Buying clothes for your little ones can be a challenge—and it can be especially tough when it comes to undergarments. No matter if you're looking for briefs, boxers, or performance underwear for boys, we've got you covered. Learn more about our top five favorite styles and see which one best suits your child's needs and style. Hanes Boys’ Comfort Flex Fit Sport Ringer Boxer Briefs A Classic Set That Will LastA seven-piece set that will get you through the whole week.Best OverallFind on Amazon This seven-piece set is a mix of solids and prints to give the ultimate variety. Made from cotton, the fabric is breathable and comfortable to wear, and also easy to wash. The briefs feature an elastic waistband and contrast stitching to add a touch of style, and the tagless design is made for total comfort. Pros: Set of seven Tagless Machine washable Cons: Only boxer brief styles Under Armour Boys’ Performance Boxer Briefs Boxer Briefs Designed for Athletic ActivitiesThis performance style keeps them comfortable, even when working up a sweat. Most SportyFind on Amazon This polyester and spandex style is designed for peak comfort. The slimmer, athletic cut is designed to allow full range of movement, and the breathable fabric helps wick away sweat and moisture. The two-pack set also gives you added variety. Pros: 4-way stretch fabric Moisture-wicking material Slimmer cut Cons: Set only includes two Marvel Hero Toddler Boy Briefs in 7pk A Weekly Set With Their Favorite SuperherosAdd a bit of fun to every morning with this Marvel brief pack.Most PlayfulFind on Amazon This superhero pack provides one pair for every day of the week. The brief style is adorned with different Marvel superheroes and made from 100% cotton for both style and function. The elastic style is easy to pull on, and the tagless design is comfortable for all-day wear. Pros: Set of 7 100% cotton Machine washable Cons: Toddler sizing only Pmzrao Boys’ Seamless Comfort Boxer Brief Underwear Black Simple and Classic Boxer Briefs for Everyday WearThis straightforward and simple style is easy to wear again and again. Most TraditionalFind on Amazon This sleek black style is ideal for everyday wear. The nylon and spandex blend ensures full range of movement and the seamless design guarantees ultimate comfort. The pull-on brief is easy to get on and off, and the elastic waistband won’t dig in or ride up. Pros: Set of 3 Pull-on style Machine washable Cons: Black only Hanes Boys’ X-Temp Breathable Mesh Boxer Brief 4-Pack Made With Mesh For Ultimate BreathabilityThis unique style delivers coolness and comfort all day long. Most BreathableFind on Amazon This set of four boxer briefs is made from a unique mesh material that prioritizes breathability. The 100% polyester fabric helps the body adjust its temperature during activity to keep them cool and dry. The mesh fabric is also designed for peak moisture-wicking, making them the perfect option for sports or a day of running around. The pull-on style is also tag-free to prevent any itchiness or irritation. Pros: Set of 4 Breathable mesh fabric Tagless design Cons: Only boxer brief styles Frequently Asked Questions What type of underwear do boys wear? There are many different styles of underwear for boys. Depending on their preference and age, they can wear briefs, boxers, boxer briefs, or several other styles. How do I know what size underwear to buy? Like with all garments, the best way to know the correct size is to take measurements. Measure the waist and take a weight measurement to help guide you when it comes to sizing. Most size charts will also provide you with the specific measurements you need for that brand. What age should a child start wearing underwear? Typically, children start wearing underwear once they are out of diapers. Usually, this is around two or three years old.