An Easier Way to Shop for Back to School Clothing


Each year, I take my boys back to school shopping. Although I enjoy spending time with them, the process can be a bit frustrating.

My 7-year old son is fairly easy to shop with. We go to the store, I select several items that I think he’d like, and he chooses his outfits from my selections. He doesn’t even complain that much when I take him to the dressing room to try on the clothes.

My 11-year-old son, on the other hand, is a little more difficult. He was always particular about his clothing, but now that he’s about to go to middle school, he’s even more picky. On previous back to school shopping trips, I’d give my son a budget and tell him to choose items that he liked within that budget. He’d return with a pile of clothing that was way above budget because he never paid attention to the price tags. I’d send him back to try again. When he’d return, I’d have to edit his selections further and recommend other items for his wardrobe such as jeans, polo shirts, button down shirts, and khakis. He’d protest because he only likes to wear t-shirts, hoodies, and shorts. We’d debate our positions for a few minutes and finally compromise.

boys outfit clothing sears

That was the easy part. The hard part was getting him to try on the clothing.

“But I know what size I wear,” he’d protest. “I don’t need to try them on.”

I’ll spare you the gory details of this epic battle. Suffice it to say that we both dread dressing rooms.

From start to finish, back to school shopping with my sons would take several hours – sometimes days.

This year, I decided to make back to school shopping easier by taking advantage of Reserve It at SearsReserve It combines the physical world of shopping – including the ability to touch, feel and try on clothing and shoes – with the digital world of e-commerce that allows you to shop whenever and wherever they want.

boys back to school outfit

The process is simple. Members can log-in to your Shop Your Way account on and select your local Sears store. The assortment of products will automatically update to include items that are in-stock at that store. Click on the product, style and size you want and select “Reserve In Store.” You will receive an email notification to alert you when their products are ready to try on. You’ll then have 48 hours to go to Sears, pick up items at the Reserve It rack (located in the women’s apparel section) and try them on in-store. Then, you  can check out at the register to purchase your selections.

My annual back to school shopping trip was reduced to minutes instead of hours. The boys took turns selecting items on my computer. They were even able to stay on budget because they could tally the costs as they shopped.

My older son, picked a selection of hoodies, jeans, casual shirts, and shorts. My younger son chose, graphic t-shirts, polo shirts, shorts and khakis.

Best of all, we went to the store and the boys tried on the clothing without any argument. Reserve It will be my preferred method of back-to-school shopping from now on.

In addition to Reserve It, Sears has a full suite of convenient integrated retail services like Free Store Pick-up, In-Vehicle Pick-Up and Member Assist. Visit to learn more about these service and to do your back-to-school shopping.


Stay Strong,

mocha dad logo, mochadad




Join the conversation: What is your back to school shopping routine?

Disclosure: This is a sponsored post. All opinions are my own.

About author

Frederick J. Goodall

Frederick J. Goodall is the founder of Mocha Dad - a parenting website focused on fatherhood. He is passionate about parenting and helping men to be great dads, husbands, and role models. You can contact him at or on Twitter at

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