Bootcut jeans have their origins in the mid-19th century, when jeans were the primary work pants for laborers. They were cut with a mild flare at the bottom to accommodate work boots. You might think bootcut jeans are for cowboys, but they're actually a fashionable type of jean that makes everyone's legs look good. Though their shape accommodates boys' boots, they look great with all the different footwear boys might do, such as flip-flops and kicks.

Bootcut for All Ages

Bootcut jeans sound like a fashion choice for older boys, but you'll find that thredUP sells bootcut jeans for all ages, including your baby boys. Designers such as the Children's Place make bootcut jeans for toddlers as young as a year old. Your kids will be stylish before they've even started potty-training.

An advantage to buying bootcut jeans for your toddlers is movement. As long as the jeans are the right length, the easy fit and slight flare at the bottom gives little legs plenty of room to move and introduces young kids to how comfortable a great pair of jeans can be. Bootcut jeans for toddlers come with elastic waistbands, making changing diapers and potty-training easier on parents.

Boys young and old will love the boys' jeans you can get from Old Navy at thredUP. Old Navy is famous for its simple, clean style, and its boys' bootcut jeans are no exception.

How to Wear Them

Introduce your kids to boys' bootcut pants to open up a world of jeans fashion and fit. When paired with the right clothes, bootcut pants can look edgier or more laid-back than traditional straight-leg jeans. Bootcut jeans create preppy looks when worn with casual button-downs, polos, or cotton T-shirts. Make sure the fit is looser to achieve a casual yet put-together outfit. To create something edgier, pair fitted bootcuts with biker jackets and leather boots.

The jeans' wash impacts an outfit, too. Dark washes, such as the kind you can find at thredUP from Old Navy, are easy to pair with a button-down and a blazer for a more casual twist on a school dance outfit or a recital ensemble. Lighter washes create an effortless casual look.

Many bootcut jeans come with a slightly worn wash, making them look already broken-in and perfect for everyday wear. These are the best pants a boy can wear to school because they're easy to move in, comfortable for sitting, and go with basically any school shirt in his closet.

thredUP is your resource for pre-loved bootcut jeans that will look great on boys. Get up to 90% off retail prices on famous jeans designers when you shop at thredUP, which parents will especially love because of how fast kids grow. When you see a pair of jeans perfect for your boys, get them. Our stock is one-of-a-kind, which means that once something sells, it's gone.