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Top TomboyX Deals for September 2025

The biggest price drops from TomboyX over the past 30 days. Use the available coupon codes at checkout for even more savings.

Cotton Boxer Short - Retro Rainbow Stripe

Relax in style with our Cotton Boxer Short featuring the playful Retro Rainbow Stripe pattern. These laid-back shorts upgrade classic boxers with extra softness and stretch from a 95% cotton and 5% spandex blend. The relaxed fit provides full coverage for lounging, sleeping, or layering under your favorite pants. Practical features include a functional fly and side pockets for keeping small essentials close. The elastic waistband with soft interior prevents irritation during all-day wear. Fit-tested on various body types, these boxer shorts offer the comfort TomboyX is known for in a versatile style that works for multiple occasions. Machine wash cold and tumble dry low for easy care that maintains the vibrant stripes. Whether you're enjoying a lazy weekend or need comfortable sleepwear, these boxer shorts deliver both style and substance with their cheerful design and reliable comfort.
$40.00
$19.9750% OFF

Cotton Boxer Short - Rainbow Knit

Experience laid-back comfort with our Cotton Boxer Short in the cheerful Rainbow Knit pattern. These versatile shorts blend the classic boxer silhouette with upgraded softness and stretch from a 95% cotton and 5% spandex blend. The relaxed fit provides full coverage for lounging, sleeping, or layering, while practical features include a functional fly and side pockets for convenience. The elastic waistband with soft interior ensures all-day comfort without irritation. Fit-tested on various body types, these boxer shorts deliver the reliable comfort TomboyX is known for in a style that works for multiple occasions. Machine wash cold and tumble dry low for easy care that maintains the vibrant knit pattern. Whether you're enjoying a quiet day at home or need comfortable sleepwear, these boxer shorts offer both style and substance with their colorful design and everyday practicality.
$40.00
$19.9750% OFF

Boy Shorts - Retro Buds

Say hello to our wedgie-free wonder and our most popular silhouette. It’s full coverage for your cheeks. Our supersoft cotton blend gives just a hint of stretch and makes sure you stay comfy, while our signature stay-put waistband keeps it together without pinching or riding up. Fit-tested on a variety of body types Signature stay-put silky soft black tomboyx waistband 95% OEKO-TEX Certified cotton, 5% spandex Smooth, durable flatlock seams won’t irritate or chafe Mid rise fit, 2.5” inseam Machine wash cold, tumble dry low
$26.00
$16.9735% OFF

Boy Shorts - Rainbow Knit

Say hello to our wedgie-free wonder and our most popular silhouette. It’s full coverage for your cheeks. Our supersoft cotton blend gives just a hint of stretch and makes sure you stay comfy, while our signature stay-put waistband keeps it together without pinching or riding up. Fit-tested on a variety of body types Signature stay-put silky soft black tomboyx waistband 95% OEKO-TEX Certified cotton, 5% spandex Smooth, durable flatlock seams won’t irritate or chafe Mid rise fit, 2.5” inseam Machine wash cold, tumble dry low
$26.00
$16.9735% OFF

Tucking Cheeky Hipster - Aruba Blue

Our Tucking Hipster delivers a safe, comfortable “soft tuck” via gentle compression and snug dimensions. Built in double-layered interlock polyester with one-way stretch and an extra layer of compressive mesh to hold everything in place, plus covered elastic at the leg holes guarantees all-day security. Antibacterial, odor-resistant fabric treatment ensures freshness, and less coverage in the back means a less visible line under your clothes. Fit-tested on all body types, sizes XS-4X 100% OEKO TEX certified polyester Fold-over elastic on leg openings secures fit Antibacterial, odor resistant, breathable, and moisture wicking Machine wash cold, tumble dry low
$32.00
$21.9731% OFF

Boy Shorts - Rainbow Phoenix

Say hello to our wedgie-free wonder and our most popular silhouette. It’s full coverage for your cheeks. Our super soft cotton blend gives just a hint of stretch and makes sure you stay comfy, while our signature stay-put waistband keeps it together without pinching or riding up. Fit-tested on all body types Signature stay-put silky soft black waistband 95% OEKO-TEX Certified cotton, 5% spandex Smooth, durable flatlock seams won’t irritate or chafe Mid rise fit, 2.5” inseam Machine wash cold, tumble dry low
$26.00
$18.9727% OFF

Iconic Briefs - Art Deco Star

We’ll keep it brief - these are classic for a reason. Our supersoft, extra-breathable cotton blend is paired with a cut that won’t ride up or let you down. That’s why we think our full-coverage brief is an everyday hero. Fit-tested on all body types Signature stay-put silky soft waistband 95% OEKO-TEX Certified cotton, 5% spandex Smooth, durable flatlock seams won’t irritate or chafe Low rise fit Machine wash cold, tumble dry low
$26.00
$18.9727% OFF

Iconic Briefs - Caribbean Sea

We’ll keep it brief - these are classic for a reason. Our supersoft, extra-breathable cotton blend is paired with a cut that won’t ride up or let you down. That’s why we think our full-coverage brief is an everyday hero. Fit-tested on all body types Signature stay-put silky soft waistband 95% OEKO-TEX Certified cotton, 5% spandex Smooth, durable flatlock seams won’t irritate or chafe Low rise fit Machine wash cold, tumble dry low
$26.00
$18.9727% OFF

Iconic Briefs - Rainbow Phoenix

We’ll keep it brief - these are classic for a reason. Our supersoft, extra-breathable cotton blend is paired with a cut that won’t ride up or let you down. That’s why we think our full-coverage brief is an everyday hero. Fit-tested on all body types Signature stay-put silky soft waistband 95% OEKO-TEX Certified cotton, 5% spandex Smooth, durable flatlock seams won’t irritate or chafe Low rise fit Machine wash cold, tumble dry low
$26.00
$18.9727% OFF

4.5" Trunks - TENCEL™ Modal Petal Pizzazz

Our classic gender-neutral boxer brief, now as soft as a kitten. Made from the soft, sustainable TENCEL™ Modal, our boxer brief gives you full coverage, a soft stay-put waistband, and the feeling of wearing nothing at all with the security of wearing the best. Fit-tested on all body types Signature stay-put silky soft waistband Sustainably sourced from renewable beechwood trees Mid rise, 4.5" inseam 95% TENCEL™ Modal, 5% spandex Highly stretchy to accommodate different body types Smooth, durable flatlock seams won’t irritate or chafe Machine wash cold, tumble dry low
$34.00
$24.9727% OFF

4.5" Trunks - Catwalk

You’ve never seen a trunk like this - the first and the best gender-neutral classic just for you. Somewhere between a short and a brief, our 4.5” trunks are everything you need. Made with supersoft cotton blend that gives just a hint of stretch and makes sure you stay comfy, while our signature stay-put waistband keeps it together without pinching or riding up. Fit-tested on all body types Signature stay-put silky soft waistband 95% OEKO-TEX Certified cotton, 5% spandex Smooth, durable flatlock seams won’t irritate or chafe Mid rise fit, 4.5” inseam Machine wash cold, tumble dry low
$32.00
$23.9725% OFF

4.5" Trunks - Rainbow Pride Stripes

We took a classic and made it into a tomboyx icon, the first truly gender-neutral boxer brief. These essential tomboy trunks pair quality cotton with just the right amount of stretch for a smooth, body-hugging fit. (Now in technicolor.) Fit-tested on all body types and all our sizes. Signature stay-put silky soft waistband 95% OEKO-TEX Certified cotton, 5% spandex Smooth, durable flatlock seams won’t irritate or chafe Mid rise fit, 4.5” inseam Machine wash cold, tumble dry low
$32.00
$23.9725% OFF

6" No Fly Boxer Briefs - Wavelength

Finally! We borrowed all of the things that you love in our briefs and rolled them into one perfect pair - for those of us who want a little bit of everything. These briefs feature our signature flat-front, wrapped-for-comfort design with a shorter 6" inseam. The supersoft cotton blend gives just a hint of stretch to make sure you stay comfy, while our signature stay-put waistband keeps it together without pinching or riding up. Fit-tested on all body types Signature stay-put silky soft waistband 95% OEKO-TEX Certified cotton, 5% spandex Smooth, durable flatlock seams won’t irritate or chafe Mid rise fit, 6" inseam Machine wash cold, tumble dry low
$32.00
$23.9725% OFF

Iconic Briefs - Pride Rainbow Dragon

We’ll keep it brief - these are classic for a reason. Our supersoft, extra-breathable cotton blend is paired with a cut that won’t ride up or let you down. That’s why we think our full-coverage brief is an everyday hero. Fit-tested on all body types Signature stay-put silky soft waistband 95% OEKO-TEX Certified cotton, 5% spandex Smooth, durable flatlock seams won’t irritate or chafe Low rise fit Machine wash cold, tumble dry low
$26.00
$19.9723% OFF

Bikini - TENCEL™ Modal Social Butterflies

Elegant, soft, and totally classic. Made from soft, sustainable TENCEL™ Modal, our bikini cut gives you full coverage, a soft stay-put waistband, and the feeling of wearing nothing at all with the security of wearing the best. Fit-tested on all body types Signature stay-put silky soft waistband Sustainably sourced from renewable beechwood trees Low rise 95% TENCEL™ Modal, 5% spandex Highly stretchy to accommodate different body types Smooth, durable flatlock seams won’t irritate or chafe Machine wash cold, tumble dry low
$26.00
$19.9723% OFF

Boy Shorts - Rainbow Houndstooth

Say hello to our wedgie-free wonder and our most popular silhouette. It’s full coverage for your cheeks. Our supersoft cotton blend gives just a hint of stretch and makes sure you stay comfy, while our signature stay-put waistband keeps it together without pinching or riding up. Fit-tested on all body types Signature stay-put silky soft black tomboyx waistband 95% OEKO-TEX Certified cotton, 5% spandex Smooth, durable flatlock seams won’t irritate or chafe Mid rise fit, 2.5” inseam Machine wash cold, tumble dry low
$26.00
$19.9723% OFF

Boy Shorts - Groovy Garden

Say hello to our wedgie-free wonder and our most popular silhouette. It’s full coverage for your cheeks. Our supersoft cotton blend gives just a hint of stretch and makes sure you stay comfy, while our signature stay-put waistband keeps it together without pinching or riding up. Fit-tested on all body types Signature stay-put silky soft black tomboyx waistband 95% OEKO-TEX Certified cotton, 5% spandex Smooth, durable flatlock seams won’t irritate or chafe Mid rise fit, 2.5” inseam Machine wash cold, tumble dry low
$26.00
$19.9723% OFF

Iconic Briefs - Serpentine

We’ll keep it brief - these are classic for a reason. Our supersoft, extra-breathable cotton blend is paired with a cut that won’t ride up or let you down. That’s why we think our full-coverage brief is an everyday hero. Fit-tested on all body types Signature stay-put silky soft waistband 95% OEKO-TEX Certified cotton, 5% spandex Smooth, durable flatlock seams won’t irritate or chafe Low rise fit Machine wash cold, tumble dry low
$26.00
$19.9723% OFF

Iconic Briefs - Rainbow Pride Stripes

A classic if there ever was one, exceptional comfort in tomboy style. Super soft and breathable stretch-blend cotton pairs with quality construction to make these full-coverage briefs an everyday staple. (Now in technicolor.) Fit-tested on all body types Signature stay-put silky soft waistband 95% OEKO-TEX Certified cotton, 5% spandex Smooth, durable flatlock seams won’t irritate or chafe Low rise fit Machine wash cold, tumble dry low
$26.00
$19.9723% OFF

Iconic Briefs - Rainbow Houndstooth

We’ll keep it brief - these are classic for a reason. Our supersoft, extra-breathable cotton blend is paired with a cut that won’t ride up or let you down. That’s why we think our full-coverage brief is an everyday hero. Fit-tested on all body types Signature stay-put silky soft waistband 95% OEKO-TEX Certified cotton, 5% spandex Smooth, durable flatlock seams won’t irritate or chafe Low rise fit Machine wash cold, tumble dry low
$26.00
$19.9723% OFF

9" Boxer Briefs - Rainbow Fish

When we say we’ve got you covered we mean it. Sure they can go underneath your clothes, or they can be your clothes. It’s our longest cut, to help with chafing, staying covered, and looking good. Made with our supersoft cotton blend that gives just a hint of stretch and makes sure you stay comfy, while our signature stay-put waistband keeps it together without pinching or riding up. Fit-tested on all body types Signature stay-put silky soft waistband 95% OEKO-TEX Certified cotton, 5% spandex Smooth, durable flatlock seams won’t irritate or chafe Mid rise fit, 9" inseam Machine wash cold, tumble dry low
$36.00
$27.9722% OFF

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