New ArrivalsEasterClothing, Shoes & AccessoriesHomeKitchen & DiningOutdoor Living & GardenFurnitureGroceryHousehold EssentialsBabyBeautyPersonal CareHealthWellnessBackpacks & LuggageSports & OutdoorsToysElectronicsVideo GamesMovies, Music & BooksSchool & Office SuppliesParty SuppliesGift IdeasGift CardsPetsUlta Beauty at TargetShop by CommunityTarget OpticalDealsClearanceTarget New ArrivalsRoller Rabbit x TargetEasterHome Decor Ideas & TrendsTop DealsTarget Circle DealsWeekly AdShop Order PickupShop Same Day DeliveryRegistryRedCardTarget CircleFind Stores
Jockey Men's Organic Cotton Stretch 9.5" Long Leg Boxer Brief - 3 Pack - 2 of 4Jockey Men's Organic Cotton Stretch 9.5" Long Leg Boxer Brief - 3 Pack - 3 of 4Jockey Men's Organic Cotton Stretch 9.5" Long Leg Boxer Brief - 3 Pack - 4 of 4
Jockey Men's Organic Cotton Stretch 9.5" Long Leg Boxer Brief - 3 Pack - 1 of 4

Jockey Men's Organic Cotton Stretch 9.5" Long Leg Boxer Brief - 3 Pack S Black

$27.00 reg $36.00
Sale save $9.00 (25% off)

sizes
colorblack
  • black
  • cherry wine/shower/cactus pine
  • dried sage/canyon/obsidian grey
  • evergreen mist
  • lake sky/tornado blue/ink well
  • nocturne cove
  • sky bloom

In Stock

Free & easy returns

Free & easy returns

Return this item by mail or in store within 30 days for a full refund.
Sold & shipped by Jockey.com
Eligible for registries and wish lists

Fit & style

  • Mid rise and full coverage
  • Key-hole fly design
  • 9.5" inseam
  • Organic cotton feels great against your skin
  • Soft and breathable for all-day comfort
  • Stay-put fit leg design helps prevent ride up
  • Finished seam pouch offers a fuller pouch shape for support
  • Body: 95% organic cotton/5% spandex; Waist: 62% cotton/19% polyester/11% spandex/8% nylon
  • Machine wash cold and tumble dry low
  • Imported
  • Style 3497

About this item

Fit & style

  • Mid rise and full coverage
  • Key-hole fly design
  • 9.5" inseam
  • Organic cotton feels great against your skin
  • Soft and breathable for all-day comfort
  • Stay-put fit leg design helps prevent ride up
  • Finished seam pouch offers a fuller pouch shape for support
  • Body: 95% organic cotton/5% spandex; Waist: 62% cotton/19% polyester/11% spandex/8% nylon
  • Machine wash cold and tumble dry low
  • Imported
  • Style 3497
Soft and airy with a touch of stretch, the Jockey Organic Cotton Stretch Long Leg Boxer Brief is a feel-good pair that's all about breathable comfort and support.

jockey
mens clothing

Size Chest (in) Waist (in) Hip (in)
S 34-36 28-30 34-36
M 38-40 32-34 38-40
L 42-44 36-38 42-44
XL 46-48 40-42 46-48
2XL 50-52 44-46 50-52
2XLT* 50-52 44-46 50-52
3XL 54-56 48-50 54-56
3XLT* 54-56 48-50 54-56
4XL 58-60 52-54 58-60
4XLT* 58-60 52-54 58-60
5XL 62-64 56-58 62-64
5XLT* 62-64 56-58 62-64
6XL 66-68 60-62 66-68
6XLT* 66-68 60-62 66-68
* 2'' longer on t-shirt length - - -

All Sizes in Inches Unless Otherwise Stated

Men’s measuring guide

Use the tips & visuals in this guide to take body measurements accurately & easily.

Don't have a fabric tape measure? Use a shoelace or pant leg to measure. Then, lay it flat & use a ruler or tape measure to get a numerical measurement.

How to measure

  • Chest

    With arms at your sides, measure around the fullest part of your chest & shoulder blades, keeping the tape level & snug.

  • Waist

    Bend slightly to one side. The crease is where your natural waistline is. Measure a comfortable loose, level line around that point.

  • Inseam

    Take a pair of pants that fit well. Now measure along the seam from the crotch to the leg opening.

Sizing: Mens
Material: 95% Organic Cotton, 5% Spandex
Hem Style: Plain Hem
Closure Style: Pull-On
Rise: Mid Rise
Fabric Name: Knit
Garment Length: At Thigh
Garment Details: Single Layered Construction
Fabric Weight Type: Lightweight Fabric
Package Quantity: 3
Care and Cleaning: Machine Wash, Tumble Dry
TCIN: 91234802
UPC: 194490864874
Origin: imported
The above item details were provided by the Target Plus™ Partner. Target does not represent or warrant that this information is accurate or complete. On occasion, manufacturers may modify their items and update their labels.
We recommend that you do not rely solely on the information presented. If you have a specific question about this item, you may consult the item's label, contact the manufacturer directly or call Target Guest Services at 1-800-591-3869.
If the item details aren’t accurate or complete, we want to know about it.

Shipping details

Estimated ship dimensions: 2.5 inches length x 4.59 inches width x 8.5 inches height
Estimated ship weight: 0.69 pounds
item ships from third party seller: Jockey.com

Return details

This item can be returned to any Target store or Target.com.
This item must be returned within 30 days of the date it was purchased in store, delivered to the guest, delivered by a Shipt shopper, or picked up by the guest.
See the return policy for complete information.

Q: What is the inseam length of the boxer briefs?

submitted by AI Shopping Assistant - 1 month ago
  • A: The boxer briefs have a 9.5 inch inseam, providing ample coverage.

    submitted byAI Shopping Assistant - 1 month ago
    Ai generated

Q: What is the fabric composition of these boxer briefs?

submitted by AI Shopping Assistant - 1 month ago
  • A: They are made of 95% organic cotton and 5% spandex for comfort and flexibility.

    submitted byAI Shopping Assistant - 1 month ago
    Ai generated

Q: How do you care for these boxer briefs?

submitted by AI Shopping Assistant - 1 month ago
  • A: Machine wash cold and tumble dry low for best results and longevity.

    submitted byAI Shopping Assistant - 1 month ago
    Ai generated

Q: What features help prevent ride-up during wear?

submitted by AI Shopping Assistant - 1 month ago
  • A: The stay-put fit leg design is specifically made to help prevent ride-up.

    submitted byAI Shopping Assistant - 1 month ago
    Ai generated

Q: What type of closure does these boxer briefs have?

submitted by AI Shopping Assistant - 1 month ago
  • A: These boxer briefs feature a pull-on closure style for easy wear.

    submitted byAI Shopping Assistant - 1 month ago
    Ai generated

Additional product information and recommendations

Guests are saying

These boxer briefs are praised for their comfort, soft organic cotton material, and longer length, making them ideal for all-day wear. Guests appreciate the moisture-wicking properties and the fit, which stays in place without riding up. While some noted the length could be slightly shorter, the overall quality and breathability have made these a favorite for various activities, including lounging and outdoor work.
    Summary created by AI from text of reviews reflecting recent feedback provided across different star ratings (includes incentivized reviews)
    4.4 out of 5 stars with 137 reviews
    1 out of 5 stars
    21 March, 2026
    originally posted on Jockey
    Image

    Not the cotton you expect

    My husband has been wearing these in 100% cotton for 20 years and now you don't make them in regular old soft cotton anymore. This stretchy whatever material is garbage. He hates them. Please make the long mens briefs in real cotton again!!!
    1 reply from Jockey Consumer Care team - 11 days ago
    Hello Kim, We’re sorry to hear this. You’re welcome to return the boxer brief if it didn’t work out. You might prefer our Pouch 10" Midway® Brief, made from 97% cotton and 3% spandex for added comfort and flexibility. https://www.jockey.com/catalog/product/jockey-pouch-midway-brief-6pack?color=0001
    Kim Dudzik
    Did you find this review helpful?
    5 out of 5 stars
    8 March, 2026
    originally posted on Jockey
    Image

    Super!

    Excellent fit, great material, highly recommend and they feel great
    Did you find this review helpful?
    5 out of 5 stars
    7 March, 2026
    originally posted on Jockey
    Image

    Comfortable

    [This review was collected as part of a promotion.] Comfortable and material is soft the fit is perfect and they don’t ride up
    Jimbo1024
    Did you find this review helpful?
    4 out of 5 stars
    4 March, 2026
    originally posted on Jockey
    Image

    New

    Not the same as my usual underwear, but quite comfortable.
    Did you find this review helpful?
    4 out of 5 stars
    23 February, 2026
    originally posted on Jockey
    Image

    He won’t wear anything else!

    My husband loves these briefs. It’s the cotton and spandex combined that makes them so nice to wear. He always wants that mostly cotton, which has a soft feel with the addition of a small amount of spandex that keeps them shapely.
    Did you find this review helpful?
    5 out of 5 stars
    23 February, 2026
    originally posted on Jockey
    Image

    Great Fit

    These are the best underwear I have ever worn. Very comfortable and great fit.
    Did you find this review helpful?
    5 out of 5 stars
    1 January, 2026
    originally posted on Jockey
    Image

    Best boxer briefs in the game.

    Best in boxer, briefs in the game. Long weights are perfect.Don't ride up
    Chronic b m x
    Did you find this review helpful?
    5 out of 5 stars
    21 December, 2025
    originally posted on Jockey
    Image

    cotton long leg boxer briefs

    feel great, fit great. will order more as long as you make them. beats the micro-fiber or whatever it's called!
    Did you find this review helpful?
    5 out of 5 stars
    20 December, 2025
    originally posted on Jockey
    Image

    The best underwear

    Great fit. Great colors. Great material. Love the way the feel. The elasticity is consistent, providing a great snugged feel every time.
    Ahmad
    Did you find this review helpful?
    1 out of 5 stars
    1 December, 2025
    originally posted on Jockey
    Image

    WEAK WAISTBAND

    Unfortunately, Waist Band is not keeping them up on my hips
    1 reply from Jockey Consumer Care team - 4 months ago
    Hello Tim, Thank you so much for taking the time to share your feedback on our Cotton Stretch 9.5" Long Leg Boxer Brief. We’re sorry it isn't the perfect fit for you. The good news is, our everyday free returns make it easy to send back any style you don’t completely love. To get started, simply click the link below and enter your order number to print your free return label via U.S. Mail: https://www.jockey.com/customerservice/returnpolicy If you need any help along the way, our team is happy to assist at 800-562-5391.
    Tim Euler
    Did you find this review helpful?
    5 out of 5 stars
    5 November, 2025
    originally posted on Jockey
    Image

    Very comfortable

    Jockey keeps discontinuing the ones I like so I have to always try new ones. So after the many other Jockey items I have tried. These are a 10 + on my comfort and fit scale. Please don’t discontinue them.
    Jeep&Golfer
    Did you find this review helpful?
    5 out of 5 stars
    4 November, 2025
    originally posted on Jockey
    Image

    Best ever

    [This review was collected as part of a promotion.] I love the loose fit and the long length. They are the most comfortable boxers.
    Dizzle22
    Did you find this review helpful?
    4 out of 5 stars
    17 October, 2025
    originally posted on Jockey
    Image

    I'm surprised....

    Comfortable material, a snug fit, a bigger size wouldn't hurt. Love the colors!
    Rick A.
    Did you find this review helpful?
    5 out of 5 stars
    28 September, 2025
    originally posted on Jockey
    Image

    Don't ride up thick thighs

    I have tried for a long time to find underwear that won't ride up and I finally found them. I have fairly muscular thighs and that means underwear tend to start sliding and bunching up. The combo of stretch and length is key; gotta get them past the thick part of the thigh and they are tight enough to stay in place, but not so tight they are uncomfortable. Love these underwear and will definitely be buying more.
    DaPayne
    Did you find this review helpful?
    5 out of 5 stars
    19 September, 2025
    originally posted on Jockey
    Image

    Best So Far - Hope they last

    After four (4) attempts and numerous purchaes from Jockey and others, I finally found a pair that don't create a "Hotbox" effect. The material (Organic Cotton, which I only realized after my purchase), feels great albeit a bit flimsy. I only hope they last more than a few cycles in the washing machine...
    Customer R
    Did you find this review helpful?
    1 out of 5 stars
    15 September, 2025
    originally posted on Jockey
    Image

    Fit

    I went up a size and they were still too tight in the midsection
    1 reply from Jockey Consumer Care team - 7 months ago
    Hello Fit too tight, Thank you for your feedback, and we’re sorry to hear about the sizing issue. Your satisfaction is important to us, and we’re happy to help with an exchange or return. Just give us a call at 800-562-5391 — we’re here to help!
    Fit too tight
    Did you find this review helpful?
    5 out of 5 stars
    25 July, 2025
    originally posted on Jockey
    Image

    Long briefs

    Briefs are comfortable and snug. The surprise is that is absorbs moisture rather well
    Did you find this review helpful?
    4 out of 5 stars
    19 July, 2025
    originally posted on Jockey
    Image

    Parts in Place

    Good comfort and fit for keeping an ole man’s parts in place. Waist band a little thin; tends to roll at end of day, but tolerable.
    KPol
    Did you find this review helpful?
    2 out of 5 stars
    8 June, 2025
    originally posted on Jockey
    Image

    I do like Jockey , just not a fan of these .

    They're comfortable, they just don't stay up . I can't stand having to constantly be pulling up my underwear.
    1 reply from Jockey Consumer Care team - 10 months ago
    Hello Respect, Thank you for reviewing our Organic Cotton Stretch 9.5" Long Leg Boxer Brief. We're sorry it wasn’t the perfect fit for you. With our everyday free returns, you never have to settle for a style you don’t love. To start your return, simply click the link below, enter your order number, and print a free return label via U.S. Mail: https://www.jockey.com/customerservice/returnpolicy Need assistance? We're happy to help! Give us a call at 800-562-5391.
    Respect
    Did you find this review helpful?
    1 out of 5 stars
    7 May, 2025
    originally posted on Jockey
    Image

    Buyer Beware

    Buyer beware, these shrink after one wash dramatically. Guess I'll use them as rags and go back to my fruit brand.
    1 reply from Jockey Consumer Care team - 11 months ago
    Hello Flip2219, Thank you for bringing this to our attention. That’s not the experience we want for you. Please give us a call at 800-562-5391 so we can make things right. Your satisfaction means a lot to us.
    Flip2219
    Did you find this review helpful?

    Get top deals, latest trends, and more.

    Privacy policy

    Footer

    About Us

    About TargetCareersNews & BlogTarget BrandsBullseye ShopSustainability & GovernancePress CenterAdvertise with UsInvestorsAffiliates & PartnersSuppliersTargetPlus

    Help

    Target HelpReturnsTrack OrdersRecallsContact UsFeedbackAccessibilitySecurity & FraudTeam Member ServicesLegal & Privacy

    Stores

    Find a StoreClinicPharmacyTarget OpticalMore In-Store Services

    Services

    Target Circle™Target Circle™ CardTarget Circle 360™Target AppRegistrySame Day DeliveryOrder PickupDrive UpFree 2-Day ShippingShipping & DeliveryMore Services
    PinterestFacebookInstagramXYoutubeTiktokTermsCA Supply ChainPrivacy PolicyCA Privacy RightsYour Privacy ChoicesInterest Based AdsHealth Privacy Policy