careful of who you trust and hang around.
  10. Keep yourself smelling fresh.
  11. Have a positive attitude and don’t let people get to you.

Psst, keep scrolling through these awesome pictures for a coupon code and a chance to win a $50 Osh Kosh B’Gosh Gift Card!


Back To School Outfits for Boys

Just look at him! Isn’t he so handsome and his back-to-school clothes look totally amazing! Wouldn’t you agree?

Back To School Outfits for Boys

Back To School Outfit:


Back To School Outfit Ideas for Boys

Back To School Outfits for Boys

Additional outfit ideas:

Back To School Outfit Ideas for Boys

Back To School Outfit Ideas for Boys

Back To School Outfit Ideas for Boys

Back To School Outfits for Boys

  1. Plaid Button Front Shirt, Red/Blue — $15.00
  2. Plaid Button Front Shirt, Blue/White — $15.00
  3. Raglan Logo Tee — $5.00
  4. 2-Pocket Denim Shirt — $12.00
  5. Hooded Colorblock Tee — $13.00
  6. Slim Chambray Chinos — $17.00
  7. Slim Slouch Uniforn Twill Pants, Blue — $17.00
  8. Slim Slouch Uniforn Twill Pants, Khaki — $17.00
  9. Cargo Jogger Pants — $15.00
  10. Faded Bootcut Jeans — $10.00
  11. Quilted Puffer Vest — $17.00
  12. French Terry Shawl Collar Cardigan — $19.00
  13. Boat Shoes — $19.00
  14. High Top Sneakers — $19.00
  15. Striped Bow Tie — $6.00
  16. Casual Buckle Belt — $7.00

Back To School Outfit Ideas for Boys

Do you have some school shopping still left to do for your kids?



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  1. shelly peterson
    September 3, 2016

    I like to spend time shopping with my son and picking him out new clothes for school. I also like that I have some peace and quite at home again.
    cshell0909 at aol dot com

  2. Nichole Furlong
    September 4, 2016

    My favorite things about back to school is the shopping and getting to relive the back to school excitement I felt when I was little – and of course the thought of my daughter going back to school is nice, I love her to death but good grief she talks a lot! Looking forward to a little bit of quite time! 😉

  3. September 4, 2016

    We homeschool so my favorite thing about back to school is that I don’t have to buy a TON of clothes for my kids to wear 🙂

  4. September 6, 2016

    What a handsome guy! I really love his back to school tips and I agree with number 1, and all the rest will fall into line.

  5. mami2jcn
    September 7, 2016

    Back to school shopping is my favorite part.

  6. September 8, 2016

    My favorite thing is that I don’t have to deal with it anymore. 🙂 BUT I’ve always loved Osh Kosh clothes for the style and durability. I’d love to win a gift card so I could pick up some cute things for my nephew.

  7. Ann Tower
    September 8, 2016

    My favorite thing about back to school is student orientation day. Students get their schedule on this day, which is about a week before school starts. They can walk around in the hallways and locate their classes, meet their teachers, and locate their new locker.

  8. kedia baltimore
    September 8, 2016

    i can say i enjoy catching all the great deals on school supplies. another thing is my daughter is going to a new school this year

  9. Evangeline B
    September 9, 2016

    What I love most even since I was a kid with my mom is back-to-school clothes and shoes shopping. My mom would set aside money or fund months ahead so there really is a budget for this. It’s a big deal for my her for us to have new clothes especially on first day. I do the same now that I am a mom. First day or first week of school is always special, so I take my child to buy clothes (her first year going). It’s a great memory and bonding time too.

  10. Lisa
    September 12, 2016

    I love starting the school year fresh with new fall looks. I feel that it sets the stage to enter the year confidently.

  11. Danielle Parham
    September 18, 2016

    The best thing about back to school time is clothing shopping, and trying to find the best deals 😉

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