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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

$36.00

sizes
colorblack

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
Fabric Name: Knit
Garment Length: At Thigh
Closure Style: Pull-On
Rise: Mid Rise
Hem Style: Plain Hem
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.

Additional product information and recommendations

Guests also viewed

Guests are saying

Guests appreciate the comfort and fit of these boxer briefs, highlighting the soft organic cotton material and the effective moisture-wicking properties. Many find the longer leg design prevents riding up, making them suitable for various activities, including workouts and lounging. However, some guests express concerns about sizing inconsistencies and the waistband's ability to stay in place. Overall, these boxer briefs are well-received for their quality and comfort, making them a popular choice for everyday wear.
    Summary created by AI from text of reviews reflecting recent feedback provided across different star ratings (includes incentivized reviews)
    4.3 out of 5 stars with 145 reviews
    5 out of 5 stars
    1 May, 2026
    originally posted on Jockey
    Image

    Husband loves them

    I got this length in this color, as it was reduced in price. My husband didn't think he would like them, but for the price, I couldn't not get them. He actually loves these longer boxer briefs. They're SUPER soft and the size fits perfectly. Definitely a keeper!
    S33k34
    Did you find this review helpful?
    3 out of 5 stars
    26 April, 2026
    originally posted on Jockey
    Image

    Big Butt

    [This review was collected as part of a promotion.] Good for guys with no butt. Always pulling them up.
    Jibby
    Did you find this review helpful?
    5 out of 5 stars
    20 April, 2026
    originally posted on Jockey
    Image

    Simply the BEST

    I bought several packs of these organic cotton briefs for myself and 2 of my sons. We all agree… these are the best we’ve ever had! They are comfortable, and supportive all day long. I’ve been looking for some good quality organic cotton briefs for some time and none of the others that I’ve tried matches up to these. Definitely worth a try if you’re in the market for some!
    Vegas Chips
    Did you find this review helpful?
    4 out of 5 stars
    6 April, 2026
    originally posted on Jockey
    Image

    Work out shorts

    Like the thigh fit and the fly but they ride a little below the waist but I am 6’3”. Love them when I am working out or doing yard word as they hold things a little better.
    Roger B
    Did you find this review helpful?
    4 out of 5 stars
    25 March, 2026
    originally posted on Jockey
    Image

    Good but no more XL

    Very happy. Seams are a bit rough. So, I wear them inside out. Are your out of XL. I would like to buy more
    Mr S
    Did you find this review helpful?
    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 - 2 months 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 - 6 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?

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