We have found the best underwear for little and big boys. These styles have the best reputation for feeling great on the skin, for not riding up, and for being soft. We also discovered a few great organic cotton children’s undies and options that work well for kids with sensitive skin in both boxers and briefs.
Since comfort is what it’s about when it comes to underwear, the designs we have found are all ultra-comfy, yet also durable, excellent quality, and good value. Scroll down to find out what the best underpants for boys of all ages are.
Gap Kids Solid Briefs
Gap is one of the best places to find a variety of soft, good-quality options that come in a wide range of colors, patterns, or plain styles. One of their most popular designs for boys is Gap’s Solid Briefs that comes in a 4-pack. These are made from finely ribbed cotton, so they are soft and comfy to wear.
Since there are no graphics on the undies, these are an excellent choice for kids who are over the brightly colored, patterned fabrics and want something a little more “grown-up” looking. They have an elastic Gap logo waistband, and you can get them in a few basic colors.
The best feature of these briefs is the excellent fabric that is soft, not too thin, or scratchy. If you are looking for great basics, these are well made, hold up well to washing, and are super comfy.
Tucker + Tate 5-Pack Trunks that you can find at Nordstrom are a slightly higher-end pick that is pretty popular for the price range. They come in a few colors and pattern options in comfy stretch cotton that is 95% cotton and 5% spandex.
Some families love the Tucker + Tate kid’s underwear so much they are the only thing they buy from as soon as they have completed potty training well up into their child’s teen years. Trunk styles are very comfortable for most boys; they don’t run into any constricting feeling on the leg opening that you can sometimes get with briefs, and they aren’t so long as men’s styles of boxer briefs that might cause bulking up in the leg area.
The cotton on these trunks is very soft, and they have a comfy waistband that won’t dig into your child’s midsection. These are a great, high-quality pick that holds up well to wear, and that comes in fun colors and patterns.
Trimfit Boys Soft 100% Cotton Tagless Briefs (8-Pack)
If you are looking for an excellent budget option, you may want to have a look at the Trimfit Boys Soft 100% Cotton Tagless Briefs that come as an eight-pack. These are made from a soft and comfy 100% cotton fabric. These undies are known for being well made, good quality, and super soft.
They also come in quite vibrant colors with a few different patterns thrown into the pack. If you are looking to avoid styles with characters on them, but you still want them to be appealing to younger kids, these are a good choice. Parents love the thickness and durability of the cotton and find the waistband to stay up well without leaving any marks or lines.
For parents who are looking for organic cotton options, PACT is a great brand to start with. They offer a boxer brief 4-pack that comes in a variety of colors with a few fun patterns to keep things interesting.
The fabric is a soft, breathable organic cotton that is GOTS certified and is made in a Fair Trade Certified™ Factory. The waistband is designed to be comfy with a no-roll elastic, they are tagless, and don’t have any seams at the back.
The cotton has been prewashed, so you shouldn’t have any issues with shrinkage with this style. Some people find these shorts to run a little small so you may need to size up if you are interested in these boxer briefs.
Another excellent place to find good organic underwear for kids is at Hanna Andersson. They have lots of options, but a good one to start with for your boy is the Classic Briefs 3 Pack. They come in organic cotton that is rib-knit and are designed to be comfy with smooth flatlock seams.
What is interesting about this style is that there is no exposed elastic. The elastic is all covered by the cotton fabric, so if you have a child who doesn’t like the feel of elastic on their skin these are a great design to consider.
The cotton has STANDARD 100 by OEKO-TEX® certification, so it doesn’t contain any harmful to your health chemicals.
A great place to find fun, high-quality basics for kids is at Boden. The Boden kid’s clothing line is known for its bright colors and graphics, so they have some pretty cute options, including these 5 Pack Boxers in a Multi Stripes pattern.
The pattern is cool and funky and perfect for any stylish boy. The cotton is a lovely thick, soft jersey cotton with a super soft waistband. Boden’s underwear tends to be outstanding quality and holds up well to wash and wear.
Primary is also an excellent retailer that sells kids’ basics in good quality fabrics and fun, bold colors. They don’t have a huge selection of underwear, but their Classic Brief 3-Pack is well worth a look. They are 95% cotton and 5% spandex, so they have a little bit of stretch to them, and the spandex will help stop the briefs from stretching out too much.
The fabric is also OEKO-Tex Standard 100 certified so parents can feel good that their children won’t be exposed to harmful chemicals against the skin. Overall these undies are nicely made, come in great colors, and are super soft.
Hanes Tagless ComfortFlex Waistband Boxer Briefs, 10-Pack
The Hanes Boys Tagless ComfortFlex Waistband Boxer Briefs are a fantastic budget option that comes in a 10-Pack of assorted colors to give your boy a nice variety of choices. The fabric is good quality, lightweight yet durable, and comfy. The comfort flex waistband is reportedly very soft with an excellent stretch to it, so it doesn’t feel tight on the waist.
The Children’s Place is another excellent children’s store to find decent quality underwear for a great price. They have lots of options, but if you are looking for a great value multi-pack brief they have a popular option that comes in a 10-pack that is a great choice.
These are made from a soft 100% combed cotton and have an elasticized waistband that features a video game theme. The soft and thick cotton has been prewashed so they won’t shrink. The other great thing about this brief is that it maintains its shape, and the waistband keeps its elasticity well.
Arizona Little Kid / Big Kid Boys 7 Pair Boxer Briefs
Arizona’s Little Kid / Big Kid Boys 7 Pair Boxer Briefs are a great boxer brief that you can find at JC Penny. They aren’t 100% cotton but are a 60% cotton and 40% polyester blend. A lot of parents prefer cotton for underwear since they are very breathable, but polyester can be a great addition to a fabric blend since it can add a level of softness. This is what is happening with these shorts since they are soft to the touch, which makes them pleasant to wear.
The waistband also has a good stretch to it, and they are tagless. They are inexpensive, come in a nice mix of straightforward and fun patterns, and are generally an all-around great deal.