1990s-Style Bras and Underwear Perfect for Getting Your Tomboy On

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Summer is the perfect time of year to wear as little clothing as possible, don’t you think? If you’ve been eyeing the vintage Marky Mark-inspired underthings that are everywhere right now, boi, do I have some treats for you.

Sports Bras

1. Stussy Cross-Back Bral 2. TomboyX Striped Bra 3. Chonies Marbled Bra 4. Chonies Purple Haze Bra 5. Wildfang Cross-Back Bra 6. Old Navy Running Bra

These bras are soft, comfy, and super babely on their own or peeking out the side of a tank top. If you see a lady wearing one of these and your mind doesn’t go immediately to getting stoned and wrestling sexily together, I really don’t know what to tell you.

Boxers and Shorts

1. Play Out Graffiti Briefs 2. Wildfang Basic Briefs 3. Chonies Camo Brief 4. TomboyX 4.5″ Trunks 5. Play Out Wired Briefs 6. TomboyX 2.5″ Shorts

Whether you prefer flaunting all the bikini line you’ve got or a slightly longer leg, these undies are peak Aaliyah-style hotness. Sigh.

Embellished Bras

1. Missguided Mesh Bra 2. River Island Floral Bra 3. Toru and Naoko High Neck Bra 4. Sugar Thrillz Blush Bra 5. Wildfox Floral Bralette 6. Missguided Triangle Bra

Feeling more femme? Try pretty/sporty styles that wrap around your waist, or have a more vintage feel. This ain’t your grandma’s bullet bra (though TBH, I’m sure hers were great too).


1. Missguided Mesh Panties 2. Torrid Pink Cheekies 3. River Island Floral Thong 4. Calvin Klein Basic Thong 5. Missguided High Side Mesh Panties 6. Torrid Black Cheekies

Mesh, and thongs, and lace, oh my! Oooh… oooh… oh my.

Sets and One Pieces

1. Topshop Sporty Set 2. Boohoo Cutie Set 3. River Island Onesie 4. Torrid Lace Set

Finally, if separates don’t satiate you, you can double your pleasure and your fun with a super foxy one piece or set.

Alright, I’m going to take a cold shower now. Happy shopping!

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Nora is a writer and shoot producer living in Brooklyn. Send her links to weird clothing and dog videos to nora [at] autostraddle [dot] com.

Nora has written 52 articles for us.


  1. Buying a new sports bra is literally on my real life to do list in ink. Also, I found Aaliyah very “confusing” back in the day (confusing = heart eyes) and I tear up every year on her birthday when the DC R&B stations play her stuff back to back.

    • I thought that they’d be good too but I’ve come to the conclusion that I’m the wrong shape. I did a friend survey and everyone who isn’t the old classic hourglass shape, seems to have no trouble with the way they fit but if you’ve got a narrow waist and wide hips, boxers and boy shorts turn turn into bum suckers.

  2. I’m surprised Girls Will Be Boys boers didn’t come up – they are in my opinion WAY more comfortable than TomboyX, which has too many seams. GWBB are my all time favorites. Another good brand is Focx from the UK. Check them out!

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