10 Best Underwear For Well Endowed Men With Large Packages

While a lot of men might wish they were well endowed, there are some downsides to having a big package that you might not realize. One of the most common of which is buying underwear.

You see, most underwear is made for the masses. So they're made for guys with an average size penis. When you're larger than average, you're forced to deal with overstuffing and cramping yourself into underwear and dealing with an obvious dick bulge.

But that doesn't have to be the case.

We've gone out and rounded up the best underwear for well endowed men. These are underwear specifically designed for guys with a big package, so you're secured and can walk around without feeling like your genitals are being strangled by your briefs.

10 Best Underwear for Well Endowed Men

Now that you know what to look for in a good pair of underwear, let's get into the nitty gritty. Here are our picks for the 10 best underwear for well endowed men:

Separatec Bamboo Rayon Soft And Breathable Pouch Trunks

Pro: Amazing value
Con: Might give you wedgies

Keep your big package in place: Separatec is hands down one of the best underwear brands on the market. Particularly for well endowed men.

The separate pouch for your balls gives your package plenty of breathing room instead of having everything smushed together. Plus, the modern mix of bamboo and spandex gives you softness and enough stretch to move around throughout the day.

On top of that, these boxer briefs are very breathable, so you don't have to worry about moisture building up and heavy sweating downstairs. There's a reason these are one of our favorite pouch underwear brands you can buy.

JOCKEY’S MEN’S SEAMFREE BOXER BRIEFS

Pro: Everyday comfort
Con: Might be a little too thin for some guys

Stretch Design Provides Extra Comfort: There is nothing that feels better than a pair of underwear that fits like a glove. Not only do they provide the comfort you need, but also they might even make you feel like a new man.

This is something the Jockey’s Men’s Seamfree Boxer Briefs can provide you with. The super-soft microfiber design doesn’t hurt the comfort either. When you combine this with the extended mid-thigh design, you will truly stay comfortable throughout the entirety of the day while wearing this underwear.

The machine washable design of the underwear makes maintenance easier than ever, as you can just throw the underwear in the washer and go about your daily business.

2(X)IST MEN’S ELECTRIC NO-SHOW BRIEF

Pro: Provides support, boost and comfort
Con: Must wash on delicate and be careful with drying

Waistband Fits Two Inches Below The Hips: There is nothing worse than an uncomfortable pair of underwear that rides up or down. Fortunately, that is something the everyday man doesn’t have to worry about when he invests in the 2(x)ist Men’s Electric No-Show Briefs.

The innovative waistband ensures that the underwear always perfectly sits two inches below the hips. In addition to this, the waistband is a no-show design, so you never have to worry about underwear lines.

The 89% nylon and 11% spandex design not only contribute to the comfort, but these materials really make the underwear stretchable and flexible, which can come in handy in a variety of situations.

CALVIN KLEIN MEN’S IRON STRENGTH MICRO BOXER BRIEF

Pro: Excellent style options
Con: Can lose their shape quickly

Great style and comfort: The Calvin Klein Men’s Iron Strength Micro Boxer Brief is a good choice for men with large units. It is made with 91% nylon and 9% elastane. This ensures that you’re going to have plenty of room for your junk. Plus, this boxer brief is equipped with a contoured pouch. It will hold everything comfortably.

The two-tone logo waistband is also very comfortable. Plus, this underwear is available in tons of different colors. You’ll have no trouble finding one that suits your specific style.

UNDER ARMOUR MEN’S ORIGINAL SERIES 3” BOXERJOCK

Pro: Powerful moisture wicking technology
Con: Pricey

No Foul Odors: Under Armour is one of the most trusted brands in men’s clothing. This is why their Boxerjock has become so popular over the past few years.

This product is made with 90% polyester and 10% elastane. This combination ensures that this underwear is going to last a lifetime.

Plus, they feature a 4-way stretch construction. This means that the underwear is going to move with your body. Thanks to the anti-odor technology, you can rest assured knowing that you’re going to remain comfortable and fresh throughout the day. Throw in the moisture wicking material and you’ll never have to worry about foul odors.

Tommy Hilfiger Men's Comfort Multipack Boxer Briefs

Pro: Amazing fit
Con: Not very breathable

Keep it warm: Tommy Hilfiger is well known for making some of the best boxer shorts for men. And this pack is no exception.

Made from polyester, these boxer briefs are great for well endowed men who want a pair of underwear for the cooler months. Since polyester is a heavier underwear fabric, you'll have plenty of "insulation" around your package so that you don't have to worry about anything shriveling up down there.

However, the tradeoff is they're not the best option for hot weather (you're better off going with a natural underwear fabric like cotton then).

One of the best things this underwear has going for it is the ergonomic design. They don't fit super loose like some boxer briefs, but they're also not so tight that your privates are begging for mercy (which is extremely important when you're on the hunt for underwear for a bigger package.

Eyushijia Men's Comfortable Bamboo Fiber Boxer Briefs

Pro: Extremely soft
Con: Wash carefully

Smooth as butter: Eyushijia is a lesser-known underwear company, but that doesn't stop them from making one of the softest and most comfortable boxer briefs you'll ever try on (especially at this price point).

It's made from viscose, which is one of the softest fabrics there is, these underwear almost feel like when you lay down on extremely comfortable sheets. The underwear design includes a functional fly pouch and a sack made from mesh material that keeps your balls nice and cool (there's nothing quite like breathable underwear).

Just be careful to follow the instructions when you wash them. These need to be washed on cold in a gentle cycle in order to extend their lifespan.

DAVID ARCHY MEN’S UNDERWEAR SEPARATE POUCHES

Pro: Great value for the price
Con: Pouch is a little small

Comfort And Style: The David Archy Men’s Underwear With Separate Pouches will prove to be a great investment for many men. Each underwear comes with a breathable panel. This allows air to freely flow through the underwear. This will ensure that your package remains comfortable and cool at all times.

In fact, this underwear is often used by athletes who sweat profusely during their high intensity workouts. The waistband and seams are very durable and totally comfortable. You’re never going to have to deal with pulling or scratching.

Read: David Archy Underwear Review

EMPORIO ARMANI MEN’S COTTON BOXER BRIEF

Pro: Silhouette design
Con: Leg rides up

The Real Deal: The Emporio Armani Cotton Boxer Brief is ideal for any man who demands nothing but the best from their underwear. The underwear is a genuine product of Emporio Armani and the logo is embedded into the front of the waistband.

The cotton, spandex design ensures softness, flexibility, comfort, breathability and durability. You can toss the underwear in the washer for a thorough clean, which is always a plus. The size – true to size - range from small to extra-large.

The waistband is designed to offer support and will not ride up the back. However, the legs tend to ride up the leg a bit, which can cause some discomfort.

KAYIZU Brand Men's Underwear

Pro: Ergonomic design
Con: No pouch

No more riding up: The design concept for these boxer briefs may seem simple, but the KAYIZU team actually put a lot of thought into it.

The first thing you'll notice when you slip on a pair is they actually stay in place. No riding up, shifting your package around or constantly adjusting yourself in public. And of course, that's exactly what well endowed men need from their underwear.

Unfortunately, if you're on the search for large pouch underwear, these probably won't be your jam. But for most well hung guys, these boxer briefs will work well.

Underwear for Well Endowed Men Buying Guide

To ensure that you get the best underwear for guys with big packages, you're going to need to consider a handful of factors. Here's the criteria we recommend.

Types of Underwear for Large Packages

While being a well endowed guy might have its upside, there are some downsides to having a huge penis.

There are a ton of different underwear styles for guys. And not every type of underwear works well if you have a big package.

Here's a breakdown of the best types of underwear for big dicks:

Briefs for well endowed men

briefs for well endowed men

Briefs are probably the first type of underwear you were as a boy. They have a smaller design and have a tighter fit than other types of underwear.

When you have a large package, briefs will definitely enhance your bulge and show off your "dick print" so to speak. They'll also help keep everything in place.

Keep in mind, the more compact fit can also feel a little restraining for guys with big packages. So it's important to specifically pick briefs for well endowed men, not just the generic pack of 10 Fruit of the Looms you see at Walmart.

Sale
2(X)IST Men's Essential Cotton No-Show Brief, Black New Logo - Small ( Pack of 3 )
  • Made of 100% combed cotton
  • 3 pack contour pouch briefs
  • Elastic waistband logo

Trunks for well endowed men

trunks for well endowed men

If you want the security of briefs but with slightly more coverage, trunks are a good option. They're form fitting and cover your legs a bit which makes them a good choice if you're out at the beach or even to go under running shorts.

Trunks are a good option for guys with big packages who don't want to flaunt everything.

Sale
DAVID ARCHY Men's Underwear Micro Modal Dual Pouch Trunks Support Ball Pouch Bulge Enhancing Boxer Briefs for Men 4 Pack (S, Black/Dark Gray)
  • PATENTED SEPARATE POUCH: Innovative two pouch design for our bulge enhancing mens underwear boxer briefs...
  • FEELS LIKE SECOND SKIN: Luxurious Micro Modal fabric is natural material which is derived from...
  • KEEP FRESH ALL DAY: Micro Modal material is moisture wicking and more breathable than synthetic fabric....

Boxers for well endowed men

boxers for well endowed men

Another type of underwear for well endowed men are boxers. Boxer shorts are breathable, airy and have a very relaxed feel to them.

They won't constrain big penises as much as briefs, but that also means your package is less "secure". In other words, expect some flopping in these. The upside is they're great for when you're lounging around the house and just want to let loose a bit.

Plus, there are some other benefits of wearing boxers most men might be interested in:

Hanes mens Exposed Waistband Knit - Multiple Packs Available boxer shorts, Assorted 5 Pack, Small US
  • T-SHIRT SOFTNESS - Soft and breathable cotton feels as good as your favorite tee.
  • STAY COOL - Cool Comfort fabric wicks away moisture to keep you cool and dry all day.
  • COMFORT AT THE WAIST - ComfortSoft no-pinch stretch logo waistband moves with you and won't stretch out.

Boxer Briefs for well endowed men

boxer briefs for well endowed men

Last but not least, boxer briefs. These are the perfect hybrid of boxers and briefs/trunks. You get the security and snugness of briefs, but also the coverage and flexibility of boxers.

While boxer briefs do have a fitted design (similar to briefs) they're not as constricting. The legs stretch further than briefs and trunks, typically at least 3 inches. But unlike boxers, you don't have to worry about your package running wild in boxer briefs.

Also, if you're interested, you can still show off your bulge in boxer briefs as well.

Under Armour Men's Tech 3-inch Boxerjock 2-Pack , Black (001)/Black , X-Large
  • Insanely soft, breathable fabric & articulated mesh fly panel & gusset
  • No side or back seams for ultimate comfort
  • 4-way stretch construction moves better in every direction

Most Spacious Underwear for Well Endowed Men

First and foremost, you need to ensure that your underwear is going to provide you plenty of room for your junk. If your underwear is too tight, there is a good chance that you’re going to feel uncomfortable and restricted. Make sure that your underwear provides your genitals with plenty of space.

Sale
Top Choice for Space: David Archy
  • PATENTED SEPARATE POUCH: Innovative two pouch design for our bulge enhancing mens underwear boxer briefs...
  • FEELS LIKE SECOND SKIN: Luxurious Micro Modal fabric is natural material which is derived from...
  • KEEP FRESH ALL DAY: Micro Modal material is moisture wicking and more breathable than synthetic fabric....

Best Seamless Underwear for Well Endowed Men

When working out or working on the job, the seams on the underwear will rub you raw and cause chaffing. This is definitely the case for men with large units.

That's why we recommend buying seamless underwear. This will ensure that you do not have to suffer from that painful chaffing.

Top Seamless Option: Jockey
  • Underwear Style 10305
  • No-fly design
  • 8" inseam

Most Comfortable Underwear for Well Endowed Men

You’ll also want to make sure that your underwear will be able to provide you with a comfortable fit. The waistband should be able to sit around your waist at all times. The band should keep the underwear in place so they don't slide up and down when you’re moving about. At the same time, the band shouldn’t be too tight.

Top Choice for Comfort: Calvin Klein
  • Fitted boxer brief featuring contoured pouch and two-tone logo waistband

Best Moisture Wicking Underwear for Well Endowed Men

Finally, you’re going to want to choose a pair of underwear that keeps you dry and cool all day. That means buying breathable and moisture wicking underwear.

This combination will keep your privates comfortable and cool. It'll also decrease the amount of odor down there from sweat and bacteria.

Top Choice for Cooling & Wicking: Under Armour
  • Insanely soft, breathable fabric & articulated mesh fly panel & gusset
  • No side or back seams for ultimate comfort
  • 4-way stretch construction moves better in every direction

Underwear for Well Endowed Men FAQ

Struggling to find the perfect pair of underwear because you’ve got a decent sized package isn’t the worst problem to have in the world – but it’s enough of an annoyance that millions of men around the world struggle are driven crazy in the search for underwear that fits them well. 

Below we hit a couple of the more important questions you’ll want to ask before you drop any cash on a new pair of underwear.

How important is pouch size? 

The number one complaint that well endowed men have when searching for underwear is that the pouch area is nowhere near large enough to comfortably contain everything they’ve got going on downstairs without bunching it up, twisting it around like a pretzel, or compressing the heck out of it.

The bigger the pouch size you can get on a great pair of underwear the happier you are going to be – within reason, of course.

You want something that offers plenty of room for your guys to breathe but not so much room that you are flipping and flopping all over the place. 

Shoot for something with a little more compression if you lead an active lifestyle, too. You don’t need that thing banging all over the place when you run or workout.

Boxers or briefs for well endowed men?

One of the most unanswerable questions for most men, this one is a little bit easier for well endowed guys to answer for themselves – and that’s neither! Boxer briefs are the way to go 99.99% of the time. 

Boxers never had the kind of support that you are looking for, and definitely not in all the right places. Briefs can definitely be too tight and constricting, but that’s why lots of guides go for boxer briefs.

You really get the best of all worlds.

You want that bit of extra support without having to worry about squeezing yourself into a super tight pair of briefs or getting swimming around in boxers that are completely structureless.

What if I want underwear to really show off my package?

If you’re going for something to show off in, though, you’ll want a pair of underwear that are significantly smaller – eliminating as much extra fabric as possible.

Jockstrap style underwear or “sling style” briefs are the way to go in these kinds of situations.

You’ll still get support, you’ll still get plenty of coverage, but you’ll also have the opportunity to ball everything up and present it in a pretty obvious way.

They’ll know exactly what they are getting into when you slide your pants off and they see a pair of underwear like these underneath. 

What underwear material should I choose? 

At the end of the day, most well endowed guys are going to want to shy away from more traditional materials (like cotton) in favor of modern materials and technical fabrics.

Cotton stretches over time and just doesn’t have the kind of compression capabilities you’re probably looking for to keep everything nice and stable throughout the day.

Cotton hybrids, however, can offer a bit of a middle ground – giving you breathability, comfort, softness, and stability – so they might be worth looking into, too.

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About the author

Kelsey Summers

Kelsey is the lead editor of Undywear.com. She's a fashionista who's written for Glamour, GQ and others. She enjoys breaking the stigma and taboo around underwear and writing about all things fashion.