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7 Best Underwear for Toddler Boys (2022 Reviews)

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When your little boy is ready to say goodbye to diapers, or simply looking for a new style of briefs, choosing the perfect toddler underwear can be overwhelming with the infinite number of options available. Finding a pair of underwear that your toddler not only loves but can put on and take off himself is important.

This selection of underwear for toddler boys includes both brief and boxer brief styles, as well as tagless options in a variety of fun patterns. Made from soft, natural ingredients with organic options, your tots will be eager to say goodbye to diapers and sport their new undergarments. Whether you’re looking for a pair or two or a multipack with enough underwear for the week, these styles have you and your little one covered.

The Best Underwear for Toddler Boys

  • 1. Boboking Cotton Toddler Underwear

    (Best designs — $)

    Why it’s great: With over a hundred different colors and patterns to choose from, your little boy will be eager to wear the underwear that suits his likes and interests. Made from 100% cotton and machine washable, these briefs are not only soft and comfortable but also easy to clean. Designed to be breathable and cover your toddler’s entire backside, Boboking 100% Cotton Little Boys Briefs Underwear is both functional and fun.

    Keep in mind: Some of the darker colors may fade in the wash over time, but this does not impact use. Using a gentle laundry detergent may help prevent this.

    Good for: Toddler boys who like a lot of options when picking out the color and pattern of their underwear.

  • 2. Family Feeling Cotton Boxer Briefs ( 6 Pack)

    (Best boxer brief style — $$)

    Why it’s great: With a forgiving elastic waistband and U-type double-layer crotch design, Family Feeling 6 Packs Little Boys’ Cotton Boxer Briefs are extremely comfortable for active little ones. Made from 100% cotton, these boxer briefs can be put in the washing machine with like colors and tumble dry on low. The packages of six contain fun, bright prints as well as classic neutrals that appeal to nearly all toddler boys’ preferences.

    Keep in mind: Made from 100% cotton, these boxer briefs may shrink when in the dryer. Opt to order a size up or air dry.

    Good for: Toddlers who prefer boxer briefs over briefs.

  • 3. Simple Joys by Carter’s Boys’ 8 Pack Underwear

    (Best neutral colors — $$)

    Why it’s great: The soft, neutral colors of the Simple Joys by Carter’s Boys’ 8 Pack Underwear means no outlandish patterns will show through clothing. The easy, stretchy waistband makes it simple for little ones to put their underwear on and take it off independently. The tagless style provides even more comfort by eliminating any cause for skin irritation.

    Keep in mind: These underwear run on the larger side, specifically in the leg area. Opt to size down if between sizes.

    Good for: Parents and toddlers who prefer neutral-colored underwear that won’t show through clothing.

  • 4. Marvel Hero Toddler Boy Briefs in a 7 Pack

    (Best option for each day of the week — $)

    Why it’s great: With seven pairs of briefs in a pack, your tot will have a clean pair for each day of the week. The engaging and bright prints of the Marvel Hero Toddler Boy Briefs in a 7 Pack, guarantees your toddler will be excited to put these on each morning. The 100% combed cotton fabric is soft and comfortable for active little boys and is easy to care for in the washing machine.

    Keep in mind: These briefs run small, so be sure to go up a size if between sizes.

    Good for: Parents who want a multipack of underwear for their toddler boy that provides enough pairs to last an entire week.

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  • 5. Fruit of the Loom Boys’ Tag Free Cotton Boxer Briefs

    (Best tagless option — $)

    Why it’s great: Without an itchy tag on the waistband, your toddler will love these comfortable and functional boxer briefs. Plus, the flexible waistband is easy for little hands to maneuver. The assortment of solid colors and prints will please both littles and their parents. Made from 100% cotton and machine washable, the Fruit of the Loom Boys’ Tag Free Cotton Boxer Briefs are a breeze to wash and dry.

    Keep in mind: The solid colors and patterns are made from 100% cotton, but the heather gray color has a blend of cotton and polyester.

    Good for: Toddlers who are bothered by a tag.

  • 6. Paw Patrol Boys’ Underwear Multipacks

    (Best budget option — $)

    Why it’s great: With numerous pairs in a pack, the Paw Patrol Boys’ Underwear Multipacks are an excellent inexpensive choice for toddler boys’ underwear. The endearing cartoon designs are sure to include your little boy’s favorite characters, and the bright colors offer something new and different to be worn each day. Machine washable and made from 100% combed cotton, these briefs are the perfect option when you want to own enough spare pairs that your child is never without clean underwear.

    Keep in mind: The multipack includes mostly printed pairs of underwear, however, some of the multipacks include a solid color with only a small design.

    Good for: Parents looking for quality underwear for their toddler boy while sticking to a budget.

  • 7. City Threads Boys’ 100% Certified Organic Cotton Briefs Underwear

    (Best organic option — $$$)

    Why it’s great: Made from 100% certified organic cotton and dyed with non-toxic coloring, these briefs are pesticide-free, insecticide-free, and fire retardant-free. City Threads Boys’ 100% Certified Organic Cotton Briefs Underwear provides a super soft ribbed weave that offers a natural stretch for ultimate comfort. The high-quality stitching means these briefs are long-lasting, even with numerous runs through the washing machine.

    Keep in mind: The high-quality stitching can be rough on those with sensitive skin. Running it through the washing machine can help soften the tough thread.

    Good for: Parents who prefer to have their little ones wear organic clothing.

Best Overall

The Boboking Cotton Toddler Underwear is our overall top recommendation. It's the highest quality product we have found with the most affordable price making it the best value on our list..

FAQs about Best Underwear for Toddler Boys

  • 1. What should I look for in underwear for toddler boys?

    When looking to purchase underwear for your toddler boy, determine if he prefers the brief or boxer brief style. Look for soft, comfortable fabrics, as well as an elastic waist to guarantee a perfect fit. Find a pattern that speaks to your little one to encourage him to wear his briefs every day.

  • 2. When should I switch my toddler to underwear?

    Once you begin potty training your toddler, you can make the switch over to underwear during the day. Since naptime and nighttime accidents may still occur, you can still opt to use diapers during sleeping windows. For many children, potty training can be anytime between two and four years of age, but it’s not unusual to be outside of this window either. Providing your toddler with the authority to choose his own underwear can help support your potty training journey.

  • 3. Should I opt for briefs or boxer briefs for my toddler?

    Whether you opt for briefs or boxer briefs will depend entirely on your toddler’s comfort. Boxer briefs provide a more shorts-like style, while a brief style is less bulky and only covers the behind.

  • 4. How many pairs of underwear do I need for my toddler?

    To ensure your little one is always covered, opt to have at least one pair of underwear for each day of the week. Since accidents can still occur at this age, be sure to have a clean pair handy both at home or when out and about.

  • 5. How do I care for my toddler’s underwear?

    Most toddler underwear is machine-washable and can be treated for stains. Be sure to check the specific brand’s care instructions to help keep your little one’s underwear in good condition. Take note that some 100% cotton underwear options may shrink slightly when exposed to high heat. Opt to air dry if that’s a concern.


Allowing your toddler to pick out his own underwear is a great way to provide him ownership as he gets older. Luckily, these toddler underwear selections designed for boys are sure to please both you and your little one. Whether you’re looking for an organic option free from harmful dyes, or a fun pattern with your toddler’s favorite characters, you’re sure to find a style that works for your child. With extra-soft fabric and comfortable elastic waists, your little boy will be eager to wear his new briefs or boxer briefs.