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Jockey® Staycool Midway® Brief - 3 Pack

$29.50 $6.99
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Jockey® Staycool Midway® Brief - 3 Pack

Style #8803
  • stay comfortable all day with our staycool Midway® brief
  • features our Y-front® design for support and comfort
  • 100% cotton fabric helps regulate your skin temperature by up to 3 degrees
  • Midway® brief design extends to mid-thigh to reduce chafing
  • perfect for everyday wear and an active lifestyle
  • staycool men's underwear comes with a 100% satisfaction guarantee!
Fabric Content: 100% combed cotton. Machine wash and dry. Imported.
fabric glossary

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3.7 / 5.0
158 Reviews
5 Stars
4 Stars
3 Stars
2 Stars
1 Star
Runs Small
Runs Large
Y Front Midway Could be Longer
The staycool midways finally bring the Y front to a midway that comes up a little short in the back. They do start to loose their shape on me after a full day of activity. After wearing for an hour I can get them up in the back far enough to stay put. The cotton feel from these is amazing, so much softer than my last set of pouch midways. If they would lengthen the legs on these I would move exclusively to this model. Ones that are not use to the Y front be mindful of where everything sits.
May 9, 2011
These actually kept me warm
I don't typically wear long midway briefs like this but I needed something to wear under my running pants. These offer a good range of motion and held their shape well (don't ride up or stretch out) and despite the name Staycool, keep me warm during frigid Wisconsin mornings in winter. They felt cool like the t-shirts when I first put them on but after a workout I could feel a noticable difference on my upper leg muscles (they weren't ice cold). I actually felt warmer (never had any running gear do this before).

Quality seems pretty good after a couple long runs and washings. Wish these came in a brief as well, as I won't be wearing these come summer.
March 6, 2011
Comfortable and Cooler!
Summers are HOT here in AZ! So, underwear that can keep you cooler is definitely a winner. While there are many other wicking undies on the market (mostly utilizing microfiber), these underwear are 100% COTTON and therefore much more comfortable to me than the others. With normal shrinkage...these midways are more like boxerbriefs than midways...but this is not a problem for me. My only complaint- I would prefer regular rise vs low rise with these midways(similar to the pouch midways I wear in the winter time).
Finally a Y Front Midway
I thought Jockey had a product in Midways (the only Jockey fit that is not really a trunk or very short boxer brief) that had a Y front that wouldn't stretch out. Not so. I'm athletic with a healthy upper thigh and backside. They were a good fit for a couple hours before losing shape. . . they even stretched too much in the crotch for no reason, just walking and wear. How about some support instead of excess stretch? Will continue wearing Go Mesh for comfort and support---how about a model with a FLY?
April 10, 2011
June 2, 2013
Improved fit, but poor waist band!
I bought a three pack with a store credit from a department store when these were first introduced a couple years ago. . . they didn't hold the shape, etc. Then a buddy I officiate with was wearing them in our locker room and said they work great for him. I tried again. The fit and support is much improved. . . but now the waist band is poor. It shrivels and shrinks up after a couple washing trips or so. Very disappointed. I was all up for the Coopers version as I heard they have a better waist band, and they are no longer available. Darn. Waste of money for this waist. . .
December 22, 2013
Real Disappointment
I only have the Jockey Brand in my underwear draw and nothing else.But there will be no staycool midway boxers in that draw. I will keep my GO Stretch Classics, 3D Innovations, Sport Performance Midway Boxers ONLY. All these are extra comfortable and keep their shape. But totally
disappointment with the staycool midway boxers.
August 26, 2011
Bad product
I wear the original mid-way friefs every day, and love them. I thought these might help keep a little cooler in warm months. I never had the chance to try them now that it is warm because they fit so terrible. The lenght in the leg is not the same, lenght in the seat is not the same, material stretches out and feel like wearing a boxer not a brief. Over all cut is much smaller. and way over priced. Jockey needs to take these of the market. If Im going to pay that much for underwear I might as well buy UnderArmour.
April 18, 2011
Not up to Jockey's standards
These boxers have the feel of cheap FTL's or Hanes boxer-briefs. I felt no cooling sensation and after an hour of wear the fabric was not even touching my skin because they were so stretched out. The fit is way too large. I really like Jockey but I was really disappointed with the quality of this product.
July 20, 2011
September 13, 2011
Start typing your question and we'll check if it was already asked and answered. Learn More
Browse 6 questions Browse 6 questions and 58 answers
Why did you choose this? Store
These look very cool for summer weather. I think I have bought these in the past, and were very comfortable.
John M on Oct 12, 2015
I've worn this style for years and they are VERY comfortable!!!
Jon N on Oct 11, 2015
These look very cool for summer weather. I think I have bought these in the past, and were very comfortable.
John M on Oct 12, 2015
Matthew P on Oct 11, 2015
I've worn this style for years and they are VERY comfortable!!!
Jon N on Oct 11, 2015
Dwight O on Oct 10, 2015
I like the longer leg to keep chafing down with my slightly chubby thighs
Hugh B on Oct 10, 2015
For my sons and grandsons.
Margaret E on Oct 10, 2015
jeff p on Oct 8, 2015
fit well
J E on Sep 28, 2015
Previous experience and price
Wyman S on Sep 24, 2015
The comfort and the price. not to much the shipping!
Antonio T on Sep 20, 2015
Husband really likes the mesh but you no longer sell it. I am hoping this is a close match. Plus for the price you can't beat it.
Lisa S on Sep 20, 2015
Pamela K on Sep 19, 2015
comfort and fit
EDWARD W on Aug 29, 2015
Jockey is great brand and the sale price was TOO GOOD to pass up!
Ray F on Aug 20, 2015
Just to try it the legs are to long I do not like them at all
Kenneth F on Aug 8, 2015
comfortable fit
PAULINE S on Aug 7, 2015
This is the cut the men in our family prefer.
Catherine P on Aug 6, 2015
Reviews looked good.
Wayne T on Aug 5, 2015
Want to compare Staycool Midway Brief with Staycool Boxer Brief
Glenn O on Jul 25, 2015
great price love the product
malcolm l on Jul 24, 2015
Very Comfortable
Marc L on Jul 24, 2015
Cheap, and a style I like
James D on Jul 23, 2015
The clearance price is too attractive NOT to get these in classic white...
randallaki on Jul 19, 2015
good buy
clyde c on Jul 18, 2015
Looking to try something new
Michael C on Jul 18, 2015
I like the longer brief and the price on these
J E on Jul 15, 2015
My husband loves these. He works at a power plant and gets very sweaty while working and these keep him from chafing.
Karen K on Jul 12, 2015
These briefs should be cool in the summer. The midway briefs should give me a better fit, less binding.
Daniel B on Jul 11, 2015
The only underwear that my boys and husband like :)
C H on Jul 9, 2015
It was on sale for 6.99!
Anne Wallis D on Jul 9, 2015
edward d on Jul 4, 2015
The specs looks really interesting... I love jockey underwear and hope my chose was as good as before
Luis Miguel V on Jun 30, 2015
your previous customer service and if course fantastic price
william H on Jun 27, 2015
CINDY T on Jun 26, 2015
BettyAnn M on Jun 26, 2015
I like them
Bruce W on Jun 26, 2015
Gina H on Jun 17, 2015
Bought these as XXL Classic Midway Brief were a little big. NOT the same fit and comfort as the Classic Midway. I will go back to the Big Man Classic Midway next order.
HAL P on May 25, 2015
Steve R on Apr 24, 2015
Andres B on Apr 23, 2015
leg length , size and price
gloria p on Apr 23, 2015
soft like cotton, wicks away moisture like spandex
Brian M on Apr 20, 2015
Most comfortable.
David B on Apr 15, 2015
Ive ordered them before and i like the fit
R H on Apr 15, 2015
for the free shipping
Howard E on Apr 14, 2015
I have purchased these before and was very pleased with how well they fit and were very comfortable.
Kenneth S on Apr 8, 2015
They are comfortable
Mauricio R on Apr 6, 2015
Karen W on Apr 4, 2015
My husband loves the fit, staycool material
Tracy J on Apr 1, 2015
Pouch was what my husband was used to. Wish it came in a straight size 40!
evelyn f on Apr 1, 2015
Matthew P on Oct 11, 2015
Dwight O on Oct 10, 2015
Opening for fly?
A shopper on Jul 9, 2015
BEST ANSWER: Thank you very much for your question regarding our Jockey Staycool Midway Brief. This style features our traditional inverted Y fly, with an opening on the right hand side. Hope this helps.
Why does it say "in stock" but when you try to add it to my bag it says "item not available"?
A shopper on Mar 22, 2015
BEST ANSWER: I'm sorry that inventory in our Stay Cool Athletic Midway has been depleted.

I checked with our inventory planner, and she expects to have stock replenished within the next four weeks, but it could be sooner.

Please rest assured that we're learning from this situation. We carefully track consumer demand for each out-of-stock product to help us create better forecasts. This does a lot to help ensure that we won't run out like this again.
How long are these midway briefs? I prefer longer, under armour has 9" ones that work good.
Tyler C on Apr 6, 2015
BEST ANSWER: Thank you for your question! Our Jockey Staycool Midway Brief features an inseam of eight inches. Hope this helps!
Are these traditional/classic rise or low rise?
Bruslaguna on Mar 27, 2015
BEST ANSWER: Thank you for your question! Our Jockey Staycool Midway Brief features the traditional full rise waistband you’ve come to love from Jockey. If you had any other questions about this or any other Jockey style, please do not hesitate to ask!
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This mens midway brief is cooler than yours (unless you're already wearing Jockey staycool underwear). Innovative staycool technology is applied to the inside of the underwear to help your skin feel up to 3 degrees cooler. A 100% combed cotton in a finely ribbed knit is soft and breathable. Ribbed cuff leg finishes are smooth and non-binding for a stay-put fit. Plus, enjoy the exclusive, Jockey Y-front underwear design. Midway brief style extends to mid thigh. 100% cotton mens underwear. 3-pack mens underwear.