Back-to-school shopping is exciting, but after roaming the malls or clicking for hours online without finding exactly what you were looking for, it can become an unpleasant chore. With the new school year here, it’s an opportunity to get that first day of school outfit just right. It can restart fresh organizational routines, and can even open the door for conversations about prepping the night before, keeping up with homework, and creating a calm environment at home.
PHOTO: Kidpik
If you’re looking to simplify the hectic back-to-school routine, here are a few easy suggestions:
Embrace Mix-and-Match Styles
One of the easiest ways to streamline getting dressed in the morning is by building a wardrobe full of mix-and-match pieces. When his clothes can easily coordinate with each other, he gets the freedom to pick his favorites, and you get peace of mind knowing he’ll look great no matter what combination he chooses. This kind of wardrobe not only saves time but also reduces morning stress, boosts his confidence, and lets him start each day on a positive note. Bonus: You can say goodbye to the daily nagging about outfits and focus more on enjoying the morning routine. A brand that does this extremely well is Kidpik. They are known for high quality, loads of comfort, and on trend styles that easily mix-n-match.
Keep Up with the Trends
Staying on trend doesn’t have to be complicated. This fall, it’s all about casual, comfortable pieces that have a little extra edge. Boys’ fashion this season is embracing:
- Oversized plaid shirts perfect for layering over soft t-shirts
- Denim with stretch—as comfy as sweats, in a variety of washes and colors
- Graphic t-shirts that show off personality and make a statement
- Easy-to-wear footwear that complements outfits and makes getting ready a breeze
- Retro-inspired styles with modern updates that feel fresh and fun
PHOTO: Kidpik
Focus on Convenience
Let’s face it—most boys aren’t thrilled by the idea of visiting multiple stores, trying on endless outfits, and waiting in line. That’s why convenience should be at the forefront of your back-to-school shopping strategy. Subscription boxes are a game-changer in this department. With a quick style quiz, you can find out what he likes, and soon after, a box of personalized clothes arrives right at your door. No stores, no lines, and no stress. This method not only saves time but also sets a positive tone for the school year ahead.
Try On at Home, Hassle-Free
One of the best things about subscription boxes is the ability to try on clothes at home. In a comfortable environment, he can experiment with his new outfits without the pressure of being in a store. Plus, most services offer a week to decide, so he can try things on more than once to make sure everything fits and feels right. If something doesn’t work, returning it is a breeze—just pack up the items in a prepaid bag and drop it in the mail. Trying clothes at home helps avoid meltdowns and allows for a more relaxed approach to back-to-school shopping.
Keep It Flexible
Subscription services aren’t just about convenience—they also offer flexibility. You can adjust the frequency of deliveries based on what works for your schedule. Whether you prefer monthly, seasonal, or on-demand shipments, you have the control. Some services even offer rewards programs, so the more you shop, the more perks you can unlock, like free apparel in future boxes.
Back-to-school shopping doesn’t have to be overwhelming or stressful. By focusing on mix-and-match styles, staying on trend with practical pieces, and embracing convenient options like at-home try-ons and flexible deliveries, you can make the experience easier and more enjoyable for both you and your child.
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