Back to School Outfit Ideas For Boys

Send your boys back to school in style. Check out these Back to School Outfit Ideas For Boys and get them ready for a new school year in style. 

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.

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!

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 record straight. OshKosh B’Gosh is stocked floor to ceiling with high-quality and very modern selections.

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!

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 Outfit for boys:

• Plaid Button-Front Shirt
• Slim Slouch Chambray Chinos 
• French Terry Shawl Collar Cardigan
• Casual Buckle Belt 
• Striped Bow Tie

Additional outfit ideas:

• Plaid Button-Front Shirt 
• Quilted Puffer Vest
• Slim Slouch Chambray Chinos 

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 Uniform Twill Pants, Blue — $17.00
8. Slim Slouch Uniform 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

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

Mix & Match Fall Fashion Ideas for Middle School Boys

It’s Fall and back to school time. I know for my boys, they love easy and simple. And I love that about them. However, my youngest insists on being stylish. He thinks he’s really cool.

If you’re into easy, simple and budget-friendly boy clothes, then I have some outfit ideas to check out from Target! This is a great way to buy only a few sets of outfits and play around with the patterns, colors and clothes to come up with 15 different outfits.

*note: prices may change over time (pricing correct at the time of this posting)

Cherokee Jeans — $10.00

Cherokee Chino Pants, Gingerbread — $12.74

Cherokee Chino Pants, Galaxy — $12.74

Denizen Jeans — $16.49

Cherokee Button Down Shirt — $11.24

Cherokee BB Sweatshirt — $11.24

Cherokee Denim Shirt — $14.99

Circo Long Sleeve T-Shirt — $4.50

Transformers Graphic Tee — $6.75

Cherokee Sweatshirt Hoodie — $12.74

Quilted Bomber Jacket — $22.49

Faxon Sneakers, Grey — $17.24

C9 Champion Athletic Shoes — $18.74

Find more back-to-school resources below:

School Lunch Ideas For Kids + Teens [ Lunch Ideas at Home]

101 Guide For High School Senior Pictures

Back To School Essentials For Middle School

How To Handle The Back To School Chaos Like A Boss