Sexy Underwear for Straight Men – How to Feel Sexy

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Author’s Note: I was gifted the Real Men underwear, 2eros Pegasus Briefs, the Teamm8 Jockstrap, and the David Archy boxer briefs as reviews for other blog posts, for which I did *not* receive any other compensation. I have included them as suggestions below because I happen to really like them!

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You know how to dress to impress. You know your style and how to look confident and sexy on the outside. But then you strip down for a sexy time and the horror! You are stuck wearing old, washed-up, baggy underwear with holes and stains. What a letdown!

Instead, straight men need to pay attention to their underwear as much as any other part of their clothing because men’s underwear matters, especially for date night. Underwear isn’t straight or gay or bi or anything related to your own sexuality. It is a piece of clothing that is supposed to make you comfortable and show off your body to your partner. Treat it that way!

I give four ideas for sexy underwear for straight men that I believe will appeal to a wide assortment of men (regardless of your sexuality)! Note that there are men’s underwear out there that are even bolder and more revealing for those of you ready to take your underwear to the next level. But let’s start somewhere, and these three ideas will probably be far sexier than what you have on right now.

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General Tips for Sexy Underwear for Straight Men

Before I give ideas for sexy underwear, I want to go over some basic ground rules. If you don’t follow these rules, it won’t matter what you wear for underwear – you’ll turn off your partner before you can impress. And remember to not make these five mistakes for men’s underwear!

Wear Clean Underwear

This might be self-evident, but I want to ensure we are all on the same page. Please wear clean underwear, or at least underwear that you have worn for less than one day. Don’t wear underwear you have worn for more than one day, and don’t wear underwear that you have been sweating heavily in. If in doubt, change to a new pair of underwear right before going on a date or having sex. That way, you won’t have to worry.

No Cartoons

When I was in school, a lot of guys wore cartoon-themed boxers. That was okay in school—sort of. But as an adult, no, it is not okay. You want to wear sophisticated underwear that beams with masculinity and confidence. Your Super Mario boxers won’t cut it (save them for weekend mornings).

No Loose Underwear

Going back to school, it was common for guys to wear underwear for months to years. I don’t have a problem with that as long as it is in good condition. But many guys will keep pairs of underwear that are clearly worn out. You know what I’m talking about: boxer briefs that resemble boxer shorts with worn out leg bands that bunch up, causing them to ride up (learn how to stop boxer briefs from riding up here).

Loose underwear does nothing to show off your body to your partner. Your glutes and your package will be hidden behind a baggy cotton veil. You want your partner to have a sneak peek, not have to wonder. Save your comfy, loose boxer briefs for weekend mornings – not date night.

No Holes, Stains, or Tears

Along with old underwear being too loose, often it has holes, stains, and tears. No, no, no! Honestly, you should replace these underwear pairs for your own sake. But even if you don’t, please don’t wear old, stained underwear with holes for your partner.

Ask Her What She Wants

How many of you have asked your partner what underwear she wants you to wear? I hope you have! If not, ask her. You must have searched on Google and now reading this article for a reason. Wear things that she finds sexy. Even asking her will probably make her feel that you care. And what could be sexier than wearing sexy underwear? Shopping together for sexy underwear.

Ideas for Sexy Underwear for Straight Men

Now that you know the underwear ground rules, it is time to pick out some sexy underwear. We live in a golden age of men’s underwear, so anything you and your partner want is out there. But for guys that live in gray Hanes boxer briefs, try starting with these three suggestions below.

Solid Black Boxer Briefs and Trunks

I’ll start by mentioning something most guys already have in their underwear drawer: solid black underwear. Who says regular black underwear – especially boxer briefs – can’t be sexy underwear for straight men (or any men at all)? Sexy underwear doesn’t have to be wild and eccentric. Black underwear is quite sexy to me, and I am sure to many others. You can be both sexy and practical at the same time!

But you can’t just wear your usual black underwear. First, it needs to be solid black. No patterns or stripes. Second, ideally, the waistband is black, too, without a logo or a discreet logo. You don’t want your underwear company’s logo staring your partner in the face.

It is essential to follow the rules outlined at the beginning of this article: no holes and no worn-out underwear. We want tight, body-conforming underwear to show off all of your packages. Wearing bamboo, modal, or microfiber underwear, rather than cotton, is also best for showcasing your body. No raggedy, worn-out black Hanes boxer briefs, please!

I’ll start by suggesting Calvin Klein Modal Boxer Briefs (read my review here) since most guys are familiar with Calvin Klein. Unlike every other men’s underwear blog post on the Internet, I want to make clear that you can’t get the Calvin Klein Cotton Classics/Cotton Stretch boxer briefs. You must get the CK Body Modal Boxer Briefs, like the ones below from Amazon. They are much softer – and hug your body better – than the cotton versions.

Last update on 2025-07-29 at 16:51 / Affiliate links / Images from Amazon Product Advertising API

I also love David Archy’s and Separatec’s bamboo boxer briefs and trunks. They come in various solid colors, but again, I recommend getting their all-black trunks or boxer briefs.

Buy now: Solid black trunks are some of the most flattering underwear for guys!

Trunks, such as Calvin Klein Microfiber Low-Rise Trunks, are a shorter alternative to boxer briefs. These trunks are shorter on the legs, and the waistband rests lower than your usual boxer briefs. But that adds to the sex appeal! Calvin Klein Microfiber boxer briefs and trunks were some of the first fancy pairs of underwear I bought after college, and I still love them!

Last update on 2025-07-29 at 08:56 / Affiliate links / Images from Amazon Product Advertising API

Tommy John’s 2-inch “Square Cut” trunks are also a fantastic alternative. I own Tommy John Second Skin 4-inch trunks/boxer briefs, and they are fantastic. The 2-inch version is even shorter and showcases more of your legs.

Buy now: Tommy John Square-Cut Trunks

What is the difference between men’s trunks and boxer briefs?

Men’s boxer briefs generally have a 4″ to 6.5″ inseam, with most “standard” American-style boxer briefs in the 5-6 inch range. Trunks, on the other hand, are generally 2-3 inches, with Brazilian and European-style trunks – also known as square-cut trunks – in the 1-2 inch range.

While trunks are sexier, in my opinion, because they show off more skin, they also provide less leg protection against skin irritation and chafing from your pants or shorts. Nothing wrong with wearing a solid pair of black boxer briefs during the day and sexy black trunks for date night!

Briefs. Yes, briefs are sexy underwear for straight men.

If you think there is no way you are wearing tighty-whiteys, then don’t (unless you are into tighty-whiteys, and if so, awesome!). Men’s briefs nowadays are sexy and sophisticated and don’t look anything like tighty-whiteys (and there is nothing wrong with loving white briefs). In 2024, men’s briefs are back in style, and you can read my thoughts on the best men’s briefs here.

Three keys to wearing a sexy pair of briefs:

• First, ensure you get hip briefs, not full-rise or full-cut briefs. The fabric is cut higher up on your hips for a cleaner look on hip briefs compared to full-cut briefs.

Last update on 2025-07-28 at 20:42 / Affiliate links / Images from Amazon Product Advertising API

Last update on 2025-07-29 at 02:52 / Affiliate links / Images from Amazon Product Advertising API

• Second, wear only dark colors. Dark colors are sophisticated, so wearing dark-colored (dark gray, dark blue, or black) briefs with a hip cut is quite sexy!
• Third is optional, but if you are game to buy low-rise briefs, then do it! The waist of low-rise briefs comes below your natural waist, so even less fabric is covering you up. But you are still wearing underwear, so your private parts are protected and covered.

Examples of Modern, Sophisticated, and Sexy Briefs for Straight Men

If you want to buy briefs for both everyday wear and sexy date nights, I’d buy the Calvin Klein Microfiber Briefs (as noted above) or their Modal Hip Briefs. I own CK modal hip briefs, and they are super comfortable to wear every day (or at the office) and are pretty sexy, especially in black. They are hip cut briefs, which is important to avoid the saggy briefs look.

Last update on 2025-07-29 at 12:34 / Affiliate links / Images from Amazon Product Advertising API

For a more sporty option, try Supawear’s Mesh Briefs. Supawear is an Australian company that produces sporty yet stylish men’s underwear. I recently purchased these mesh briefs in black and orange, and I must say, I’m absolutely in love with the look of them! The fabric is awesome too! Note that they are a little on the small side, so if you are in between sizes, I’d recommend getting the larger size.

Last update on 2025-07-29 at 16:51 / Affiliate links / Images from Amazon Product Advertising API

Jockstraps for Straight Men?

Jockstraps are super sexy. Once underwear only for gays or gym class in the 1960s, as deemed by society, more men across the sexuality spectrum are looking towards jockstraps for several reasons. Jockstraps are cooler temperature-wise, provide great support for your balls, and look really sexy. And I mean sexy.

One of my YouTube viewers commented that once his girlfriend found him wearing a jockstrap, that would end any sexual activities. I disagree if you haven’t tried it. Ask her to take down your pants and find how little you are wearing – and with your sexy butt exposed – and then see if that ends the sexual activity.

The Teamm8 Score Sheer Jockstrap quickly became one of my favorite underwear after being gifted a pair to review. I *love* the mesh side panels, so it looks like a brief from the front, but yet still a jockstrap. The rich blue color is my favorite color for underwear. Note that this jockstrap is drenched with sexiness, ideal for date night. However, because the pouch is small, I would not necessarily recommend wearing it as daily underwear.

My readers have recommended two other jockstraps: the Obviously jockstrap and the Cocksox jockstrap. The Obviously jockstrap is made from 90% modal/10% Spandex, which means it is super soft. The Cocksox jockstrap, on the other hand, is 92% Supplex (nylon)/8% Spandex, which is more of a slippery microfiber material. Both come in various colors (but stick to the darker colors) and get amazing ratings!

Last update on 2025-07-29 at 16:51 / Affiliate links / Images from Amazon Product Advertising API

Last update on 2025-07-29 at 16:51 / Affiliate links / Images from Amazon Product Advertising API

Have you tried Sheer Underwear?

If you and your partner want to push the envelope a bit, consider wearing some sheer underwear. Perhaps you want your underwear to hide the goods, so it leaves something to be desired. You or her wants the thrill of tearing off your underwear to reveal your package. But what if you gave a sneak peak ahead of time?

Sheer underwear is not just for women! Several men’s underwear brands have introduced sheer and lacy men’s underwear over the past few years to cater to guys who want a more sensual, rather than utilitarian, pair of men’s underwear. Why not try a pair?

One example is Rounderbum’s “Sexy Nights” trunk. While the pouch is opaque, the rest of the underwear is almost entirely sheer and very see-through. There is a strategically-placed opaque line over the butt crack for an ounce of modesty. However, black sheer can be quite provocative and might be perfect for date night!

Buy now: These trunks are drenched with sensuality!

If you like the idea of wearing sheer underwear, but don’t want your butt fully exposed, try a pair with only partial sheer. Jack Adams’ Monochrome Mesh Briefs have sheer fabric on the hips and the top of the butt, but the rest of the butt is fully covered up. She’ll see the top of your butt crack, but will need to pull off your underwear to see the rest.

Buy now: Available in red and purple in case black is too boring for you.

Final Thoughts on Sexy Underwear for Straight Men

Whether you choose a sexy brief, a seductive jockstrap, or a sophisticated black trunk, good-looking underwear will make you feel more confident. Remembering my tips to wear clean underwear, avoid old, worn-out pairs, and stay away from cartoonish undies will also help your partner appreciate these tips.

If you are a straight guy reading this, I hope you have some ideas of how to impress your partner in the bedroom by wearing high-quality, sophisticated, stylish, and sexy underwear. Just because you are straight doesn’t mean you can’t care about your underwear, and you should care about your underwear!

That is actually the whole point of my website – ensuring you can Find Your Ideal Pair of men’s underwear. Don’t be uncomfortable every day by wearing the wrong underwear!

So, while you are here, why don’t you check out my Guide to Mack Weldon Underwear, my Guide to Wearing Pouch Underwear, and my reviews of everyday favorites like my Jockey modal boxer briefs? And if you have any questions, you can email me at hello@mensunderwearguide.com or DM me privately on Instagram @mensunderwearguide

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