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Love at first wear guarantee
IF YOU DON'T LOVE THEM, YOUR FIRST PAIR IS ON US.

2.5" Tomboy Shorts

Underwear
Regular price
$25
Toucan Print
Next Gen Black
Next Gen White
Next Gen Heather Grey
Next Gen Charcoal
Next Gen Navy
Next Gen Plum
Next Gen Teal
Next Gen Kelly Green
Next Gen Royal Blue
Next Gen Sky Blue
Next Gen Red & H. Grey Stripes
Next Gen Turquoise & H. Grey Stripes
Next Gen Kelly White Stripes
Next Gen Royal Blue & Kelly Stripes
Next Gen Black & H. Grey Stripes
Black Rainbow
White Rainbow
Red Rainbow
X= Copper
X= Emerald
X= Merlot
X= Sky Blue
X= Kelly Green
Rise Up Print
Stars Print
Toucan Print
Skulls Print
Dots Print
Octopus Print
Tartan Print
Blue Hearts Print
Red Hearts Print
Size Chart   Find Your TomboyX Fit.
Mix & Match! Buy 3+ of any undies and/or bras
& get 10% off. Buy 7+ and get 15% off.

There's a new "boy short" in town, but these undies don't care what your pronoun is. Comfortable and smooth without getting all up in your business.

  • 2.5" inseam
  • Low rise fit
  • Signature silky soft TomboyX waistband
  • 95% high quality cotton, 5% spandex
  • Fits smoothly without binding or riding up
  • Fit tested on all body types and sizes, XS-4X
  • Reinforced seams
out of five
Favorite Underwear: 2.5” Tomboy Shorts

We found you because of a Facebook ad. My daughter hates traditional underwear; she prefers to have coverage on her legs, but men's boxer-briefs do not fit her curvy body. She loves to wear dresses, and I think our purchases will be just what she's been looking for. And me too -- multi-generational juju!

So while the product itself is what appealed to me, when I went to your website, I was blown away by your philosophy. My daughter is seventeen, and her generation is poised to transform the world. They celebrate diversity, in all its forms.

They rock the spectrum, not the binary. They self-identify and refuse to accept limiting labels. They are our hope, and I was so warmed and encouraged to read the stories of the Tomboys on your site.

Thank you for doing what you do, but most especially, thank you for why you do it. Kaley and I look forward to joining the team.

Best,

Tina