Ask the Expert: My Cup Runneth Over


Anton from Missouri: I need underwear that doesn’t squish my junk. I’m fine for the first hour or so, but as the day goes on, it just gets all kinds of uncomfortable down there. My waist is a 30, my ass is big enough but not huge and I generally buy extra small or small underwear. My package is perhaps larger than most.. Anyways, I’m normally a briefs guy, but I gave boxers a go, thinking the loose fit would be just what I needed and they weren’t supportive enough at all. Help!

Expert: Ah, the classic example of being “too big for your britches!” You find a pair that looks like a million bucks, but soon find out they don’t feel or fit all that great. Not fun. Fortunately for you, more and more brands are widening their design scope to focus on comfort (especially for guys who struggle with large packages.) First, though, check that you’re wearing the right size of underwear. While they may fit fine around the waist, there are other factors to be aware of, such as extra (or not enough) room in the front and back. You’d be amazed at the number of guys who find instant relief from squishing issues by just going up a size.

If you’re confident the size is right, however, your best bet is to try a contour pouch. Ranging from basic to scientifically engineered, the contour pouch is a common design in men’s underwear nowadays. Note: if the briefs you’re currently sporting have a front fly, they do not have a contour pouch.
 As the name suggests, the basic contour pouch has a little extra room in the front to create a space for your package, and is contoured with a center seam to provide support and, in many cases, a slightly boosted profile. Many of the top brands feature styles with the basic contour pouch, such as the sports-inspired Calvin Klein Pro Stretch Reflex Hip Brief or the incredibly soft 2xist Touch Trunk.

You should also check out C-IN2’s Personal Fit Factor Collection which provides the closest thing to a custom fit. Your issue with the squish no doubt puts you in the category of “shower” (as opposed to “grower,”) and the aptly named C-IN2 Personal Fit Factor Shower Brief features a contour pouch with inverted pleats on either side that adjust to your size, giving you the perfect amount of room and support.

The Andrew Christian Almost Naked Brief is made with an extra roomy pouch that provides plenty of space for your boys to hang free, too, and a specially placed seam creates just enough support to prevent you from bouncing all over the place. This underwear is made of a lightweight, breathable modal fabric that feels like it’s barely there, giving you the effect that you’re literally almost naked.

If you still can’t seem to find the fit you need, get yourself a trunk. Trunks are cut a little longer than a brief but still give you that same sleek, sexy fit and because they extend further down the leg, the pouch tends to have less of a lifting effect, allowing for some extra room. Try the Diesel Fresh & Bright Trunk which comes in a huge spectrum of colors that will highlight your cup that runneth over.­­­­

For more information on these brands: Calvin Klein Underwear2(x)istC-in2Andrew ChristianDiesel

8 thoughts on “Ask the Expert: My Cup Runneth Over

  1. Mark Renn says:

    Wait. This guy has a 30″ waist and buys either small or x-small? Seriously, he needs to be wearing medium. Try that first.

  2. fred barden says:

    Well I have a very large collection of underwear yes men and boys because I dont wear ladys underwear. I,am not sure how meany I have but over 3000 paire and have been collection from the 60s. As fare as Mark wearing x-small to small I can see that because I like a good fitting underwear just like him. I,am getting ready to sell some of my collection should be fun to see what you guys would like to buy. All you underwear men have a good day.
    Fred King of underwear I think

  3. rulo says:

    yes andrew christian almost naked briefs are very comfortable, and i can say that my package looks so huge. and why not they are sexys too.

  4. Michael says:

    For one.. thanks anton for being open enough to put yourself out there, no pun intended, and say what you did.. I’ve always had the same issue, even when I was chunky growing up!! Now that I’m 6’1 and 32″ waist, I feel like around that one hour mark I start going numb and then eventually I feel like my stuff fell off completely.. TMI? I suppose, but its the truth n I felt compelled to lay it out there in case, like you, I help others

  5. bigd12x9 says:

    What do you do, what do you wear if your a shower and a grower like me, even in boxers, all you see 6ft-4 frame, and very defined print…X.L.V.P.L, then you look at my face

    • Chas says:

      bigd12x9 – I have similar issues but am 5’7″ with a 30″ waist… so I relate to both you and Anton. There is a brand out of Australia that I found that is the ONLY one in which I am comfortable (as Anton bemoaned, the problem is even worse being similarly over-sized, even flacid and needing a size “small” to fit my waist and ass. The brand is called “Obviously” and ONLY the line with the “Anatonomical” pouch works for me. Even so, I buy one size up (a medium) and, for true comfort, I sometimes even wear a large. The fabric is very giving so with the roome filled up in front, even in a large, it does not gap on my ass. They do manufacturer up to a 2XL so that might be something to look for. Hard to find except online. You might have to go directly to their sight to get the 2XL (that’s usually where I order anyway). Any style works as long as it has the Anatomical Pouch. They make one with an intermediary pouch (too small for my taste) and a “contour” – which is miserable.

      Hope this helps.

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